Home Vacation Rentals By Owner In Holmes Beach, FL

Showing 400 Of 1242 Vacation Rentals
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Exceptional(4)

$497.41

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Private Vacation Home

New Listing! Sailfish Nest – Your Island Retreat with Private Pool and Spa

Holmes Beach, Florida, United States

Welcome to Sailfish Nest, a beautifully remodeled 2-bedroom, 2-bath duplex located in the heart of Holmes Beach—just a short stroll from the pristine white sands of Anna Maria Island.brbrStep inside to discover a thoughtfully designed, open-concept living space with all-new furnishings. Relax in the cozy living room with a good book or stream your favorite shows after a sun-filled day at the beach. The adjacent dining area and fully updated kitchen feature brand-new cabinetry, stainless steel appliances, and stunning quartz countertops—perfect for preparing meals with ease.brbrThe primary suite offers a king-size bed, new furnishings, and a private ensuite with a modern walk-in shower. The second bedroom includes a queen-size bed and access to a beautifully renovated hallway bathroom with a tub/shower combo. There is a queen-sized sofa bed in the living room that can be used for additional guests.brbrBut that’s just the beginning!brbrStep outside to your private backyard oasis, complete with:brbrA heated pool and spa featuring a built-in cocktail table and sun shelfbrNew pool deckingbrA covered outdoor lounge area with Smart TVbrA brand-new BBQ grillbrPing pong table for a little friendly competitionbrbrAnd for our eco-conscious travelers, Sailfish Nest features an on-site EV charger in the carport. Convenient, sustainable, and always ready to keep you powered for island adventures.brbrWhether you're soaking in the spa, enjoying a meal under the stars, or strolling to the beach for sunset, you've truly found paradise in this unforgettable island getaway.
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Exceptional(49)

$328.49

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Private Vacation Home

Island Serenity: North Beach Village, Dog Friendly, Short Walk to Beach by Anna Maria Life

Holmes Beach, Florida, United States

Island Serenity by Anna Maria Life Vacation Rentalsbr6250 Holmes Blvd. #54, Holmes Beach, FL 34217brbrWhat You'll Love About This Home:brLocation! 2.5 Blocks to the Beach!br3 Bedrooms / 2.5 Bathroomsbr1 King, 1 Queen, 1 Twin over Double BunkbedbrHeated Pool - SharedbrPool LoungersbrGas GrillbrFirst Floor Game Room with Foosball, Ping Pong and Arcade GamebrProfessional Linen Service, Washer & DryerbrComplimentary WIFIbrBeach Towels, Beach Chairs, Beach WagonbrDog Friendly! (with fee- see notes below) 1 Dog MaxbrParking for 2 CarsbrbrDetails:brIsland Serenity is your perfect island escape. Located in North Beach Village on beautiful Anna Maria Island, our 3-bedroom, 2.5-bathroom townhome offers everything you need for a stress-free, sun-soaked vacation—just a short stroll (2.5 blocks!) to the sparkling Gulf beaches.brbrEnjoy island living at its best with a bright and airy townhome designed for both fun and relaxation. Spend your mornings lounging by the heated community pool, your afternoons exploring the beach, and your evenings enjoying dinner from the grill or a friendly game of ping pong or foosball in the private first-floor game room. Guests will also enjoy the aracade game machine.brbrInside, you'll find a spacious layout perfect for families or small groups. The primary bedroom offers a king bed and a private bathroom, while the second bedroom has a comfy queen, and the third is ideal for kids with a twin-over-full bunkbed. Each bedroom includes a TV and crisp linens and plush towels in the bathrooms from our professional linen service. Your guests will stay connected with complimentary WIFI and enjoy all of the comforts of home, including a washer and dryer.brbrEverything you need for a smooth beach day is here—from towels and chairs to a beach wagon. And yes, your well-behaved four-legged friend is welcome, too (1 dog max with a pet fee).brbrWhether you're soaking in the sun, relaxing by the pool, or taking the short walk to the beach, Island Serenity is your perfect AMI getaway.brbrIsland Serenity is easy walking distance to Gulf Ave, restaurants, and the free island trolley, which travels the entire length of the 7 miles of the island. Hop on and off at your leisure and explore shopping, dining and the beaches. The perfect location for your next beach vacation!brbrIsland Serenity is a dog friendly home! If you have added a pet to your reservation under the number of pets, the fee of $150 plus tax has been added to your reservation total. Please note, there is a 1 dog limit.brbrBedroom 1 - King Bed, Ensuite Bathroom, TV - Floor 3brBedroom 2 - Queen Bed, TV - Floor 3brBedroom 3 - Twin over Double Bunkbed, TV - Floor 3brbrPlease note:brAmenities are subject to change.brParking is available for a maximum of 2 cars. Parking for additional vehicles is not available.brbrYou are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property. The minimum requirement for this home is no less than seven nights. The maximum occupancy is six.brbrVRC17-000127brbrIMPORTANT INFORMATION: brbrYour booking is with Anna Maria Life Vacation Rentals. We will send you check-in instructions 14 days prior to your arrival date. We will send you our rental agreement in an electronic signature document. Please review and return to us by following the instructions.brbr** Your signed rental agreement must be returned in order to receive your check-in details. brbrVRBO BOOKINGSbrbrAnna Maria Life Vacation Rentals will charge your credit card for your deposit payment. You will also see a separate charge by VRBO for their service fee. brbrYour final balance is due 60 days prior to your arrival date. We will send you a final payment reminder 90 days prior to arrival. We do not automatically charge your card for your final balance. brbrThe instructions for making your final payment will be included in your final payment reminder.brbrPlease review the cancellation policy prior to booking. brbrGOOGLE VACATION RENTAL BOOKINGSbrbrYour payment is due in full at the time of booking and the final balance information above does not apply to your reservation.
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Exceptional(17)

$423.09

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Condo

Updated Pool Unit at Beachfront Coconuts Resort!

Holmes Beach, Florida, United States

Welcome to Coconuts Poolside! This amazing condo is located within the iconic Coconuts Beach Resort located directly on beautiful Holmes Beach. brbr Property Highlights:br✨ 1 bedroom/1 bath bungalowbr✨ 2 queen-size bedsbr✨ Dining room for 4br✨ Heated, shared pool located right outside your doorbr✨ Linen service and beach towels providedbr✨ Gas and charcoal grills availablebr✨ Free on-site parkingbr✨ Resort is directly on the beach!brbrExperience Anna Maria Island from this cozy poolside bungalow. Coconuts Poolside is located in the Coconuts Beach Resort, a long-time favorite island destination! You'll love this newly refreshed unit with a fully equipped kitchen, elegant yet comfortable living room with cable TV, and private bedroom with plush queen beds. The bedroom also features cable TV. brbrAt Coconuts you will enjoy the Florida beach cottage experience with authentic island vibes. Relax by the pool or wander right out your door down to the shoreline. This unit is only steps away from the beach and offers plenty of beachfront loungers to relax in. The kids will appreciate having the sparkling pool located directly outside your sliding patio door. You won't want to miss the amazing panoramic Gulf of Mexico sunsets. View them from the beach or from the pool right outside your door while enjoying an evening cocktail.brbrCoconuts Poolside is centrally located in the middle of Holmes Beach. The free island trolley stop is just one block away from the complex and will take you anywhere else on the island. There is a dedicated parking space for your unit as well as visitor parking on a first come, first served basis. Coconuts resort also offers a coin operated laundry facility on-site so you can pack light.brbrVRC16-000663brbrAnna Maria island is a family community and the city imposes a strict noise ordinance. Please adhere to our good neighbor policy and observe the local quiet hours between 10 pm and 8 am. No loud music is allowed during these hours along with any other noise which may disturb the neighbors.brbrHousekeeping will provide a starter supply of toilet paper, soap, and garbage bags but guests will likely need to replenish the supply during their stay. Our cleaning fee includes a professional linen service. When you stay with us you can rest assured that you will have high quality linens such as those at a fine hotel. We also provide plenty of bath and beach towels.
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Exceptional(32)

$307.52

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Private Vacation Home

2-Min Walk to Holmes Beach - Walk to Shops & Dining - Quiet Tropical Townhouse

Holmes Beach, Florida, United States

Quiet, tropical townhouse is just a 2-min walk to Holmes Beach, tucked away from the crowds in a private Cul de Sac, yet close to shops, dining and everything Anna Maria is known for!brbr Why Guests Love This Homebrbr* 2-minute walk to Holmes Beach (short, flat, easy with kids)br* Walkable to ice cream, casual dining, coffee & shopsbr* Quiet, tropical setting away from the crowdsbr* 1-minute walk to the free island trolleybr* Ideal layout for families & longer staysbrbr Home Layout & Sleeping Arrangements brbr* 3 Bedrooms / 2 Full Bathroomsbr* Primary Bedroom: King Bedbr* Second Bedroom: Queen Bedbr* Third Bedroom: 2 Twin Bedsbr* Comfortable for families & multigenerational staysbrbr Family-Friendly Amenitiesbrbr* 4 Bikes (included)br* 1 Paddle Boardbr* Ping Pong Tablebr* Game Room with Foosball Tablebr* Heated community poolbr* Screened lanaibr* Griddle Grillbr* 2 car garage br* Travel crib / play yard, strollerbr* Baby gatesbrbr ️ Beach & Comfort Essentials brbr* Professional linen service br* Beach towels, chairs, umbrellasbr* Beach Toysbr* Washer & Dryerbr* High-speed Wi-Fibr* Books & games for all agesbrbrStarter paper products are provided to begin your stay; additional supplies can be purchased nearby as needed.brbr ️ Dining Within Walking DistancebrbrEnjoy local favorites within just a 5-10 minutes walkbr* The Ugly Grouperbr* Hurricane Hanksbr* Doctor’s Office Barbr* Ice cream, casual dining & coffee spotsbrbr ️ Attractions Nearby brbr* Holmes Beach - 2min walk br* Free Island Trolley - 1min walk br* Dolphin Watching - steps awaybr* Tennis courts (Holmes Beach) - 10min walk br* Kayak & Golf Cart Rentals - delivered to youbrbr⛳️ Easy Access to Island Highlightsbrbr* Key Royale Club Golfbr* Bean Pointbr* Leffis Key Preservebr* Historic Bridge Street Pier br* Publix Super Market br* Farmers market br br SPECIAL NOTICE TO VISITORS OF HOLMES BEACH. Per City of Holmes Beach ordinances:  br1. One week minimum rental and 6 guest limit for overnight  br2. You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property. VRC#21-000187
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$260.79

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Condo

7310 Holmes - Duplex 1 Bedroom / 1 Bath , maximum occupancy of 4 people.

Holmes Beach, Florida, United States

7310 Holmes Boulevard, Unit B - Anna Maria Island - Duplex - 1 Bedroom / 1 Bath, maximum occupancy of 4 people. VRC16-000060br No Pool - Distance to the Beach: 3 blocksbr br Pet friendly. Small/Medium dogs are welcome.br There is a required pet fee. Unauthorized pets are a violation of the rental agreement.br br Ground level, Holmes Beach, duplex that's fun and adorable. This cozy unit has a private outdoor patio area. Having been renovated, it is perfect for visiting with family and friends. br br br Anna Maria Island is a tropical barrier island seven and one half miles long. Its fine white sugar sand beaches are open to the public with convenient accesses along the entire island. It is one of the finest beaches in the United States. Unlike some tourist areas of Florida that are typified by endless rows of high rise apartment buildings and hotels, Anna Maria is an island of homes and small resorts.br br Enjoy many activities on your visit: swimming, snorkeling, beautiful sunsets, fishing, boating, shopping, watching wildlife, golfing, bicycling, tennis, and more. Easily explore taking advantage of the island's free trolley.br br You are vacationing in a residential area where homes are in close proximity to each other. Please be a good neighbor by keeping the noise to a respectful level during the day and night. A violation of the city's noise control ordinance shall subject the violator to the issuance of a notice of violation or citation. Noise is measured at the property line of the property generating the noise.br Amenities Include:br - # Bedrooms: 1br - Bed Sizes: Kingbr - Sofa Sleeper: yes-Qbr - # Baths: 1 in bedroombr - Tub or Shower: showerbr - Balcony: screened patiobr - #of units in complex: 2br - BBQ Grill: Yes- Gasbr - Square Feet: 936br - Floor Number: groundbr - Distance to Beach: 3 blocksbr - Internet: wifibr - View: yardbr - washer dryer: yes on back porchbr - Maximum Persons: 4br - DVD/VCR: yes Sony DVDbr - TV: LR onlybr - Hairdryer: 1 in bathroombr - Type of Parking: Driveway
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Exceptional(3)

$371.6

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Condo

Osprey in Blue Lagoon Unit 6 - Condo with Pool - By Island Real Estate Vacations

Holmes Beach, Florida, United States

The Blue Lagoon is a small upscale 6 unit complex and this holiday rentals is just a short stroll from the best beaches on the Gulf of Mexico. brbr2 bedroom, 2 bathroom with a huge Tropical pool and 10' waterfall right outside your back door. ONLY Blue Lagoon cottage to have a separate dining room and private back patio with outdoor dining set up. brbrThe pretty upgraded kitchen offer granite countertops, white appliances and ample counter space for prepare meals or just hanging around enjoying a drink together. The dining room has ample seating for the entire group. brbrEnjoy your private patio with lounge chairs after a long day at the beach or pool.brbrThere is wireless internet access and so much more for your vacation enjoyment.brbrJust a short stroll block to the white sandy beach in Holmes Beach on Anna Maria Island. The free trolley is also just a quick walk away.brbr**Golf Cart Available Upon Request and Additional Fees Apply**brbrBook your next holiday today!brbr**NOTE: the decorative pool waterfall is turned OFF from November through April each year to conserve the heated temperature of the water**brbrPlease note: we may sometimes gladly accept non Saturday to Saturday stays from middle of August to middle of January each year excluding Christmas and New Year week. Please speak with a vacation specialist for more details.brbr**Please note: the decorative pool waterfall is turned OFF from November to April each year to conserve the heated temperature of the water. Also we may sometimes gladly accept non Saturday to Saturday stays from middle of August to middle of January each year excluding Christmas and New Year week. Please speak with a vacation specialist for more details.**brbrIMPORTANT INFORMATION:brbrYour booking is with Island Real Estate Vacations. We will send you check-in instructions 30 days prior to your arrival date. Please review the cancellation policy prior to booking. Island Real Estate Vacations will charge your credit card for your deposit payment. You will also see a separate charge by VRBO for their service fee.brbrPayment of reservation deposit is considered acceptance of all terms regardless of signature status of contract. Guest is responsible for adhering to the rental terms and dates. Any error on Guest’s part is not the responsibility of the agent. Sub-leasing of your vacation rental is strictly prohibited. A mid-stay clean and charge equal to the standard cleaning fee are required for all stays 21 nights or longer. By providing your phone number, you agree to receive text messages from our company. Message and data rates may apply. Message frequency varies.brbrYour final balance is due 60 days prior to your arrival date. Please note unless alternative arrangements are made, the bank account or credit card on file will be charged your remaining balance automatically at 60 days. If you do not wish to pay with the bank account or credit card on file, please reach out to pay several days in advance of 60 days prior to your arrival. If you initially paid with an eCheck and received the booking incentive, please remember future payments must also be made with an eCheck. Thank you for choosing eCheck to help reduce the cost of business. Please note the eCheck payment option cannot be used within 14 days of arrival. Any refunds on checks and echecks will be delayed at least 14 days after deposit or until funds are verified.brbrAll our properties provide luxury linens for you to enjoy during your stay.brbrAnna Maria Island’s noise ordinance aims to ensure citizens can enjoy a peaceful environment. The ordinance applies to all areas of the city, including public and private property, and places of business. It defines noise as any sound that annoys or disturbs a reasonable person of ordinary sensibilities or causes or tends to cause an adverse physical or psychological effect on such reasonable person. The noise ordinance limits the maximum permissible noise levels to: br7 AM–10 PM: 65 decibels: (Consistently shouting in the pool exceeds 65 decibels)br10 PM–7 AM: 50 decibels: (An audible conversation from 50’ or 15 meters away exceeds 50 decibels)brThe ordinance also prohibits plainly audible noise, which refers to any sound that can be clearly heard by a person using their normal hearing faculties. This means that a person can still be in violation if the noise can be easily heard by responding officers from a distance of 100 feet from the property line. Fines for excessive noise can range from $100 to $1,000.brbrVRC16-000929brbrMax Vehicles Allowed: 2 Max Day Guests Allowed: 2
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Exceptional(58)

$597.14

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Private Vacation Home

Emerald Bay managed by Beach Retreats FL Anna Maria Island

Holmes Beach, Florida, United States

Emerald Bay Beach Housebr 306A Clark Street, Holmes Beach, FL 34217br VRC17-000006 | 3 Bedrooms Plus Bonus Bunk Room | 3.5 Bathrooms | Sleeps 6 | Heated Pool & SpabrWelcome to Emerald Bay Beach House, your ultimate escape on Anna Maria Island! Our dreamybramenities ensure that guests enjoy a perfect stay in our 3-bedroom, 3 1/2 bath home with a BONUSbrbunk room. The private backyard is a lush, tropical paradise, completely fenced and meticulouslybrlandscaped. Relax in luxury with a private heated pool, complete with a relaxing spa, sun shelf and swimbrup table. Your ultimate getaway is perfectly poised just two blocks to the sugar sand beaches of thebrGulf with just a short 4 minute walk to Holmes Beach. We provide everything you need for a day by thebrsea, including beach chairs, umbrella, wagon, towels and toys. Enjoy our game area featuring Foosballbrand a Basketball Arcade - plus tons of games, pool toys, TV and Wi-Fi. We are dog friendly so bring yourbrentire family and fido too! Your perfect island getaway awaits at Emerald Bay Beach House!br ​​​​​​​While most of our properties rent only from Saturday to Saturday, exceptions can be made. Please reach out to us prior to booking if you would like to arrive or depart on alternate dates, or stay for fewer than 7 nights. We would love to host you!br Sleeping ArrangementsbrPrimary Suite: King bed + ensuite bathbrBedroom 2: King bed + ensuite bathbrBedroom 3: King bed + full bath just outside the doorbrBonus Room: two sets of twin bunk beds with en suite 1/2 bathbrTotal: 3 king bedrooms, plus bonus bunk room and 3.5 bathroomsbr BathroomsbrEnsuite Baths: Two spacious bathrooms attached to king bedroomsbrGuest Bath: Full bath beside Bedroom 3brPowder Room: Convenient half bathbr Features & AmenitiesbrPrivate Heated Pool & Spa with sun loungers & outdoor diningbrBeach Gear: 4 beach chairs, umbrella, wagon & towels for easy days by the oceanbrFully Equipped Kitchen: Stainless appliances, cookware, & all essentials for home diningbrLiving Room: Flat-screen TV, cable, & Wi-FibrLaundry: Washer & dryerbrParking: Space for 2 carsbrComfort: Central A/C & ceiling fansbr☀️ Outdoor LivingbrSpend sunny afternoons lounging poolside or soaking in the spa. Fire up the grill for al fresco dining on the patio, or stroll down to the beach for sunset views over the Gulf.br Explore the IslandbrLocated in Holmes Beach, you'll be close to local shops, restaurants, fishing charters, water sports, and bike rentals. Hop on the free island trolley and explore all that Anna Maria Island has to offer.br Booking & CancellationbrNo cancellation fees!brCancel 60+ days before arrival → Full refundbrCancel within 60 days → No refundbrExtended stays & bookings $20,000+ → Full payment 90 days prior, non-refundablebr$500 deposit due at booking; balance due 60 days priorbrFor reservations 21+ nights or $20,000+ → 10% deposit due at time of booking. brThird party travel insurance cost is due at time of purchasebrThird-party travel insurance through Beach Retreats is non-refundablebrNo changes permitted within 60 days of arrival or during staybrWe highly recommend cancelation insurancebr This home can accommodate 3 vehiclesbr✨ Whether you're looking for lazy beach days, poolside relaxation, or island adventures, Emerald Bay Beach House is the perfect Anna Maria Island escape.br​​​​​​​Traveling with a larger group Book the other side of this home, Turtle's Bay! 910292
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Exceptional(17)

$267.72

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Private Vacation Home

Chapter 2: Renovated pool home, tiki hut and close to beach!

Holmes Beach, Florida, United States

Welcome to Chapter 2 brbrCreate some magic memories in a slice of “Old Florida”. Relax outside in the heated saltwater pool or in the shade of an oversized Tiki Hut with ceiling fan. This 3-bedroom 2-bathroom home is the perfect beach escape! The ground level property makes for easy access for the entire family. brbrChapter 2 has undergone a full renovation including new bathrooms, kitchen, floors, and paint. The property has all updated kitchen appliances and an onsite washer and dryer. The open living and dining area creates the perfect space to relax in the evenings for a family meal or to watch a movie or the big game! brbrThe property has 3 bedrooms: Queen bedroom, Queen bedroom, and 2 twins’ bedroom. In addition, both sofas have a pull-out bed with upgraded mattresses, one queen and one full-sized. Very short walk to the beach. Free Trolley stops right across the street going north, and one block over going south.brbrPETS: Please note this property is NOT pet friendly. brbrPARKING: 3 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles.brbr***OVERCROWDING CONSEQUENCES***brMaximum occupancy of rental homes on Anna Maria Island are set by the Cities and are strictly enforced. An occupant is any person staying overnight, regardless of the number of nights. Due to recent issues of overcrowding in the area, if maximum occupancy is exceeded during your stay, a $1000 (one thousand dollar) overcrowding fee will be charged to the payment method on file and your party will be immediately evicted. We appreciate your understanding and cooperation to keep Anna Maria Island enjoyable for everyone.brbrYou are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property.brbr*Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.brbrVRC20-000327
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Exceptional(62)

$1010.52

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Private Vacation Home

Paradise Found managed by Beach Retreats FL Anna Maria Island

Holmes Beach, Florida, United States

Paradise Found - with Pool & Hot Tubbr 401 42nd Street, Holmes Beach, FL 34217br VRC17-000010br 5 Bedrooms | 6.5 Bathrooms | Sleeps 12 | Heated Pool & Hot Tubbr​​​​​​​ Pet Friendlybr This home can park up to 4 vehiclesbr Quiet hours at 10p-7a: please respect neighbors brNo cancellation fees!brCancel 60+ days before arrival → Full refundbrCancel within 60 days → No refundbrExtended stays & bookings $20,000+ → Full payment 90 days prior, non-refundablebr$500 deposit due at booking; balance due 60 days priorbrFor reservations 21+ nights or $20,000+ → 10% deposit due at time of booking. br​​​​​​​Third party travel insurance cost is due at time of purchase brThird-party travel insurance through Beach Retreats is non-refundablebrNo changes permitted within 60 days of arrival or during staybrWe highly recommend cancelation insurancebr This home can accommodate up to 4 vehiclesbrbr401 42nd Street - Holmes Beach - FL - 34217br 6 bedroom 6.5 bathroom - . This home is ideally located just down the street from the white sand beaches, restaurants and shops. After a day of fun in the sun relax by the salt water heated pool in your own backyard oasis. This house has every luxury you could want, Flat screen TV's, stainless steel appliances, beautiful wood floors, granite counter tops, free phone/cable/wireless Internet. Take the free trolley to Bean Point, or down to historic Bridge Street. Eat at restaurants like Beach Bistro, Chateau Anna Maria, grab burger's at Skinny's, or watch the sunset at the Sandbar. Go parasailing, take a sunset cruise or paddleboard on the crystal clear blue waters in the Gulf of Mexico. brbr“You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property” Rentals typically run Saturday to Saturday, If you are looking for a stay that is not a 7-night rental or would like to begin your vacation on a day other than Saturday please send us an email to reservations@beachretreatsfl.com as we can sometimes accommodate alternate reservations.brbr​​​​​​​We might be only 7 miles long but Anna Maria has everything you could possibly need for your perfectbrbeach vacation. Traveling with a little one All our homes come with pack & plays and highchairs. Needbrmore There are several great rental places that have everything from baby gates to golfcarts, and theybrwill drop them right off at your vacation property for you. No need to pack beach towels we providebrthose for you.brRemember we are laid back and on Island time - Flip-flops and shorts are ok for breakfast, lunch andbrdinner no need to overpack you will most likely be in your cutest bathing suit or bikini anyways.brNo need to pay the crazy high fees to check all those bags! With Publix, CVS, and Walgreens right on thebrisland you can grab any sunscreen, hair product anything needed, why haul it all with you br​​​​​​​brGuests are allowed up to 2 dogs provided they are housebroken and must be friendly with other dogs and people. Pet must be disclosed up front at the time of inquiring/booking. A one-time non-refundable fee of $150 (per pet) will be due at the time of booking to accommodate for extra cleaning/pet sanitation. Should we receive complaints from neighbors of barking/disruption we reserve the right to ask you to remove the pet immediately. Undeclared pets will be charged $500 and you will be required to vacate the property. By booking this property you are agreeing to the terms and fees associated with bringing an approved pet. We closely monitor all properties. brbr This home features Silicon Travel. With Silicon Travel's firewall place in place, you can prevent internet access to any malicious activity in a Vacation rental home. Any guest device (WebCam, Baby Monitor, etc) can be added for a set time and will be removed automatically upon departure. brTraveling with a larger group We have two homes near by. Paradise Beach House is the other side of the duplex. Then Angel Sea is right around the corner. Paradise Beach House - 1571207, Angel Sea - 980648
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$828.95

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Private Vacation Home

Beautiful coastal home steps from beach with stunning Gulf views.

Holmes Beach, Florida, United States

Welcome to this beautiful coastal home, located just steps from the beach with stunning Gulf views. This professionally furnished residence features ensuite bathrooms for every bedroom and a private tropical oasis, including a heated pool and multiple outdoor patios. Situated on a quiet dead-end street west of Gulf Drive, the property offers direct access to pristine white sand beaches and is only a short stroll or golf cart ride from the local shops and restaurants of Holmes Beach.brbrThe interior has been fully updated with quartz countertops, new kitchen essentials, modern bathrooms, and high-end decor throughout. brbrThis beautifully proportioned home offers a generous three-bedroom, three-bathroom layout. The interior spaces are light-filled and welcoming, designed to accommodate private relaxation and stylish entertaining. The home is designed with interior and exterior natural stone including an elegant coral fireplace. The property is set on a generous island parcel and features a private swimming pool, creating a resort-style environment for relaxation and outdoor living.brbrYou'll love creating culinary masterpieces in the modern kitchen featuring sleek cabinets, pristine white quartz countertops, and premium stainless steel appliances.brbrDrift off to sleep in the serene primary bedroom with King bed, where coastal breezes flow through sliding doors to your private balcony overlooking the Gulf. The second-level primary suite serves as a private retreat where you can enjoy spectacular sunsets from your own terrace.brbrUnwind in serene guest bedroom sanctuaries with plush bedding and warm coastal lighting creating the perfect retreat. Both offering en-suite bathrooms and access to outdoor patios.brbrWe look forward to welcoming you to this exceptional beachside getaway. brbrPlease note that this property is located in a quiet residential area zoned for a 30-day minimum stay. brbrPools: Fran Maxon Real Estate is not responsible for pool temperatures, closures or malfunctions. No credit, discount and/or rate adjustment can be granted for items mentioned above or circumstances beyond our control. There will be days when the weather conditions will not allow pool heaters to accommodate swimming and temperature recovery times will vary. brbrVRC26-000040 - Local ordinances require guest stays of at least 30 nights.brbrOnsite parking for 3 vehicles. brbrNoise Notice as required by The City of Holmes Beach:brYou are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property. Quiet hours are from 10pm- 8am.brbr**Please note this property has security cameras at the driveway, patio and pool area. Video will not be in on during guest stay.**
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$492.69

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Condo

Beach Front, Ocean Views, Heated Pool, Tennis & Beach Deck! Recently Renovated.

Holmes Beach, Florida, United States

Welcome to our vacation home, “Almost Heaven”! We believe you will agree with our name once you visit this gem on Anna Maria Island! Our recently completely renovated 3BR/2BA ocean-view condo is in the heart of Anna Maria Island. With private beach access, lighted tennis/pickleball courts, a private balcony, and one of the largest heated pools on Anna Maria, you will love all that Almost Heaven and Gulf Place has to offer. Gulf Place is a small, thoughtfully designed, and carefully maintained condo complex that offers guests a beach vacation to remember. There is an on-site manager to ensure that our guests have an enjoyable stay. brbrOur spacious end unit was completely updated at the beginning of 2024 to provide all the modern comforts in a relaxed beach atmosphere. There are views of the Gulf from the spacious living room and private balcony. Our unit’s balcony is ideally located in the most shaded and breezy location of the entire complex. Enjoy views of the Gulf over the heated pool in shaded comfort, or take a stroll down the stairs from your porch to the pool and private deck overlooking the beautiful turquoise waters of Florida’s Gulf Coast. From the private deck, you can access the white, sugary beaches of Anna Maria Island, where you can walk for miles, take a swim, look for dolphins, or search for seashells. If your timing is right, you may even see a nesting or hatching sea turtle.brbrOur 3BR/2BA condo is one of the most spacious on the island. The master bedroom has a comfortable king-size bed, television, closet, and a private bathroom with a shower. One guest bedroom has a queen-sized bed, television, and closet, while the second bedroom has a closet and a queen-sized bed with a twin bunk bed, allowing couples or children to enjoy this great layout. The guest bedrooms share a newly renovated guest bath with a tub. Note that we have a 6-person maximum occupancy (including children), which is strictly enforced.brbrThe newly remodeled living room is spacious and furnished with comfort being the top priority! Enjoy watching your favorite show on the large screen TV from one of the comfortable reclining sofas or have your dinner on the large dining room table while watching the sunset over the Gulf of Mexico. We have even supplied games and puzzles for the whole family to enjoy! Free Wi-fi is also included!brbrAs an end unit, our living room and all the bedrooms enjoy views of the beautiful outdoors. The bedrooms, guest bath, and living room were completely updated. The condo is completely furnished with all the amenities you would expect to have an enjoyable stay for a week or months. A fully updated and equipped kitchen, laundry room with washer and dryer, extra refrigerator, linens, towels, and beach chairs are provided! Just pack your beachwear and sunglasses, and we will take care of the rest!brbrAlmost Heaven is ideally located in Holmes Beach, the heart of Anna Maria Island. There is private parking if you bring a car, but why bother as Anna Maria has a free trolley and other free transportation services that stop right outside. Although many shops, restaurants, and pubs are within walking distance, you can visit all that Anna Maria’s 7 miles of beaches have to offer with these free services! Our lovely island has a variety of food choices and many cuisines to suit any taste., from cafes and pubs to fine dining. Many local restaurants and nightspots offer live music nightly. Our favorite being the Freckled Fin Irish Pub, within walking distance. Truly, there is something for everyone!brbrWe are dedicated to you having a wonderful vacation. We live less than a mile away, and as premier VRBO hosts, we will ensure that your stay at “Almost Heaven” exceeds your expectations!brbrYou are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property. City of Holmes Beach Noise Ordinance: Quiet hours are 10:00 PM to 7:00 AM. Excessive noise or disturbances may result in fines and/or eviction without refund.brbrMaximum occupancy is 6 people (infants and children are people too), 2 vehicles on site, and a 7-night minimum stay (Saturday check-in/out unless otherwise agreed upon). Renters must complete the Gulf Place renter application and follow Gulf Place check-in procedures. Unless otherwise agreed check-in and check-out days are on Saturday only.brbrLicense # VRC22-000208
Bed 3

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Bath 2

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Sleep 6

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Exceptional(5)

$458.28

/ Nightly
Condo

Coquina Sands - Pool Home with Beach Views - Powered by Island Real Estate

Holmes Beach, Florida, United States

Upscale tropical getaway with private pool and spa, with elevator - walk to the beachbrbrSlip into vacation mode at this beautiful Anna Maria Island home! Complete with panoramas of the Gulf of Mexico, a private pool, and 2,196 square feet of space, this luxurious home offers the ultimate Anna Maria experience.brbrLocated half a block from the beach and a short walk from local restaurants and galleries, this home puts the best of the island at your fingertips. Jump on the free trolley to explore the postcard-perfect beaches and unique shopping spots. Spend your days strolling along the sugar-soft sands or out on the waves with a stand-up paddleboard or a jet ski!brbrWith lush tropical landscaping and a custom-designed layout centered around gorgeous views of the Gulf of Mexico, this home is an experience. Sip your morning coffee out on the balcony as you listen to the murmur of waves in the distance, then head downstairs for a lazy afternoon of floating and drifting in the shimmering pool.brbrWhen you're ready to head inside, you'll find a spacious bathroom connected directly to the pool deck for an easy rinse. If you prefer to skip the stairs, an elevator is provided. Additional amenities include a private washer/dryer, central air-conditioning, cable TV, and free WiFi. In the evening, grill some seafood or steak dinner on the charcoal grill, then wind down with a tranquil soak in the private pool spa.brbrStart planning your holiday at this exquisite beach home, and book your tropical getaway today!brbrTHINGS TO KNOWbrAnna Maria Island’s noise ordinance aims to ensure citizens can enjoy a peaceful environment. The ordinance applies to all areas of the city, including public and private property, and places of business. It defines noise as any sound that annoys or disturbs a reasonable person of ordinary sensibilities or causes or tends to cause an adverse physical or psychological effect on such reasonable person. The noise ordinance limits the maximum permissible noise levels to: br7 AM–10 PM: 65 decibels: (Consistently shouting in the pool exceeds 65 decibels)br10 PM–7 AM: 50 decibels: (An audible conversation from 50’ or 15 meters away exceeds 50 decibels)brThe ordinance also prohibits plainly audible noise, which refers to any sound that can be clearly heard by a person using their normal hearing faculties. This means that a person can still be in violation if the noise can be easily heard by responding officers from a distance of 100 feet from the property line. Fines for excessive noise can range from $100 to $1,000.brbrParking notes: There is free parking available for 2 vehicles.brbrGuest entry instructions: This rental utilizes an E-lock, a digital lock that requires a unique code to enter. This code is reset after each guest's stay.brbrOther permit number: VRC19-000109brbrYou must be 25 years or older to rent this property. brbr• Dog Friendly - fee of $250 plus tax per dog.brbrMax Vehicles Allowed: 2 Max Day Guests Allowed: 2
Bed 3

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Bath 3

Bath

Sleep 6

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Exceptional(4)

$316.66

/ Nightly
Condo

Casa Sierra 205B - 2BR Condo with Pool - By Island Real Estate Vacations

Holmes Beach, Florida, United States

When you visit the quiet four unit Casa Sierra complex you’ll enjoy great amenities like the shared heated pool with pergola and lounging area, outdoor shower, charcoal barbeque grill and picnic areas. There is also a putting green, custom cornhole and a bocce ball pitch.brbrInside this Holmes Beach vacation rental you’ll find a well-appointed condominium to kick your feet up in island style. The living room offers a flat screen television, comfortable furniture and the dining area seating four. In the kitchen you’ll find all the basics including a dishwasher. Off the kitchen there is a private balcony.brbrAccommodating up to six guests for a fun laid back beach vacation, Casa Sierra 205 B offers the perfect two bedroom, two bathroom getaway for you and your family. brbrCentrally located on Anna Maria Island, Casa Sierra 205 B is near everything for an entertaining stay including gulf beaches, free trolley stops, shopping and dining. brbrJust two blocks from the beach, this Anna Maria Island vacation rental is a great option for the beach lover in you. If you have never visited Anna Maria Island beaches you are in for a treat with powder fine quartz sand, clear blue water and endless sunshine. A beach trip has never been so stress free as a stay at Casa Sierra 205 B, just slip on your flip flops, and walk back to your accommodation for anything you’ll need throughout the day. Leave your beach spot set up all day long, and enjoy a relaxing vacation to the Florida Coast. brbrWhen you are ready to explore Anna Maria Island activities leave your vehicles parked at your vacation rental, and walk over to the free trolley stop just a couple blocks away on East Bay Drive. These covered north and southbound free trolley stops give you access to almost the entire island with trolleys passing by approximately every 20 minutes. Take the trolley south into Bradenton Beach, or north into the city of Anna Maria. brbrIf you don’t feel like riding all over the island simply walk over to the central plaza to find an easy meal. Try Peaches for breakfast or lunch, and for dinner try Solo’s Pizza or The Old Hamburg German Schnitzel Haus. There is even an ice cream shop for cold sweet treats perfect after a hot beach day.brbrThe Bedrooms at Casa Sierra 302 B offer one king bed and two twin beds plus a queen sleeper sofa in the living room. Enjoy flat screen televisions in each of the rooms plus premium quality linens and towels. The king bedroom has a full bathroom with a walk-in shower. The main bathroom, in the hallway, also offers a walk-in shower. brbrOther amenities found at Casa Sierra 205 B include wireless internet, free shared washer/dryer and two parking spaces. This home does allow dogs up to 50 pounds, so bring the entire family on this vacation. brbrReserve Casa Sierra 205 B today for your next Anna Maria Island, Florida beach vacation. brbrMediterranean style Holmes Beach vacation rental Casa Sierra 205 B on 36th Street. Sleeps (6) guests with (2) bedrooms and (2) bath: 1 king bed, 2 twin beds and a queen sleeper sofa. 2 blocks to beach. Shared heated pool, dishwasher, free shared washer/dryer. 1 Dog up to 25 pounds welcome. 2 parking spaces. Upper level unit with balcony. Walk to shopping, dining and trolley.brbr*Please note, shared washer has cold water only.brbrIMPORTANT INFORMATION:brbrYour booking is with Island Real Estate Vacations. We will send you check-in instructions 30 days prior to your arrival date. Please review the cancellation policy prior to booking. Island Real Estate Vacations will charge your credit card for your deposit payment. You will also see a separate charge by VRBO for their service fee.brbrPayment of reservation deposit is considered acceptance of all terms regardless of signature status of contract. Guest is responsible for adhering to the rental terms and dates. Any error on Guest’s part is not the responsibility of the agent. Sub-leasing of your vacation rental is strictly prohibited. A mid-stay clean and charge equal to the standard cleaning fee are required for all stays 21 nights or longer. By providing your phone number, you agree to receive text messages from our company. Message and data rates may apply. Message frequency varies.brbrYour final balance is due 60 days prior to your arrival date. Please note unless alternative arrangements are made, the bank account or credit card on file will be charged your remaining balance automatically at 60 days. If you do not wish to pay with the bank account or credit card on file, please reach out to pay several days in advance of 60 days prior to your arrival. If you initially paid with an eCheck and received the booking incentive, please remember future payments must also be made with an eCheck. Thank you for choosing eCheck to help reduce the cost of business. Please note the eCheck payment option cannot be used within 14 days of arrival. Any refunds on checks and echecks will be delayed at least 14 days after deposit or until funds are verified.brbrAll our properties provide luxury linens for you to enjoy during your stay.brbrAnna Maria Island’s noise ordinance aims to ensure citizens can enjoy a peaceful environment. The ordinance applies to all areas of the city, including public and private property, and places of business. It defines noise as any sound that annoys or disturbs a reasonable person of ordinary sensibilities or causes or tends to cause an adverse physical or psychological effect on such reasonable person. The noise ordinance limits the maximum permissible noise levels to: br7 AM–10 PM: 65 decibels: (Consistently shouting in the pool exceeds 65 decibels)br10 PM–7 AM: 50 decibels: (An audible conversation from 50’ or 15 meters away exceeds 50 decibels)brThe ordinance also prohibits plainly audible noise, which refers to any sound that can be clearly heard by a person using their normal hearing faculties. This means that a person can still be in violation if the noise can be easily heard by responding officers from a distance of 100 feet from the property line. Fines for excessive noise can range from $100 to $1,000.brbr• Dog Friendly - fee of $250 plus tax per dog.brbrMax Vehicles Allowed: 2 Max Day Guests Allowed: 2
Bed 2

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Bath 2

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Sleep 6

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Exceptional(6)

$329.38

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Condo

Casa Sierra 203A - 2BR Condo with Pool By Island Real Estate Vacations

Holmes Beach, Florida, United States

This small quiet complex is just a two minute walk to the beautiful white sand beach. A ground level unit, find an outdoor patio with a spacious common area complete with a large heated pool, gazebo, lush tropical landscaping, and picnic tables. This makes a perfect setting for a memorable Island adventure!brbrCasa Sierra Resort is a private Mediterranean style four unit complex in Holmes Beach on beautiful Anna Maria Island.brbr(2) Bedroom, (2) Bath, accommodates (6) people: 1 King, 2 Twins, 1 Queen Sleeper sofa. Pets under 25 lbs. are welcome with a fee.brbrInside Casa Sierra 203 A you’ll enjoy an updated and laid back beach style. Relax in the living room with television and wireless internet after a long day of fun in the sun. The Kitchen has stainless steel appliances and everything you’ll want for your stay. Equipped with two bathrooms, both offer a walk-in shower.brbrYou’ll be less than three blocks from the best gulf beaches in Florida. Easily walk from this fantastic Anna Maria Island vacation rental to beaches, shopping, dining and free trolley stops too! The vacationer in you will love everything about this unit. There is also a putting green, custom cornhole and a bocce ball pitch.brbrAnna Maria Island might only be seven miles long, but you’ll find tons of great things to enjoy beyond the beach. You can travel down to Bradenton Beach, Holmes Beach and then up to the top of the island to the City of Anna Maria. There’s so much to see you’ll have to plan a second trip!brbrFind the perfect Anna Maria Island beach rental experience when you book Casa Sierra 203 A!brbr*Please note, shared washer has cold water only.brbrIMPORTANT INFORMATION:brbrYour booking is with Island Real Estate Vacations. We will send you check-in instructions 30 days prior to your arrival date. Please review the cancellation policy prior to booking. Island Real Estate Vacations will charge your credit card for your deposit payment. You will also see a separate charge by VRBO for their service fee.br brPayment of reservation deposit is considered acceptance of all terms regardless of signature status of contract. Guest is responsible for adhering to the rental terms and dates. Any error on Guest’s part is not the responsibility of the agent. Sub-leasing of your vacation rental is strictly prohibited. A mid-stay clean and charge equal to the standard cleaning fee are required for all stays 21 nights or longer. By providing your phone number, you agree to receive text messages from our company. Message and data rates may apply. Message frequency varies. brbrYour final balance is due 60 days prior to your arrival date. Please note unless alternative arrangements are made, the bank account or credit card on file will be charged your remaining balance automatically at 60 days. If you do not wish to pay with the bank account or credit card on file, please reach out to pay several days in advance of 60 days prior to your arrival. If you initially paid with an eCheck and received the booking incentive, please remember future payments must also be made with an eCheck. Thank you for choosing eCheck to help reduce the cost of business. Please note the eCheck payment option cannot be used within 14 days of arrival. Any refunds on checks and echecks will be delayed at least 14 days after deposit or until funds are verified.brbrAll our properties provide luxury linens for you to enjoy during your stay. brbrbrAnna Maria Island’s noise ordinance aims to ensure citizens can enjoy a peaceful environment. The ordinance applies to all areas of the city, including public and private property, and places of business. It defines noise as any sound that annoys or disturbs a reasonable person of ordinary sensibilities or causes or tends to cause an adverse physical or psychological effect on such reasonable person. The noise ordinance limits the maximum permissible noise levels to: br7 AM–10 PM: 65 decibels: (Consistently shouting in the pool exceeds 65 decibels)br10 PM–7 AM: 50 decibels: (An audible conversation from 50’ or 15 meters away exceeds 50 decibels)brThe ordinance also prohibits plainly audible noise, which refers to any sound that can be clearly heard by a person using their normal hearing faculties. This means that a person can still be in violation if the noise can be easily heard by responding officers from a distance of 100 feet from the property line. Fines for excessive noise can range from $100 to $1,000.brbr• Dog Friendly - fee of $250 plus tax per dog.brbrMax Vehicles Allowed: 2 Max Day Guests Allowed: 2
Bed 2

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Bath 2

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Sleep 6

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Exceptional(18)

$708.28

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Private Vacation Home

Fernweh - Pool Home in Holmes Beach - By Island Real Estate Vacations

Holmes Beach, Florida, United States

Welcome to Fernweh! (Means to crave for travel; being homesick for a place you've never been) New Luxury Home located at 215 71st Street, Holmes Beach. (4) Bed (4) Bath Accommodates up to (8) people: 3 Kings, 1 Queen. Washer/dryer, dishwasher, wireless internet, 4 parking spaces, heated pool and spa, outdoor shower, only 320 steps to gulf beaches.brbrSpend your Anna Maria Island vacation in five star luxury when you visit “Fernweh”. This new Holmes Beach vacation rental offers both a stylish and relaxing destination for up to eight guests. brbrIf you experience wanderlust “Fernweh” is truly the place for you with a fabulous location, gorgeous floor plan, beautiful aesthetic and sophisticated island style comfort. A German word, “Fernweh” means a crave for travel, or being homesick for a place you’ve never been. You’re sure to satiate your craving for travel when you visit this great home! brbr“Fernweh” is perfectly located in the center of Anna Maria Island less than two short blocks to pristine Gulf of Mexico beaches. Tucked into a quiet Holmes Beach neighborhood, you’ll feel stress free strolling down the street from “Fernweh” for day long beach side relaxation. Experience clear blue water and powder fine sand on some of the best beaches Florida has to offer during this one of a kind paradise getaway. brbrThis well-appointed home offers subtle yet beautiful decor throughout with cool ocean hues. Popping warm red and bright blue accents give this calm environment a sense of playfulness reflecting the local island attitude. brbrOn the main living level at “Fernweh” enjoy an open floor plan perfect for keeping guests entertained together. The kitchen offers stainless steel appliances including a dishwasher, modern light fixtures, tiled backsplash, and granite countertops with breakfast bar seating for four guests. The dining room table seats eight making it a great spot for more formal meals. In the living room you’ll find comfortable seating and a flat screen television along with wireless internet throughout the home. Exit through the living room doors to the backyard balcony with stairs leading you into your own private oasis. brbrFamily and friends will love spending time in this backyard with a heated pool and spa, lush landscaping, propane barbeque grill, outdoor shower, ping pong table, and a fun covered lounge complete with a dining space, flat screen television and colorful Adirondack style chairs. brbrAll four of the bedrooms in this Anna Maria Island vacation rental offer premium hotel quality linens and flat screen televisions to keep guests feeling at home. Two bedrooms are located on the main living level, and share a balcony. One of the main level bedrooms offers a queen size bed, and the second offers a king bed and master bathroom with a walk in shower. In the hallway leading to the bedrooms there is a family friendly bathroom with a tub/shower combo. On the upper living level you’ll find two more bedrooms both with king beds, private balconies and bathrooms with large tiled walk in showers and double vanity sinks. Every room at “Fernweh” feels like the master suite leaving guests feeling pampered in paradise. brbrOn the main living level is a laundry room with a washer and dryer for your convenience. “Fernweh” also offers both beach and bath towels to keep guests comfortable. brbrWhen you are ready to explore Anna Maria Island beyond the beach, walk over to the free trolley stop at the corner of Gulf Drive and 71st Street. “Fernweh” offers four parking spaces, so leave the cars and the stress of finding parking, and view the island like a local. The trolley typically runs every 20 minutes, and takes you almost the entire length of the island. If you are looking for fine dining, The Beach Bistro is just a few blocks away. Catch a northbound trolley into the city of Anna Maria, or a southbound trolley to the city of Bradenton Beach.brbrBook this Anna Maria Island vacation rental today, and satisfy your “Fernweh”. brbrbrVRC16-000781brbrMax Vehicles Allowed: 4 Max Day Guests Allowed: 2brbrIMPORTANT INFORMATION:brbrYour booking is with Island Real Estate Vacations. We will send you check-in instructions 30 days prior to your arrival date. Please review the cancellation policy prior to booking. Island Real Estate Vacations will charge your credit card for your deposit payment. You will also see a separate charge by VRBO for their service fee.brbrPayment of reservation deposit is considered acceptance of all terms regardless of signature status of contract. Guest is responsible for adhering to the rental terms and dates. Any error on Guest’s part is not the responsibility of the agent. Sub-leasing of your vacation rental is strictly prohibited. A mid-stay clean and charge equal to the standard cleaning fee are required for all stays 21 nights or longer. By providing your phone number, you agree to receive text messages from our company. Message and data rates may apply. Message frequency varies.brbrYour final balance is due 60 days prior to your arrival date. Please note unless alternative arrangements are made, the bank account or credit card on file will be charged your remaining balance automatically at 60 days. If you do not wish to pay with the bank account or credit card on file, please reach out to pay several days in advance of 60 days prior to your arrival. If you initially paid with an eCheck and received the booking incentive, please remember future payments must also be made with an eCheck. Thank you for choosing eCheck to help reduce the cost of business. Please note the eCheck payment option cannot be used within 14 days of arrival. Any refunds on checks and echecks will be delayed at least 14 days after deposit or until funds are verified.brbrAll our properties provide luxury linens for you to enjoy during your stay.brbrAnna Maria Island’s noise ordinance aims to ensure citizens can enjoy a peaceful environment. The ordinance applies to all areas of the city, including public and private property, and places of business. It defines noise as any sound that annoys or disturbs a reasonable person of ordinary sensibilities or causes or tends to cause an adverse physical or psychological effect on such reasonable person. The noise ordinance limits the maximum permissible noise levels to: br7 AM–10 PM: 65 decibels: (Consistently shouting in the pool exceeds 65 decibels)br10 PM–7 AM: 50 decibels: (An audible conversation from 50’ or 15 meters away exceeds 50 decibels)brThe ordinance also prohibits plainly audible noise, which refers to any sound that can be clearly heard by a person using their normal hearing faculties. This means that a person can still be in violation if the noise can be easily heard by responding officers from a distance of 100 feet from the property line. Fines for excessive noise can range from $100 to $1,000.
Bed 4

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Bath 4

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Sleep 8

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Exceptional(7)

$316.82

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Condo

Casa Sierra 205A - 2BR Condo with Pool - By Island Real Estate Vacations

Holmes Beach, Florida, United States

Just a two minute walk to the beach! Casa Sierra 205 A 36th Street in Holmes Beach. Sleeps (6), (2) Bedroom (2) Bathroom: 1 king bed, 2 twin beds and queen sleeper sofa. Community heated pool. Walk to trolley, shopping, dining. Wireless internet, dishwasher, free community washer/dryer, 2 parking spaces, 1 dog up to 25 pounds welcome.brbrThe perfect spot for a memorable island vacation! This ground level vacation rental offers a gorgeous heated pool with a fabulous outdoor common area including gazebo, tropical landscaping, dining areas and plenty of lounge chairs for relaxing. There is also a putting green, custom cornhole and a bocce ball pitch. If you want to enjoy the outdoors, charcoal barbeque grills are available. brbrCasa Sierra 205 A has everything you’ll need for a fun Anna Maria Island paradise vacation. This two bedroom two bathroom Mediterranean style Holmes Beach vacation rental condo offers accommodations for up to six guest with one king bed, two twin beds and a queen sleeper sofa. brbrWhen you arrive at Casa Sierra 205 A you are greeted with a quiet four unit Resort just a two minute walk from gorgeous Gulf of Mexico beaches. You’ll never miss a sunset you’re so close to the powder sand beaches of Anna Maria Island. Enjoy the outdoor shower to rinse off the sand after a long beach day of swimming and sunning. brbrNot only is Casa Sierra 205 A located within walking distance of the beach, but is just a short stroll to shopping, dining and free trolley stops. Two parking spots are available, so leave your car and hop on the trolley! brbrInside this Anna Maria Island condo you’ll find charm and comfort from the casual modern decor and coastal flair. The living room offers comfortable couches to kick back and enjoy wireless internet and flat screen television while chatting with friends and family. In the kitchen find all the basics including stainless appliances and dishwasher. There are free community shared washer and dryer available. The bedrooms are comfortable each spacious and equipped with television. Both bathrooms offer walk in showers with one located in the master bedroom and one just outside of the twin bedroom. brbrDogs up to 50 pounds are welcome with a pet fee, so you can bring the entire family on vacation! brbrMake Casa Sierra 205 A your next beach house vacation destination, and book your stay today! brbrPlease note: we may sometimes gladly accept non Saturday to Saturday stays from middle of August to middle of January each year excluding Christmas and New Year week. Please speak with a vacation specialist for more details.brbr*Please note, shared washer has cold water only.brbrIMPORTANT INFORMATION:brbrYour booking is with Island Real Estate Vacations. We will send you check-in instructions 30 days prior to your arrival date. Please review the cancellation policy prior to booking. Island Real Estate Vacations will charge your credit card for your deposit payment. You will also see a separate charge by VRBO for their service fee.brbrPayment of reservation deposit is considered acceptance of all terms regardless of signature status of contract. Guest is responsible for adhering to the rental terms and dates. Any error on Guest’s part is not the responsibility of the agent. Sub-leasing of your vacation rental is strictly prohibited. A mid-stay clean and charge equal to the standard cleaning fee are required for all stays 21 nights or longer. By providing your phone number, you agree to receive text messages from our company. Message and data rates may apply. Message frequency varies.brbrYour final balance is due 60 days prior to your arrival date. Please note unless alternative arrangements are made, the bank account or credit card on file will be charged your remaining balance automatically at 60 days. If you do not wish to pay with the bank account or credit card on file, please reach out to pay several days in advance of 60 days prior to your arrival. If you initially paid with an eCheck and received the booking incentive, please remember future payments must also be made with an eCheck. Thank you for choosing eCheck to help reduce the cost of business. Please note the eCheck payment option cannot be used within 14 days of arrival. Any refunds on checks and echecks will be delayed at least 14 days after deposit or until funds are verified.brbrAll our properties provide luxury linens for you to enjoy during your stay.brbrAnna Maria Island’s noise ordinance aims to ensure citizens can enjoy a peaceful environment. The ordinance applies to all areas of the city, including public and private property, and places of business. It defines noise as any sound that annoys or disturbs a reasonable person of ordinary sensibilities or causes or tends to cause an adverse physical or psychological effect on such reasonable person. The noise ordinance limits the maximum permissible noise levels to: br7 AM–10 PM: 65 decibels: (Consistently shouting in the pool exceeds 65 decibels)br10 PM–7 AM: 50 decibels: (An audible conversation from 50’ or 15 meters away exceeds 50 decibels)brThe ordinance also prohibits plainly audible noise, which refers to any sound that can be clearly heard by a person using their normal hearing faculties. This means that a person can still be in violation if the noise can be easily heard by responding officers from a distance of 100 feet from the property line. Fines for excessive noise can range from $100 to $1,000.brbr• Dog Friendly - fee of $250 plus tax per dog.brbrMax Vehicles Allowed: 2 Max Day Guests Allowed: 2
Bed 2

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Exceptional(10)

$466.76

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Private Vacation Home

Ebb Tide by Duncan Real Estate

Holmes Beach, Florida, United States

Come to this Island home and have a vacation of a lifetime! Totally remodeled, this 3-bedroom, 3-bath pool home is well appointed with designer finishes throughout. The living area has plenty of seating for the whole family. The kitchen is outfitted with gorgeous granite countertops and stainless-steel appliances. Start your day with your favorite morning treat at the breakfast bar. There is also a large Florida room with a dining table for six to gather around the family.br A sofa and chair provide an additional seating area. This spacious and serene getaway sleeps up to six people. Hop on the close by, free Trolley and explore the quaint Island shops and restaurants. Take a short stroll to the Ugly Grouper in Holmes Beach for a little live music in their tropical, open-air venue. The Gulf of Mexico is in walking distance with a beach access at the end of 65th St.br br HIGHLIGHTSbr br 1361 sq. ft. br Pet friendlybr Private pool (18x11 ft) and spabr Centrally located near Holmes Beach Boat Rampbr 0.1 miles from bay access br 0.3 miles from beach accessbr br BEDROOMSbr br Sleeps 6br Primary Bedroom: Queenbr Second Bedroom: Queenbr Third Bedroom: Queen br br BATHROOMSbr br Primary Bathroom: Shower/Tub Combo br Second Bathroom: Walk-in Shower br Third Bathroom: Walk-in Showerbr br EXTERIORbr br The pool area is a stunning oasis and after a day at the beach enjoy a refreshing swim in your own private 18 ft. by 11 ft. pool and spa. Enjoy the sunshine and relax surrounded by tropical landscaping.br br Optional pool heat, up to 86 F, is available from November to April at $150/week. Weather conditions may affect the temperature of the pool. Spa heat only is available in the summer months for $15/night where applicable. Pool alarms are mandated per city licensing ordinance and cannot be disarmed. Pools are professionally serviced weekly and debris due to tropical climate might occur in between service days. Duncan Real Estate will expedite repairs of reported malfunctions but no refund will be made for circumstances beyond our control. br e for circumstances beyond our control, malfunctions, or loss of use of equipment or amenities. br br There are three parking spaces available in the driveway at Ebb Tide. br br Ebb Tide is a pet friendly property for dogs up to 20 lbs. The non-refundable pet fee is $150.00 per pet and will be charged for each week. Short stays are not prorated. The pet fee does not cover any damage caused by the pet. br br This property welcomes any day arrival for the months mid-August to January except holiday weeks. Please contact us for approval.br br Please keep in mind that you are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property. br br VRC16-000323br 311 65th St, Holmes Beachbr Amenities Include:br - Bedroom 1 Queenbr - Bedroom 2 Queenbr - Bedroom 3 Queenbr - Bathroom 1 Shower/Tubbr - Bathroom 2 Walk-in Showerbr - Bathroom 3 Walk-in Showerbr - Hot Waterbr - Beach Access 0.3 milesbr - Ground Level Ybr - Central A Cbr - Cental Heatbr - Sqft under a c 1,361br - Free Parkingbr - Parking Spots 3br - Garagebr - Dogs up to 25 lbs Ybr - Bath Towelsbr - Beach Towelsbr - Quality Linensbr - Hair Dryerbr - Hangersbr - Refrigeratorbr - Stovebr - Ovenbr - Cookwarebr - Toasterbr - Blenderbr - Drip Coffee makerbr - Dishwasherbr - Microwavebr - Dining Tablebr - Breakfast Barbr - High Speed WIFIbr - TV 4br - Cable Channelsbr - Washerbr - Dryerbr - Ironbr - Ironing Boardbr - Cleaning Kitbr - First Aid Kitbr - Fire Extinguisherbr - Smoke Alarmbr - Carbon Monoxide Alarmbr - Private Pool Ybr - Pool Dimensions 18 x 11br - Spa Ybr - Pool Alarmsbr - Sun Loungersbr - Patiobr - Propane Grillbr - Exterior Outletbr - Mold Free Certificatebr - Duncan Emerald Club
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Exceptional(22)

$296.79

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Private Vacation Home

Breakers 3 · Gulf Front · 28-Night Minimum

Holmes Beach, Florida, United States

VRC20-000178brbr3BR · 2BA · Sleeps 8 · Direct Gulf Front · Elevated Position · Full-Length Deck · Private Sand Path to Beach · 2025 Renovation · Rollaway Beds · 3-Car Parking · 28-Night Minimum StaybrbrBefore booking: Breakers 3 requires a 28-night minimum stay. It's not a weekly rental — it's a property for guests who want to settle into Anna Maria Island for a month. If that's you, read on.brbrThis is one of the last remaining Old Florida beach homes on Anna Maria Island — elevated, Gulf-front, and standing on the same stretch of Holmes Beach while newer construction has replaced nearly everything around it. The 2025 renovation brought new bathrooms and fresh bedroom flooring throughout while keeping the wood-paneled character and the bones that make this home what it is. Photos are being updated to reflect the 2025 renovation — the current images don't yet show the full improvements.brbrThe deck spans the entire length of the home. Full width, elevated above the sand, with panoramic Gulf views in both directions. This is where the month happens — morning coffee, afternoon reading, evening sunsets, and the kind of unhurried outdoor living that a 28-night stay makes possible in a way a week never can. A private sand path at the corner of the property leads directly to a quieter, more secluded stretch of beach — less foot traffic than the main access points, which matters when you're here for a month.brbrThe home sleeps eight across three bedrooms. The master suite has a king bed with Gulf views and an en-suite bath. Guest Room 1 has a king bed. Guest Room 2 has two full beds plus two rollaway beds — the most flexible sleeping configuration in the property for families whose needs change over a longer stay. The living area has vaulted ceilings, original wood-panel details, and a smart TV.brbrThe kitchen is fully equipped for a month of meals at home — which is what most guests end up doing, because the location makes it easy. Publix and everyday conveniences are nearby. The free Anna Maria Island trolley stops close by for exploring the full length of the island. Three-car parking means the whole group arrives in their own vehicles without coordinating drop-offs.brbrBreakers 3 requires a 28-night minimum stay with parking for 3 vehicles. Not pet-friendly.brbrYou are vacationing in a residential area, please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property.brbr*Final payments are due 60 days prior to arrival payable by personal check or Echeck (which will incur a $1.00 processing fee) we do takebrcredit cards for final payment with a 3% fee on the balance due.brVirtual Tour Url: https://my.matterport.com/show/ m=1ntjdLiFGm4
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Exceptional(39)

$569.21

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Private Vacation Home

Beachside · Saltwater Pool & Spa · Gulf Access

Holmes Beach, Florida, United States

VRC16-000521brbr3BR · 2BA · Sleeps 6 · Heated Saltwater Pool · Hot Tub · Fenced Yard · Outdoor Shower · Beach Chairs & Umbrella Provided · Charcoal Grill · Gourmet Kitchen · Keyless Entry · Walk to BeachbrbrCross one quiet residential street and you're on the sand. That's the location advantage that makes Beachside work — west of Gulf Drive in Holmes Beach, tucked into a residential neighborhood with no traffic to navigate and no busy road between you and the Gulf.brbrCome home from the beach to something better than a hotel room. The heated saltwater pool and hot tub sit in a tropical, fenced backyard surrounded by swaying palms and native landscaping. A charcoal grill is poolside for cookouts. An outdoor shower handles the sand before you come inside. Beach chairs, a beach cart, and a beach umbrella are all provided — grab them on your way out and leave them when you come back.brbrThe house itself sleeps six across three bedrooms. The master has a king bed and its own whirlpool bath — a genuine end-of-beach-day luxury. A queen bed in the second bedroom and two twins in the third handle families and groups of different configurations. The living room sofa bed covers a sixth guest comfortably.brbrThe gourmet kitchen is fully equipped for the week — full-size appliances, dishwasher, ice maker, cookware, and everything needed for meals at home. The full-size washer and dryer in the unit mean you can pack lighter and stay longer. Multiple walk-in closets give everyone room to actually unpack. Keyless entry means no key pickup, no key return — just arrive and walk in.brbrRestaurants and shops are within walking distance. The free Anna Maria Island trolley stops nearby, putting the full length of the island within easy reach without moving your car. Three parking spaces means the whole group can arrive in their own vehicles without coordinating.brbrBeachside requires a one-week minimum stay and accommodates up to 6 guests with parking for 3 cars. This property is not pet-friendly.brbrNoise Ordinance: You are vacationing in a residential area, the quiet hours are 10 PM-7 AM. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property.brbr*Final payments are due 60 days prior to arrival payable by personal check or Echeck (which will incur a $1.00 processing fee) we do takebrcredit cards for final payment with a 3% fee on the balance due.
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