Vacation Home Rentals By Owner In Holmes Beach, FL

2BR · 2BA · Sleeps 5 · EV Charger Included · Heated Pool with Covered Shade Section · 5-Min to Beach · Twin-over-Queen Bunk · Italian Leather Furnishings · 2025 Design · 1-Gig WiFi · Gas Grill · Beach Gear Provided · 2 Covered Parking SpacesbrbrA 1970s Holmes Beach beach home, carefully maintained and completely redesigned in late 2025. Italian leather sofa, curated coastal color palette, all-new furniture throughout, new windows and doors, modern appliances. brbrThe shared pool extends partially under the home's covered area — the only unit in the area where you can swim in full shade without getting out of the water. Brand-new poolside chaise loungers, a six-top dining table under cover, and a gas grill complete the outdoor setup. The fenced yard keeps the space private.brbrTwo bedrooms sleep five. The primary suite has a queen bed, walk-in shower, and generous closet space. The guest bedroom has a twin-over-queen bunk — a configuration that works for families with kids or two adults who want their own sleeping level. Both bedrooms are positioned away from the living area for quiet. The living room has an Italian leather sofa and an oversized smart TV.brbrThe kitchen is designed for real cooking — modern appliances, air fryer, crock pot, full cookware and bakeware. 1-gig WiFi. Central AC. Streaming ONLY, no cable TV. Shared ground-level laundry. Two covered parking spaces.brAn EV charger is built in — included at no extra fee. brbrUnder five minutes to the emerald water. Beach chairs, umbrella, and wagon provided.brSand and Sun Unit A requires a one-week minimum stay. Not pet-friendly.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

Sand & Sun A · EV Charger · Pool · 5 Min Beach

Holmes Beach, Florida, United States

Bed

Bath

5

Sleeps

$262.36

1BR · 1BA · Sleeps 2 · EV Charger Included · Sun-Soaked Private Deck · Heated Pool with Covered Shade Section · Coral Color Palette · 5-Min to Beach · 1-Gig WiFi · Gas Grill · Beach Gear Provided · 2025 DesignbrbrA 1970s Holmes Beach beach home completely redesigned in late 2025 — and Unit B has the most distinctive interior on the property. The coral color palette in the living room and dining area gives this unit its own identity separate from Unit A next door. New furnishings throughout, abundant natural light, and a kitchen stocked for real cooking — air fryer, crock pot, full cookware and bakeware.brbrThe private deck faces full sun — designed for guests who want maximum rays rather than shade. Brand-new comfortable seating for morning coffee, afternoon reading, or evening cocktails in the golden-hour glow. Below, the shared heated pool extends partially under the home's covered area, giving guests the option to swim in shade when the sun deck has done its work.brbrThe bedroom has a queen bed, smart TV, and a full bathroom with tub and shower combo — a proper soak after a beach day. The living room has a smart TV and comfortable seating. 1-gig WiFi. Central AC. Streaming only, NO cable TV. Shared ground-level laundry.brbrAn EV charger is built in and included at no extra fee — one of the few vacation rentals on Anna Maria Island with this. Four homes from two of the best beach accesses on the island — 29th and 30th Streets, less crowded than the main public accesses. Under five minutes to the emerald water. Beach chairs, umbrella, and wagon provided.brbrSand and Sun Unit B requires a one-week minimum stay. Not pet-friendly.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

Sand & Sun B · EV Charger · Pool

Holmes Beach, Florida, United States

Bed

1

Bath

4

Sleeps

$600.87

Welcome to Salty Dogs by Duncan Real Estate!Island ambiance awaits you at this beautifully decorated three bedroom, two and half bathroom home. Landscaped gardens with tall palms and tropical plants, let you know at first sight that you are indeed on vacation!After a hard day at the beach relax in the private pool and enjoy a cocktail at one of the many outdoor seating areas.Pamper yourself with the finest amenities in this fresh and elegant dream Island home. Overstuffed furniture, warm hardwood floors, and a sunny color palate make the interior of the home just as inviting as the exterior. A culinary delight, this top-of-the line kitchen, equipped with top-of-the-line stainless steel appliances, awaits your catch of the day! Feed the entire family in the dining area or serve buffet style from the breakfast bar. Did we mention how morning coffee always tastes better on one of the three balconies On the top floor is the master suite with its own private bathroom, which includes a walk-in shower and spa-bath. There is also a private balcony off the master bedroom. The two remaining bedrooms host a queen in one and a queen bunk beds in the guest rooms. The guest bathroom has a shower/tub combo. Every bedroom includes a television.A full size washer and dryer to accommodate all of your beach clean-up needs! HIGHLIGHTS 2326 sq. ft. Elevator Private pool (20x9 ft.) Centrally located on the Island 0.2 miles from beach access BEDROOMS Sleeps 6 Primary Bedroom: King Ensuite Second Bedroom: Queen Third Bedroom: Queen Bunk BATHROOMS Primary Bathroom: Walk-in Shower and Soaker Tub Second Bathroom: Shower/Tub Combo Third Bathroom: Half BathEXTERIORThe location of this beach beauty is literally a few minute walk to the bay front beaches and a straight shot down 55th Street to the beach access. Enjoy everything Anna Maria Island and Holmes Beach in particular has to offer. From the award winning restaurants, boutique shopping for one of a kind souvenirs, Publix Grocery Store, Walgreens, and an array of island adventures, the free island trolley can take you there in style! This property accommodates 3 cars. Pets under 50lbs. will be considered with an additional $150 pet fee/per pet.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. 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. VRC16-000708brbrAmenities Include:brbr- Bedroom 1 Kingbrbr- Bedroom 2 Queenbrbr- Bedroom 3 Queen x 2brbr- Bathroom 1 walk in shower and soaker tubbrbr- Bathroom 2 Shower/tubbrbr- Half Bathbrbr- Hot Waterbrbr- Beach Access 0.2 milesbrbr- Elevatedbrbr- Elevator Ybrbr- Central A Cbrbr- Cental Heatbrbr- Ceiling Fan Living Areabrbr- Sqft under a c 2326 sqftbrbr- Free Parkingbrbr- Parking Spots 3brbr- Garagebrbr- Front Security Camerabrbr- Dogs up to 50 lbs Ybrbr- Self Check Inbrbr- Keyless Entrybrbr- Bath Towelsbrbr- Beach Towelsbrbr- Quality Linensbrbr- Hair Dryerbrbr- Hangersbrbr- Refrigeratorbrbr- Ice Makerbrbr- Stovebrbr- Ovenbrbr- Cookwarebrbr- Toasterbrbr- Blenderbrbr- Keurigbrbr- Drip Coffee makerbrbr- Dishwasherbrbr- Microwavebrbr- Dining Tablebrbr- Breakfast Barbrbr- High Speed WIFIbrbr- TV 4brbr- Washerbrbr- Dryerbrbr- Ironbrbr- Ironing Boardbrbr- Cleaning Kitbrbr- Fire Extinguisherbrbr- Smoke Alarmbrbr- Carbon Monoxide Alarmbrbr- Private Pool Ybrbr- Hot Tub Ybrbr- Pool Alarmsbrbr- Sun Loungersbrbr- Patiobrbr- Balcony 3brbr- Outdoor Diningbrbr- Outdoor Showerbrbr- Propane Grillbrbr- Beach Amenitiesbrbr- Board Gamesbrbr- Outdoor Gamesbrbr

Salty Dogs by Duncan Real Estate

Holmes Beach, Florida, United States

Bed

Bath

Sleeps

$497.41

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.

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

Holmes Beach, Florida, United States

Bed

Bath

Sleeps

$328.49

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.

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

Holmes Beach, Florida, United States

Bed

Bath

Sleeps

$307.52

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

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

Holmes Beach, Florida, United States

Bed

Bath

Sleeps

$597.14

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.brTraveling with a larger group Book the other side of this home, Turtle's Bay! 910292

Emerald Bay managed by Beach Retreats FL Anna Maria Island

Holmes Beach, Florida, United States

Bed

Bath

Sleeps

$1010.52

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. brThird 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.brbrWe 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 brbrGuests 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

Paradise Found managed by Beach Retreats FL Anna Maria Island

Holmes Beach, Florida, United States

Bed

Bath

Sleeps

$267.72

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

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

Holmes Beach, Florida, United States

Bed

Bath

8

Sleeps

$828.95

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.**

Beautiful coastal home steps from beach with stunning Gulf views.

Holmes Beach, Florida, United States

Bed

Bath

6

Sleeps

$175.34

Clean, cheerful, updated and renovated family home. Tile floors throughout. Front porch, and back porch. Two blocks in both directions to either side of the island. Down the roach from a small park. Half a block from restaurants and gas station. Perfect location. Half mile to Publix. 2b/2b. On another note, this is also a family vacation home, so there are some personal items at the home.

2B/2B on Anna Maria Island 3 blocks from the Beach

Holmes Beach, Florida, United States

Bed

Bath

Sleeps

$708.28

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.

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

Holmes Beach, Florida, United States

Bed

Bath

Sleeps

$466.76

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

Ebb Tide by Duncan Real Estate

Holmes Beach, Florida, United States

Bed

Bath

Sleeps

$296.79

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

Breakers 3 · Gulf Front · 28-Night Minimum

Holmes Beach, Florida, United States

Bed

Bath

Sleeps

$547.09

**ASK ABOUT LAST MINUTE DEALS!brbrForget your cares at this thoughtfully renovated 3 bedroom, 3 bath, pool home in the heart of Holmes Beach. Located just one block away from the Island's sugar sand beaches, with easy walk to several shopping plazas and restaurants. Hop the free trolley, just a block away, to see the rest of the island.brbrInside you'll find an open floor plan with vaulted ceilings and plenty of room to relax. The main floor is tastefully decorated, featuring two bedrooms, each with a king bed and en suite baths, a beautifully appointed open kitchen, and comfortable living and dining areas. brbrUpstairs is the perfect hideaway for the children, in this spacious loft bedroom, en suite bath, and two queen beds. Relax to smart TVs in the living room as well as in each of the bedrooms.brbrThe lovely outdoor living areas will truly increase your enjoyment of this home! Start your day with breakfast on the deck, right off the kitchen, then retreat to the lush tropical shade of the pool-side patio with lots of comfortable seating, plus a 55 TV, Corn Hole, and sun loungers by the pool. Lush tropical landscaping, a fenced yard, and a heatable pool make Ride the Tide the vacation home you'll want to call your own when you visit Anna Maria Island!brbrA NOTE ABOUT POOL HEAT: If you book online, your reservation will automatically populate with a pool heat charge for one week. If your reservation is for a longer period, someone on our staff will adjust the pool heat rate to reflect the longer stay. We recommend pool heat at this property, regardless of the time of year, as pools near shady trees stay cooler, even in the summer.brbr*PET OWNERS: This property is dog friendly for one dog with a maximum weight of 25 pounds and a non-refundable pet fee of $150 for the first week. There is a $50 fee per week for any additional weeks booked. Also, certain breeds are excluded. It is necessary that you check with our office prior to your trip for details on weight and breed limitations.brbrOur Cancellation Policy: In order to protect our owners from loss of income, ALL MONIES PAID TOWARDS YOUR RESERVATION MAY BE NON-REFUNDABLE AFTER A CERTAIN DATE! FULL AND PARTIAL REFUNDS MAY BE GIVEN UNDER CERTAIN CONDITIONS. Ask our office for details, or check your rental agreement.brbrNOTICE TO VISITORS OF HOLMES BEACH:brbr1. Per City of Holmes Beach ordinances: 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. brbr2. Per City of Holmes Beach ordinances, this unit cannot exceed 6 occupants. This amount includes adults and children of all ages. brbr3. Per City of Holmes Beach ordinances, we are required to tell you the minimum stay requirement for this property is one week.

Beautiful 3Bed/3 Bath, Heated Pool, WiFi & Trolley, Stroll to Pristine Beach, NO Roads to Cross, Dog*(See Note)Allow

Holmes Beach, Florida, United States

Bed

Bath

Sleeps

$569.21

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.

Beachside · Saltwater Pool & Spa · Gulf Access

Holmes Beach, Florida, United States

Bed

Bath

Sleeps

$270.79

VRC21-000076brbr2BR · 2BA · Sleeps 6 · Three Private Lanais · Beach View from Master · Heated Pool · Bunk Beds · Queen + Full Bunks + Sofa Bed · 3-5 Min Walk to Gulf · 8-Unit Complex · 2-Car ParkingbrbrThree lanais — one off the living room and one off each bedroom. That's the detail that makes Fountainhead Condo #3 different from every other two-bedroom unit in Holmes Beach. This is a three-story townhouse where every level has its own outdoor access, and the master bedroom lanai looks directly toward the beach.brbrThe Gulf is a 3-5 minute walk. The complex has just eight units — intimate, quiet, and a world away from the larger complexes on the island. The heated pool is available for all guests.brbrThe unit sleeps six across two bedrooms and the living room. The master has a queen bed. The second bedroom has full-size bunk beds — a proper sleeping space for kids that earns its own excitement at check-in. The living room has a pullout queen sofa for the remaining guests. Two full bathrooms keep the mornings manageable for a group of six.brbrThe kitchen is fully equipped for a week of meals at home. High-speed WiFi and flat-screen TVs in the living room and both bedrooms. On-site shared laundry handles the week's beach clothes. Two parking spaces included.brbrPlease note: this property is not suitable for electric vehicles or electric golf carts.brbrFountainhead Condo #3 requires a one-week minimum stay with parking for two vehicles. Not pet-friendly.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

Fountainhead 3 · 3 Lanais · Short walk to the Beach

Holmes Beach, Florida, United States

Bed

Bath

Sleeps

$943.27

3BR · 2.5BA · Sleeps 6 · Direct Gulf Front · Private Deck · Post-Hurricane 2025 Restoration · New Kitchen · Outdoor Shower · brbrSome homes are more than just a place to stay — they hold a story. Breakers 1 is one of the last true Old Florida beach homes on Anna Maria Island, standing on the Gulf while everything around it has been replaced with newer construction. After the 2024 hurricanes, the home was restored — new kitchen, fresh updates throughout — while keeping the bones, the character, and the feel that guests have been returning for year after year.brbrStep off the deck and you're on the sand. No streets to cross, no path to navigate — the Gulf of Mexico is right there. The private Gulf-front deck is where the day ends at Breakers 1, whether that means morning coffee in the quiet before anyone else is up or an evening watching the sun drop into the water.brbrThe home sleeps six across three bedrooms. The master suite has a king bed, an en-suite bath, and Gulf views. The guest room has two twin beds — right for families with younger kids. The loft has a queen bed with water views — open loft with no door, worth knowing if you're traveling with light sleepers or anyone who needs full privacy. The living area has vaulted ceilings, original details, and smart TVs throughout.brbrThe kitchen is brand new — one of the most tangible improvements from the 2025 restoration. Fully equipped for a week of meals at home. An outdoor shower handles the sand. The garage provides covered parking for one car with two additional spaces outside — rare for a direct beachfront property on AMI.brbrThe walkability here is exceptional even by Holmes Beach standards. Publix is within walking distance. CVS nearby. The free Anna Maria Island trolley stops close by for exploring the full length of the island without moving your car. Guests consistently report parking on arrival and never needing their car again until checkout.brbrA 5% military discount is available — contact IVP directly to apply.brbrBreakers 1 requires a one-week minimum stay with parking for 3 vehicles. Not pet-friendly.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.

Breakers 1 · Old Florida Home · Gulf Front - Fully Restored

Holmes Beach, Florida, United States

Bed

Bath

Sleeps

$617.82

Welcome to Sandy Pants!brOn Anna Maria Island (Holmes Beach, FL)brbrThe SpacebrWhere creativity meets coastal calm, Sandy Pants brings modern design and island ease together just steps from the Gulf. Every detail feels intentional — from the natural light streaming through open spaces to the textures and tones that invite connection, rest, and inspiration.brbrPerfect for: design lovers, families who value connection, and travelers seeking inspiration near the sea.brbrHighlightsbr- Prime beach block location — just a few homes from the soft quartz sand of the Gulf of Mexicobr- Heated private pool surrounded by tropical landscaping and lounge spacebr- Outdoor dining area, hammock, built-in grill, and outdoor showerbr- Stylish open-concept living area with natural light and TV for relaxing eveningsbr- Three comfortable bedrooms plus additional sleeping flexibility with a sleeper sofabr- Washer and dryer, Wi-Fi, and complimentary beach gear creditbrbrInteriorbrInside, the heart of Sandy Pants is an open, artfully designed living area that brings the whole group together. Coastal décor meets modern comfort, with soft neutrals and textures inspired by the sea. A spacious living room offers plush seating and a smart TV, while wide windows fill the room with natural light.brbrThe kitchen features stainless steel appliances, sleek cabinetry, and generous counter space — designed for effortless meal prep or morning coffee rituals. The adjacent dining area brings everyone together to share meals, laughter, and stories after a day in the sun.brbrKitchen & Diningbr- The kitchen is fully equipped and ready to inspire your inner chef or host:br- Stove, oven, and microwavebr- Refrigerator/freezerbr- 12-cup coffeemaker and Keurigbr- Blender, toaster, and full kitchenware setbrbrThe open layout keeps you connected as meals come together — from quick breakfasts before the beach to laid-back dinners after sunset. Dine indoors at the coastal-style table or outside beneath the palms for a true island experience.brbrEach bedroom feels like a personal sanctuary, designed with care and creativity in mind:br- King Bedroom: A serene retreat with simple elegance and plush comfort.br- Queen Bedroom: Modern and cozy, offering easy access to shared spaces.br- Custom Bunk Room: Designed for kids and groups with three twin beds and two double beds — both playful and practical.br- Sleeper Sofa: Offers extra flexibility for larger groups or extended family.brbrLayout Overviewbr- Main Level: Open kitchen, dining, and living areas with access to the backyard and pool.br- Bedroom Wing: King bedroom, queen bedroom, and custom bunk room with shared access to full bathrooms.br- Outdoor Connection: Every space within the home leads seamlessly to the tropical pool area — the centerpiece of the property.brbrOutdoor LivingbrStep outside and feel the gentle rhythm of the island. The private heated pool is framed by palms and lush greenery, creating an inviting atmosphere for sunbathing or a refreshing swim. Enjoy long afternoons in the hammock or relaxed evening gatherings around the outdoor dining table.brbrThe built-in grill and prep area make it easy to cook outside, while the outdoor shower adds convenience after a beach day. Whether you're reading poolside, sipping something cool, or floating beneath the stars, this backyard was designed for both play and peace.brbrAdditional Amenitiesbr- Air conditioning and heatingbr- Cable television and Wi-Fibr- Washer and dryerbr- Linens, towels, hair dryer, iron, and ironing boardbr- Beach gear rental credit included (chairs, cart, umbrella, bikes, coolers, games, etc.)br- Some items may be on-site but are not guaranteedbrbrParkingbr2 off-street driveway parking spacesbrbrEvery moment at Sandy Pants is an invitation to create — to gather, to breathe, to dream — and to write your vacation story, one beautiful detail at a time.brbrPoliciesbrbrPlease Remember: 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. *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.brbrNO PETS. NO SMOKING.brbrBooking & Fee PolicybrInclude all guests and pets in your reservation request for accurate pricing. Additional fees apply for extra occupancy (over 2 guests per bedroom) or undeclared pets.brbrOptional Services (subject to approval)brEarly check-in/late departure, elevator access, and mid-stay cleaning for stays of 28+ days. Fees for approved add-ons are collected after booking.brbrReservations & Guest RequirementsbrMost stays are 7 nights, Saturday–Saturday, though flexible dates may be available outside peak/holiday weeks—confirm before booking, as changes are not always possible afterward. Guests must be 25+, provide valid ID, and remain for the full stay. Standard occupancy is 2 per bedroom; extra guests are $25/person/night up to the maximum allowed.brbrQuiet Hoursbr10 PM–8 AM. Maintain reasonable noise at all times to respect neighbors; excessive noise is not permitted.brbrCleaning & LinensbrHome is professionally cleaned and sanitized between stays. Starter amenities provided; daily service available for a fee. Stays of 28+ days require a mid-stay clean. Linens/towels are commercially laundered through our Professional Linen Program; no extra sets stored onsite.brbrGolf Cart RentalsbrExplore the island with ease! After booking, reserve a golf cart through our sister company, Once Upon A Beach Carts, and enjoy an exclusive discount available only to our vacation rental guests.brbrPool & SpabrPool heated year-round to 82–85°F; heating may be affected by cooler weather. Heaters/filters off during quiet hours (10 PM–8 AM). Spa, if available, is part of the pool, seasonal, not a commercial hot tub, and may be unavailable in summer. Guests may not adjust equipment; violations may result in fines or damages.brbrProperty SecuritybrExterior cameras may monitor entries, driveways, pool equipment, and backyard access for security, deliveries, and occupancy compliance. Cameras do not face private areas.brbrPayments & Cancellation PolicybrPolicies updated October 6, 2025 — see full Terms & Conditions for details.brbrPayment SchedulebrDepositbr- Reservations up to 20 days: 50% of total amount due at time of booking.brRemaining Balancebr- Reservations up to 20 days: Remaining 50% due 30 days prior to check-in.brbrCancellation PolicybrFor Reservations of 20 Days or Lessbr- More than 30 days before arrival: Full refund of deposit (including taxes) minus non-refundable booking administration fee.br- 14–29 days before arrival: Refund of 50% of total rental, fees, and taxes, minus non-refundable booking administration fee.br- Less than 14 days before arrival: Refunds only for base rental rate, fees, and taxes for nights we are able to rebook, minus non-refundable booking administration fee.br- Please note: While we make every effort to rebook, we cannot guarantee the same rate or number of nights. For any nights that cannot be re-rented, as well as for non-arrivals, late arrivals, early departures, or alterations resulting in lost revenue, no refunds or price adjustments will be made.brbrTravel InsurancebrCSA Travel Insurance is available to U.S. guests (except NY and HI residents) and is strongly encouraged to protect your trip from unforeseen events. No refunds are given for COVID-19, weather, or beach conditions outside our cancellation policy. Hurricane season runs June 1–Nov 30; insurance can safeguard your plans. In the event of a mandatory evacuation, home unavailability, or government order halting vacation rentals, guests receive a full refund of base rate, applicable fees (minus booking fee), and taxes.brbrAdditional TermsbrNo refunds for events beyond our control (weather, red tide, travel issues, etc.). Cancellation requests must be submitted in writing by the registered guest—phone/text not accepted.brbrCity of Anna Maria Vacation Rental License: VRC18-000131brMax Occupancy: 8 Guests | Max Vehicles: 2brInformation deemed reliable but not guaranteed; subject to change or withdrawal without notice.

Sandy Pants – Tropical Oasis Beach Block Home w/ Heated Pool, Steps to Gulf

Holmes Beach, Florida, United States

Bed