Home Vacation Rentals By Owner In Holmes Beach, FL

Showing 620 Of 1242 Vacation Rentals
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$249.13

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Condo

West Bay Cove 131 · Skyway Views · 30-Night Min

Holmes Beach, Florida, United States

VRC 20-000136brbr2BR · 2BA · Sleeps 4 · 30-Night Minimum · Bay Front · Sunshine Skyway Bridge Views · Kayak & Fish from Backyard · 5-Min Walk to Manatee Beach · Two Heated Pools · Tennis Court · Condo Application Required · 2 Parking SpacesbrbrImportant before booking: Westbay Cove 131 requires a minimum stay of 30 nights and a condo application — contact IVP to start the process before booking. This is a long-stay property ideal for snowbirds, seasonal visitors, and extended-stay guests settling into Holmes Beach for a month or more.brbrThe spacious balcony faces Tampa Bay with direct views of the Sunshine Skyway Bridge — one of the most distinctive views available from a vacation rental on Anna Maria Island. Sunrises come up over the bay every morning from this position. brbrDolphins and shorebirds are visible from inside the condo.brbrThe backyard offers direct bay access — guests swim, kayak, and fish from the property itself. Two heated pools and a tennis court are available within the community. Manatee Beach on the Gulf is a 5-minute walk. Publix, CVS, shops, and restaurants are all within easy walking distance. The free Anna Maria Island trolley stops nearby — a car is not needed for daily island life.brbrTwo bedrooms sleep four. Two full bathrooms. Flat-screen TVs in the living room and bedroom. High-speed WiFi included.brbrWestbay Cove 131 requires a 30-night minimum stay with parking for two vehicles. Condo application required. 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
Bed 2

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Bath 2

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Sleep 4

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Exceptional(15)

$626.02

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Private Vacation Home

Tarpon House-Luxury 4/4 Home on Anna Maria Island

Holmes Beach, Florida, United States

What You'll Love About This Home:brbrLocation! 3 Blocks to the Beach!br4 Bedrooms / 4 Bathroomsbr3 King Beds, Two Sets of Bunk Beds with Twin Bed over Full BedbrLagoon Style Heated Pool w/ sundeck & SpabrIn Pool UmbrellasbrPool Deck Lounge ChairsbrPoolside Covered Lounge with Patio Furniture, TV & Ping Pong TablebrGas BBQ GrillbrTiki Hut with Basketball Nets, ring toss, and foosballbrPutting Green & Cornhole GamebrOutdoor Deck with Patio Dining for 6brProfessional Linen Service, Complimentary WIFI, Washer & DryerbrBeach Towels, Beach Chairs, Beach Wagon & Beach UmbrellabrParking for 4 CarsbrTrailers of any kind are not permitted unless prior approval from owners.brbrDetailsbrLocated 2 blocks to the Gulf of Mexico beaches, Tarpon House will delight you with its family fun amenities.brEach of the three King bedrooms has an en-suite bathroom. The kids will love sharing the bunk room which is complete with two sets of bunk beds with a twin bed over a full bed. This bedroom also has an attached private bathroom. Each bedroom has a TV and includes crisp linens and plush towels from our professional linen company.brbrDining options include bar seating in the kitchen, a dining room table for six and outdoor verandah patio dining for six. Grill up dinner on the gas BBQ and enjoy the island breezes while overlooking the tropical backyard. After dinner, challenge the family to a game of corn hole, ping pong or basketball in the tiki hut.brbrThe quick walk to the beach is a breeze with the provided beach wagon to haul the beach chairs, umbrella and towels. The water fun continues in your own backyard private pool and spa. Relax poolside in deck chairs and under the shade of the in pool umbrellas. The poolside lounge area features patio couches and a TV to enjoy under the cover of the home and out of the sun.brbrYour guests will stay connected with complimentary Wi-FI and enjoy all of the comforts of home, including a washer and dryer.br​​​​​​​brTarpon House is easy walking distance to 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.brbrBedroom 1: King with TV and Ensuite BathbrBedroom 2: King with TV and Ensuite BathbrBedroom 3: King with TV and Ensuite BathbrBedroom 4: 2 sets of Bunk Beds with Twin Beds over Full Beds and Ensuite BathbrbrPlease note - pets are not allowed in this home.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 eight.brbrIMPORTANT INFORMATION: brbrWe 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 BOOKINGSbrbrTarpon House 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.
Bed 4

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Bath 4

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Sleep 8

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Exceptional(13)

$1239.33

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Condo

BUENA VISTA 4 - LUXURY BEACHFRONT - Anna Maria Island - By Island Real Estate Va

Holmes Beach, Florida, United States

Top 10 Gulfview on Anna Maria Island!!! You can see for miles in both direction down the beach. Luxury condominium “Buena Vista unit 4” located direct beach front at 101 67th Street, Holmes Beach. Rooms (8) guests with (4) bedrooms (3.5) bathrooms: 3 king beds, 2 twin beds, and queen sleeper sofa. Community heated pool with water feature and spa. Community grill, TV, ping pong and cornhole. Lockable storage pool side with (4) beach chairs and cart. Washer/Dryer, elevator, 3 parking spaces (2) Spots under cover, one of which in an enclosed garage and one in the public garage. (2) assigned and (1) guest parking spot, wireless interne in the condo as well as one in the common area that reaches the beach, dishwasher. Open covered balcony overlooking pool area and Gulf of Mexico.brbrBRAND NEW LUXURY BEACH FRONT CONDO Whether you are staying for just a week or an entire month you will absolutely adore luxury condominium style vacation rental condo Buena Vista 101 67th Street Unit 4. Rooming up to eight guests this four bedroom and three and a half bathroom condo offers 3 king beds, 2 twin beds, and a queen sleeper sofa so everyone in your group will feel comfortable. brbrLocated in the Buena Vista condominiums in Holmes Beach, this Anna Maria Island vacation rental is situated on gorgeous direct gulf front beaches; you’ll never miss a sunset! Known for powdery quartz sand, blue water and a relaxed island attitude, Anna Maria Island beaches are sure to please! brbrStaying at Buena Vista unit 4 is a fun and memorable experience. Including comfortable furniture, smart televisions in all rooms with HBO and Showtime, and a custom chefs kitchen with induction stove as well as a double door wine fridge; vacationers love celebrating their stay in the spacious living room perfect for entertaining. The open floor plan and over 2400 square feet make for the perfect space to entertain in your home away from home.brbrThroughout “Buena Vista unit 4” you’ll find elegant accents and casually sophisticated decor. You’ll truly feel like you’re on island time when you relax and enjoy your getaway in this luxurious condo. Two of the four bedrooms have offer king beds and their own full bathroom with walk in showers. The two additional bedrooms are perfect for extended family or your kiddos offering another king bed and set of twins. There is also a queen sleeper sofa in the spacious living room. All bedrooms have smart TVs with HBO and Showtime.brbrThe kitchen is equipped with stainless steel appliances including a dishwasher, induction stovetop, double door wine fridge, and the dining room table seats up to ten. There is also a breakfast bar seating four perfect for a quick lunch or snack. Dine al fresco on the open covers balcony that is fully furnished and waiting for you. The open balcony looks directly over the electric heated community pool with waterwall and spa heated with gas, and has plenty of seating for getting into relaxation mode. Outdoor storage pool side as well as beach cart with 4 chairs supplied for your enjoyment. Large windows let in great natural light during the day making for a real Florida feel. brbrDon’t forget about the community BBQ grilling area making meal time fun, easy and delicious. You can also make sure you don't miss the big game with a community TV poolside. You can also challenge your friends two a match or two of ping pong or cornhole while waiting for your steaks! Three parking spaces are available, so leave your car, and hop on the free trolley on Gulf Drive running approximately every 15-20 minutes. So close to beach Bistro as well i n a quiet Holmes Beach locationsbrbrBook “Buena Vista unit 4” for your next luxury Anna Maria Island getaway! 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. 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.brbrMax Vehicles Allowed: 3 (2) Spots under cover in the garage and (1) spot outside. (2) assigned and (1) guest parking spots. Max Day Guests Allowed: 2
Bed 4

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Bath 3

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Sleep 8

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Exceptional(71)

$428.31

/ Nightly
Private Vacation Home

Northshore Villa - 3 Bedroom, 2 Bathroom Vacation Rental Across from the Beach

Holmes Beach, Florida, United States

Come for the SUN, stay for the FUN!!! brFind everything that makes a fun beach getaway on Anna Maria Island memorable when you stay at North Gulf Villa Beach vacation rental home at 6311 North Beach Village. This three-bedroom townhouse-style vacation rental is just a short walk to beautiful gulf beaches.brbrNorth Beach Village is located just north of the Holmes Beach town center. After a day at the beach, hop on the free trolley on Gulf Drive, and take it into Holmes Beach for great dining and nightlife. This vacation home offers three parking spaces.brbrIn the living room, find plush seating, a flat-screen television, and the open front balcony of this gorgeous Anna Maria Island vacation rental home. Wireless internet, cable television, and local calling are provided to keep you connected during your stay. This rental does offer a washer/dryer and a BBQ grill.brbrHead over to the community pool for a swim! The pool is heated, and the patio area offers seating and restrooms.brbrROOMS AMENITIESbrbrA newly extensively remodeled and colorfully painted 3BD/2BA key west, old-world style townhouse on Holmes Beach. It's located in a quiet and peaceful residential area just a half block from the pristine Anna Maria Island beaches. North Gulf Villa is just a few steps from the main free trolley line that can take you anywhere you want to go on this beautiful 7-mile island.brbrNorth Gulf Villa has all the features one associates with modern beach life, including a well-equipped kitchen and top-of-the-line appliances.brbrWhen entering North Gulf Villa, you walk up a short flight of stairs to the main level, which includes a large open-plan living area with lots of natural light, a kitchen, and a beautiful master bedroom with a KING-size bed and en suite REMODELED bathroom. brThere are two additional Queen bedrooms and a single, plus a living room queen memory sofa bed, which is more comfortable than any existing sofa bed.brbrThis townhome is spread over 3 floors. Both 2nd and 3rd-floor bedrooms offer a queen bed. There is a sofa bed in the living room for extra accommodation. There are 2 individual decks for you to relax in and soak up the sun. The first is next to the large family room, which provides extra relaxing space. It's a large outside patio. Enjoy the Japanese-style garden and waterfall. The townhouse has a flat-screen TV and a fuss ball table for additional family entertainment. The downstairs double garage accommodates the washer/dryer, extra room for parking, and your personal gear.brbrThis Villa has everything you need to enjoy a relaxing beach vacation with careful attention to detail. The owner's wish is for their guests to leave their home feeling relaxed, refreshed, and eager to return again!brbrVRC# 19-000073brNOISE ORDINANCE AFTER 10 PM brbrBEST SELLING POINTSbr*NORTHSHORE OF ISLANDbr*NEXT DOOR TO BEACH BISTRO br*1 BLOCK FROM THE BEACH br*VIEWS FROM DECKbr*FULLY REMODELEDbrbrUPGRADESbr*Hardwood floors br*Stained concrete br*Granite countertops and extra kitchen Island.br*New Travertine tile in bathrooms and new sinks and countertops br*New Ivory Antiqued cabinetrybr*Premium fixtures br*Premium new stainless steel appliances
Bed 3

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Bath 2

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Sleep 6

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Exceptional(5)

$156.38

/ Nightly
Condo

Cottage Near the Beach with Paddleboards and More! - A Lil' Nauti

Holmes Beach, Florida, United States

A Lil’ Nauti by Anna Maria VacationsbrCondo in Holmes Beach, FloridabrVRC23-000061brbrWelcome to A Lil’ Nauti, a charming ground level home nestled in the heart of Anna Maria Island! This recently updated one-bedroom, one-bath retreat offers a cozy atmosphere combined with outdoor adventures just steps from the bay and a short, 4-minute bike ride to Holmes Beach. Perfect for couples or small families. Enjoy a peaceful seaside escape with a private back patio, paddle boards, beach gear, and easy access to parks, courts, and local dining.brbrHighlights br• 12-minute Walk to Holmes Beachbr• 1 Bedroom / 1 Bathbr• 1 King bed, 1 Queen sleeper sofabr• Fully renovated interior br• 4 Bikes provided br• Private patiobr• Beach gear and boards providedbr• Dog-friendly br• 2-minute Walk to local shops, ice cream, and restaurants br• Close to parks, tennis, basketball, bocce, shuffleboard, and a dog park br• 2 Car parkingbrbrRelax on your private back patio or take advantage of the lush outdoor area for outdoor dining, reading, or cocktails. The backyard features two paddle boards for water adventures, beach chairs, a cart, and a cooler, helping you make the most of every moment, whether on the water, on the sand, or exploring local parks and courts nearby.brbrInside, the inviting living room features a comfortable sofa that easily converts into a queen sleeper, perfect for extra guests or relaxing movie nights. The smart TV allows you to stream your favorite shows, while the kitchen boasts updated stainless steel appliances, new cabinetry, and a seamless flow into the dining area. Enjoy bites and a glass of wine at the dining table, creating a cozy atmosphere for evenings or casual gatherings.brbrSleep soundly in the primary bedroom, featuring a luxurious king-sized bed, custom built in storage, and soft, plush bedding. The bathroom includes a shower and bathtub combo, perfect for unwinding after a day exploring the island. Laundry needs are taken care of with an in-unit stackable washer and dryer, ensuring fresh clothes for every adventure.brbrRoom Details br• Primary Bedroom: King bed br• Living Room: Queen sleeper sofabrbrThis home is conveniently located near multiple parks with picnic tables, a boat ramp, tennis court, basketball court, and shuffleboard court, as well as some of the best local restaurants and shops in Holmes Beach!br brBook A Lil’ Nauti today and enjoy a peaceful yet adventurous stay on Anna Maria Island! With its prime location, outdoor gear, and easy access to the bay and beach, this cozy retreat offers the perfect setting for a relaxing and fun-filled island getaway!brbrbr- brThis property is equipped with an active doorbell Ring camera at the main entrance. brbrWith host approval before check-in, this property accepts dogs only (No cats or other animals are allowed). An additional pet fee will apply. See our Anna Maria Vacations Rental Policies for full details. brbr2 cars maximum is 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. brbrThis home is managed by Anna Maria Vacations, an Anna Maria Island property management company. brbrWe do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. brbrPlease see our Anna Maria Vacations Rental Policies for full details. brbrPlease 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.
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Bath 1

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Sleep 4

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Exceptional(10)

$227.04

/ Nightly
Private Vacation Home

Lazy Lizard! A Newly Renovated Island Cottage, Close to the Beach!

Holmes Beach, Florida, United States

Photos Updated January 2025!brLONG-TERM DISCOUNT: Stays of 4-weeks (28 nights) or more enjoy a 25% discount on the nightly rate!br(This discount is applied automatically when 28 nights or more are selected. No need to contact the office!)brbrWelcome to the Lazy Lizard located in Holmes Beach on Anna Maria Island! This newly renovated and beautifully decorated cottage is only a 4-minute bike ride to the white sand and gorgeous blue waters of the Gulf.brbrThe Lazy Lizard is a ground floor home with 2 bedrooms (one with a queen and one with two twins), a full-size pull-out sofa, and a screened-in lanai with private access off the Master bedroom (perfect for your morning coffee, quiet dinners, or an evening cocktail). The cottage is newly renovated with a brand-new kitchen, quartz counters, stainless steel appliances, and new tile flooring throughout. The tranquil coastal décor provides a relaxing space for the whole family. Beach chairs, wagons, umbrella, toys, and games are available for your use.brbrThe best part The location! Not only are we only a 4-minute bike ride/10 minute walk to Gulf beach access but we are just steps away from the local tennis courts, playground, shuffleboard, basketball court, skate park, library, soccer field, and the 63rd bay side boat ramp (GREAT for fishing or launching kayaks!). Did we mention the bait shop is within walking distance too brbrThere’s so much to do!brbrTired after a long day of hanging out at the beach Rest and relax on the covered screen-in lanai while grilling up some local seafood on the gas grill in the backyard!brbrThere is free WIFI and a Smart TVs in both the living room and Master bedroom with free Spectrum TV for live television and the ability to stream from your personal accounts. As a bonus, the nightstands come equipped with charging stations for your cell phones.brbrWe provide a professional linen service which guarantees that all of our guests will have clean and high quality sheets, bath towels, kitchen towels, and beach towels with every stay. There is also a laundry room with washer and dryer off the hallway.brbrWant to explore the island but don’t feel like driving There are several restaurants and shops within walking distance. Additionally, the FREE island trolley has a stop right around the corner and will take you all the way up to the City Pier or all the way down to Coquina beach. brbrCome check out our little slice of paradise. We’d love to host you! 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.brbr**Please note: This property is NOT pet friendly. NO PETS under any circumstances. Bringing a pet into our home will result in immediate eviction with no refund. brbrNote: The cottage is located on a quiet street where locals reside. 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.brbrVRC21-000146
Bed 2

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Bath 2

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Sleep 6

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Exceptional(66)

$660.15

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Private Vacation Home

My Grand Floridian: Canal Front, Dock, Pool, Games by Anna Maria Life Vacation Rentals

Holmes Beach, Florida, United States

My Grand Floridian by Anna Maria Life Vacation Rentalsbr207 N Harbor Dr, Holmes Beach, FL, 3427brbrWhat You'll Love About This Home:brLocation! 2.5 Blocks to the Beach! On a Canal!br5 Bedrooms / 5 Bathroomsbr4 Kings, Full over Full BunkbedbrPrivate Heated Pool with In-Pool Table & SeatingbrPool Loungers & UmbrellasbrOutdoor ShowerbrCovered Poolside Lounge Area with Dining Table for 8brGas GrillbrPrivate Dock on Canal, Ladder for Kayak LaunchingbrFish TablebrPutting GreenbrGame Room, Ping PongbrMultiple Verandahs & Private Rooftop DeckbrKeurig & Drip Coffee MakersbrProfessional Linen Service, Washer & DryerbrComplimentary WIFIbrBeach Towels, Chairs, WagonbrParking for 5 Cars (4 in driveway, 1 in garage)brbrDetails:brMy Grand Floridian is a canal front vacation oasis packed with outdoor activities, games and fun for the entire family. The sparkling clear waters of the Gulf of Mexico and the sugar sand beach are a quick walk from the front door.brbrThe bright kitchen overlooks a dining room with seating for eight and additional stools at the island. The living area is a comfortable spot for the family to gather and enjoy the pool view from the patio doors.brbrThe main living level also features two of the king bedrooms, both with ensuite bathrooms and balcony access. The third floor includes a king bedroom and a bedroom with a full over full bunkbed connected by a Jack n Jill bathroom. The master suite on this level features a king bed, ensuite bathroom and a spiral staircase to the private rooftop deck. Guests will love the sunset views! 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.brbrThe private heated pool features an in-pool table and seating. Relax in a pool lounger or Adirondack chair while enjoying the island breezes. An outdoor shower allows you to rinse the sand from your suit before entering the pool.brbrThe covered poolside lounge area hosts a dining table for eight for guests to enjoy a meal from the grill. The lounge furniture provides additional relaxation space. Guests will love the putting green and game room with ping pong and foosball tables.brbrThe fisherman in the family will love the dock and fish cleaning table. A ladder is available to access the canal for kayak or paddleboard launching.brbrMy Grand Floridian is easy walking distance to 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!brbrBedroom 1 - King Bed, Ensuite Bathroom, Private Balcony, TV - Floor 3brBedroom 2 - King Bed, Ensuite Bathroom, Balcony, TV - Floor 2brBedroom 3 - King Bed, Ensuite Bathroom, Balcony, TV - Floor 2brBedroom 4 - King Bed, Jack n Jill Bathroom, TV - Floor 3brBedroom 5 - Full over Full Bunkbed, Jack n Jill Bathroom, TV - Floor 3brbrPlease note:brAmenities are subject to change.brThis home is not pet friendly.brThe right-side garage is not available for guest use.brThese premises are monitored by video surveillance in select exterior areas.brParking for a maximum of 5 cars. Four spaces in driveway, and one space in the east garage. Parking for additional vehicles is not available.brbrDISCLAIMER: Depth of the canals and channels vary depending on tides, weather, and other circumstances beyond our control. At times this can result in a water level that is too low to support watercraft. It is the responsibility of the guest to review forecasts and make alternate arrangements for watercraft as necessary.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 ten.brbrVRC16-000133 brbrGolf Cart DEAL ALERT!!! brReserve now a street legal GOLF CART from Fun & More Rentals! 4, 6 or 8 passenger gas or electric carts to choose.brFUN way to explore the island for the entire family.brMention Anna Maria Life Vacation Rentals and receive this VIP deal!brwww.FunAndMoreRentals.combr941-462-2719brbrIMPORTANT 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.
Bed 5

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Bath 5

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Sleep 10

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Exceptional(2)

$309.09

/ Nightly
Private Vacation Home

Heliconia House by Duncan Real Estate

Holmes Beach, Florida, United States

Welcome to Heliconia House! This remodeled and furnished two bedroom and two bathroom duplex has its own private pool. A short stroll to the Holmes Beach shopping and restaurant area, tennis courts, boat ramp, pickleball courts and dog park just around the corner. Guests will enjoy a well-equipped kitchen perfect for preparing a gourmet meal or cook outdoors on the gas grill. The living area is spacious, with plenty of seating for family and friends to take in a movie on the flat panel HDTV. Gather around the breakfast bar to enjoy your meals. The master bedroom has a King size bed and flat screen TV and ensuite bathroom with walk-in shower. The guest room has 2 full size beds, a flat screen TV and ensuite bathroom with shower/tub. Washer and dryer are available in the property. Heliconia House accommodates up to six people.brbrHIGHLIGHTSbrbr940 sq. ft. brbrPrivate pool (14x15ft, 3ft to 5ft deep) - pool heater available soonbrbrShaded outdoor sitting areabrbr300 ft. from bay access brbr0.5 miles from beach accessbrbrPack N Play and Booster SeatbrbrWork SpacebrbrBEDROOMSbrbrSleeps 6brbrPrimary Bedroom: KingbrbrSecond Bedroom: 2 Full brbrBATHROOMSbrbrPrimary Bathroom: Walk-in ShowerbrbrSecond Bathroom: Shower/tubbrbrEXTERIORbrbrRelax in the pool after a day at the beach. Enjoy outdoor living under a covered patio area and use the gas grill to fire up a great dinner.brbrAlso enjoy the common park area behind Heliconia House there is access through the gate at the rear of the pool.brbrHeliconia House is a pet friendly property for dogs up to 25 lbs. The non-refundable pet fee is $150.00 per pet per stay.The pet fee does not cover any damage caused by the pet. brbrThe Holmes Beach Dog Park is just a very short walk away.brbrBeach items - chairs, cart and umbrella.brbrThere are two parking spaces reserved for the guests of this property. brbrPool heater coming soon.brbrOptional pool heat, up to 86 F, is available from November to April at $150/week. Weather conditions may affect the temperature of the pool. 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. brbrPlease 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. brbrVRC-16-000319brbrAmenities Include:brbr- Bedroom 1 Kingbrbr- Bedroom 2 2 Fullbrbr- Bathroom 1 Walk-in Showerbrbr- Bathroom 2 Walk-in Showerbrbr- Hot Waterbrbr- Beach Access .5 milesbrbr- Bay Access 300 ftbrbr- Ground Level Ybrbr- Central A Cbrbr- Cental Heatbrbr- Sqft under a c 948brbr- Free Parkingbrbr- Parking Spots 2brbr- Dogs up to 25 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- Breakfast Barbrbr- High Chairbrbr- High Speed WIFIbrbr- TV 3brbr- TV Streaming Onlybrbr- Washerbrbr- Dryerbrbr- Ironbrbr- Ironing Boardbrbr- Cleaning Kitbrbr- First Aid Kitbrbr- Fire Extinguisherbrbr- Smoke Alarmbrbr- Carbon Monoxide Alarmbrbr- Private Pool Ybrbr- Pool Dimensions 14ft x 15ftbrbr- Pool Alarmsbrbr- Patiobrbr- Foot Showerbrbr- Propane Grillbrbr- Beach Amenitiesbrbr- Tennis Courtsbrbr- Pickleball Courtsbrbr- Mold Free Certificatebrbr- Duncan Emerald Clubbrbr
Bath 1

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Sleep 6

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Exceptional(4)

$226.76

/ Nightly
Condo

West Bay Cove 238 · Skyway Views · 30-Night

Holmes Beach, Florida, United States

VRC20-000176brbr2BR · 2BA · Sleeps 4 · 30-Night Minimum · Bay Front · Sunshine Skyway Bridge Views · Floor-to-Ceiling Sliders · Dolphins & Manatees Daily · Two Heated Pools · In-Unit Laundry · 5-Min Walk to Manatee Beach · Board Approval RequiredbrbrImportant before booking: West Bay Cove 238 requires a minimum stay of 30 nights, a condo application, and board approval — contact IVP to start the process before booking.brbrFloor-to-ceiling sliders bring Tampa Bay directly into the living room — the Sunshine Skyway Bridge frames the distant horizon and dolphins feed in the water below on a daily basis. West Bay Cove 238 is a second-floor bay-front condo where the elevation gives the views an added quality over ground-level units, and where manatees, herons, and pelicans are part of the daily routine rather than occasional sightings.brbrThe screened front balcony overlooks the pool for morning coffee. The waterfront lawn extends to the bay's edge with Adirondack chair seating and a mangrove-lined shoreline that creates natural habitat for wildlife viewing. The magic here is in the watching — all the beauty of waterfront living without any of the maintenance.brbrThe unit has been recently updated throughout — modern LVP flooring in the living areas, renovated bathrooms with frameless glass showers and contemporary tile, and a clean white kitchen with granite countertops and stainless appliances fully equipped for extended-stay cooking. Two king beds in separate bedrooms sleep four. Both bedrooms have balcony access, ensuite or hall bathroom access, and smart TVs. The in-unit washer and dryer is in a dedicated closet.brbrTwo heated pools — saltwater and chlorinated options — and a tennis court are available within the community. Manatee Beach is a 5-minute walk. Publix and CVS are directly across the street. The free Anna Maria Island trolley stops nearby.brbrWest Bay Cove 238 requires a 30-night minimum stay with parking for two vehicles. Condo application and board approval required. brbrNot 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
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$570.1

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Condo

The Reef's Edge- 3 bedroom direct beach condo!!! Close to everything!

Holmes Beach, Florida, United States

The Reef’s Edge 3302 Gulf Drive Unit 103, Holmes Beach 34217 VRC16-000345 What you will love about this property: • Brand new renovated beach front condo • Corner unit • Private balcony with stunning views • Private walkway to the beach • Heated community pool • Fully equipped gourmet kitchen • Shared community elevator • Professional Linen program • Full size washer and dryer • Close to shops, restaurants and free trolley access • In the heart of Holmes Beach Property details: Welcome to The Reef’s Edge. A luxurious 3-bedrooms and 2.5-bathrooms beachfront condo with direct access to the beach from the private balcony. It is also within swimming distance of a natural reef, perfect for guests who love exploring marine life. Guests have access to the complex's shared swimming pool and BBQ area, which are both great places to relax and enjoy the sunshine. This gorgeous getaway has a coastal-themed living space with plenty of comfy seating and a large TV for all your streaming needs. The kitchen has a full suite of appliances, pots, pans, utensils, and a breakfast bar. You can enjoy a delicious meal indoors or take the party outside to the deck, where you'll be blown away by the breathtaking beach views from the outdoor dining table. From plush bedding that's crisp and fresh to private balconies and televisions, we've thought of everything to make each guest's stay unforgettable. The primary bedroom boasts high-end furnishings and an ensuite bathroom with a double vanity and walk-in shower. Meanwhile, the guest bedrooms offer easy access to the updated hall bathroom, featuring a convenient shower and tub combo. Included is a half-bathroom and a washer and dryer for your convenience. Get ready to fall in love with Anna Maria's stunning sights! Grab a free trolley ride, take a leisurely stroll or rent a golf cart to explore. If you are traveling with a large group and seeking individual spaces while still being in proximity, you can find the other two units under the name Coastal Sunrise and The Gulf Front on our location search page. Get everyone together in comfort and style at The Reef’s Edge. Book with us today. Bedrooms & Bathrooms • Primary Bedroom: King bed with balcony and ensuite bathroom with walk-in shower • Second Bedroom: Guest bedroom with queen bed and balcony • Third Bedroom: Guest bedroom with two twin beds and balcony • Guest bathroom- Full bathroom with shower and bathtub combination in the hallway • Guest bathroom: Half bathroom located in the hallway This property participates in our Professional Linen Program. In Beach House Real Estate's continuous effort to bring only the best quality experience to our guests, we are proud to offer a professional linen service at this property to better enhance your enjoyment while staying here. This luxury amenity provides you with high quality linens; including bedding, bath towels, wash cloths, and beach towels that are in place and ready for your use upon your arrival. These high-quality linens are washed in a commercial setting using the latest and best technology. Exciting news Golf carts offer a delightful, cost-effective, and hassle-free means of transportation on Anna Maria Island throughout your visit. Live life at a slower pace while on vacation. Cruise around in the Florida sunshine feeling the Gulf Coast breeze. Rent a six-seater electric golf cart for only $750 a week. Please contact us to reserve your golf cart today! Are you bringing the kiddos We have pack & plays and highchairs too! Your item(s) will be at your rental property for your arrival, and we will pick them up at your departure. We rent by the week: Pack & Play - $50.00 Highchair - $40.00 Please contact us to reserve your baby equipment. Friendly reminders No pets are allowed in this home. This home is managed by Beach House Real Estate, an Anna Maria Island property management company. Please 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 a refund. We do not accept reservations from anyone under 25 years of age. We do not allow people under 25 to occupy a property unless accompanied by someone over 25 years of age. Please note: 1 car at maximum can 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.
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$366.73

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Private Vacation Home

Lucky Me Too! 2BD 2 Bath Across from AMI Beach!

Holmes Beach, Florida, United States

Welcome to Lucky Me Too on Anna Maria Island! Location, Location, Location! Directly across from Anna Maria Island Beach Cafe! brbr Property Highlights:br✨ 2 full bedrooms with king bedsbr✨ 2.5 bathsbr✨ Washer & dryer in unitbr✨ Beach essentials includedbr✨ One-minute walk to the beachbr✨ Heated community poolbr✨ Plenty of space for 6br✨ Screened-in balcony with room to dinebr✨ Fully equipped kitchenbrbrLucky Me Too is located in Holmes Beach on Anna Maria Island. Situated in an ideal location right across from Anna Maria Island Public Beach! This newly updated, two bedroom, two and a half bath townhome is a one minute walk to beaches and steps away from the free island trolley. The screened lanai overlooks the heated pool that is shared with a small number of units. An added bonus there is undercover parking that accommodates two cars and the townhome sleeps up to six guests. This townhome has a master bedroom with a King bed, plus the guest room also has a King. The property has beach chairs, beach umbrellas, beach wagon, and beach towels for guest use. brbrLucky Me Too is conveniently located near the main shopping areas. The townhome is walking distance to Publix supermarket, a drug store, shopping stores and restaurants. Across the street you'll find the Anna Maria Island Beach Cafe, offering their famous pancake breakfast, live music and expansive white beaches. Walk the powdery sandy beach for miles in either direction and enjoy the amazing Gulf Coast warm waters and spectacular sunsets. brbrBike, drive or take the trolley to the shops and restaurants in the City of Anna Maria just to the north. Quaint Bridge Street and its pier are just a little further to the south. Holmes Beach offers a choice of sixteen restaurants, unique coastal shops, boating and fishing charters, and a marina. brbr This townhome participates in a professional linen program so that you can rest well in luxury. brbrPayment and Cancellation Terms brbrAt the time of booking your credit card will be charged by Shore Thing Property Services LLC for your deposit payment. You will also see a separate charge by VRBO for their service fee. brbrWe require an initial 25% deposit with final payment due 60 days prior to your arrival date. Full payment will be due immediately if the arrival date is within 60 days. brbrAlthough the VRBO policy states no refunds, we will refund in the event you need to cancel your reservation prior to 60 days before your arrival date. We will implement our Shore Thing cancellation policy as indicated on the rental agreement. This allows for a refund of the deposit paid minus $250 cancellation fee and the original management fee. Within 60 days of arrival there are no refunds. brbrAdditional Information brbr We generally require a minimum night stay of 7 nights with Saturday check-in during high season. We are more flexible in the off season so please send us a message if your dates appear unavailable. We may be able to accommodate you! brbrHousekeeping will provide a starter supply of toilet paper, paper towel, soap, and garbage bags but guests will likely need to replenish the supply during their stay. brbrAnna 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 10pm and 8am. No loud music or use of the pool is allowed during these hours along with any other noise which may disturb the neighbors. brbrVRC22-000193
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$1001.36

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Private Vacation Home

Heavenly Haverkos- Luxury 5 bedroom, Bayfront with private docks, pool and spa!!

Holmes Beach, Florida, United States

Heavenly Haverkos 211 Haverkos, Holmes Beach, 34217 VRC21-000169 What you will love about this property: • Bayfront with private dock • Less than a 10-minute walk to the beach • Large pool within ground spa • Game room, large outdoor bar and entertainment • Private balcony with views • Full gourmet kitchen • Beach chairs, beach wagon, corn hole, ping pong and foosball • Monthly rental (28 nights) and quiet cul-de-sac road • Professional Linen program • Full size washer and dryer • Close to shops, restaurants and free trolley access • In the heart of Holmes Beach Property details: Welcome to Heavenly Haverkos! This luxury home is the ultimate vacation spot, featuring a private dock for boats up to 42 feet, a bay-facing pool, and an in-ground spa. With five bedrooms, five full baths, and two half-baths, it's perfect for families and large groups. Entertainment options abound with foosball, ping pong, and two outdoor bars for dining and drinking al fresco in paradise. Nestled amidst lush palms and tropical greenery, Heavenly Haverkos offers ample parking including space for a boat trailer, while the elevator simplifies grocery and luggage transport. The ground floor invites relaxation with games, chic seating, and a convenient half bath. Upstairs, the great room showcases bay vistas, a state-of-the-art kitchen boasting Wolf and Subzero appliances, a capacious island with breakfast bar, and a cozy dining nook. Sink into ultra-plush sofa seating, unwind with a movie on the flat panel TV, or cozy up by the electric fireplace on chilly Florida evenings. Wake up rejuvenated in any of the five luxury-designed bedrooms with impeccable decor, premium bedding, and endless water views. The primary suite indulges with a king bed and a sleek ensuite bathroom featuring a large vanity with dual sinks, a walk-in shower with multiple shower heads, and a soothing soaking tub. The other bedrooms provide a range of sleeping arrangements, each accompanied by scenic views and ensuite bathrooms. Convenience is prioritized with two laundry rooms, ensuring ease on each level. From sunrise to golden sunsets, bask in the serenity of your outdoor oasis. Lounge on a cozy lounger with a captivating book or indulge in some leisurely fishing from the dock, complete with a convenient cleaning station for your catch before grilling on the gas grill. Mix up a refreshing cocktail at the outdoor bar and plunge into the pool to rejuvenate your senses after a blissful day at the beach which is just a quick walk away. We cannot wait to have you as our guests at Heavenly Haverkos! Get everyone together in comfort and style at Heavenly Haverkos. Book with us today. Bedrooms & Bathrooms • Primary Bedroom, 2nd floor: King bed, walk-in closet, and ensuite bathroom with double vanity and enclosed shower with soaking tub • Second Bedroom, 2nd floor: King bed and ensuite bathroom with walk-in shower • Third Bedroom, 2nd floor: Queen bed and ensuite bathroom with walk-in shower • Fourth Bedroom, 2nd floor: Full bed and ensuite bathroom with walk-in shower • Fifth Bedroom, 2nd floor: Two full over full bunk beds and ensuite bathroom with walk-in shower This property participates in our Professional Linen Program. In Beach House Real Estate's continuous effort to bring only the best quality experience to our guests, we are proud to offer a professional linen service at this property to better enhance your enjoyment while staying here. This luxury amenity provides you with high quality linens; including bedding, bath towels, wash cloths, and beach towels that are in place and ready for your use upon your arrival. These high-quality linens are washed in a commercial setting using the latest and best technology. Exciting news Golf carts offer a delightful, cost-effective, and hassle-free means of transportation on Anna Maria Island throughout your visit. Live life at a slower pace while on vacation. Cruise around in the Florida sunshine feeling the Gulf Coast breeze. Rent a six-seater electric golf cart at only $750 a week. Please contact us to reserve your golf cart today! Are you bringing the kiddos We have pack & plays and highchairs too! Your item(s) will be at your rental property for your arrival, and we will pick them up at your departure. We rent by the week: Pack & Play - $50.00 Highchair - $40.00 Please contact us to reserve your baby equipment. Friendly reminders Required 28-Night Minimum Stay. Boat Slip-Accommodates up to 42-foot Vessel. Boat Lift is not for guest use. There are No pets allowed in this home. This home is managed by Beach House Real Estate, an Anna Maria Island property management company. This property has an active Ring doorbell and additional video surveillance on the pool equipment only. Please note that there is no elevator for this property. Please 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 a refund. We do not accept reservations from anyone under 25 years of age. We do not allow people under 25 to occupy a property unless accompanied by someone over 25 years of age. Please note: 6 cars at maximum can 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.
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Private Vacation Home

Livin' on Sunshine! ....Pool, Putting Green, Corn Hole & Tiki Hut

Holmes Beach, Florida, United States

Livin of Sunshine is your perfect island escape! This brand-new, beautifully remodeled three-bedroom home offers the ideal blend of comfort, style, and fun. Just minutes from the beach and within walking distance to the Holmes Beach Shopping Center, you’ll have easy access to restaurants, boutiques, and local favorites.brbrEnjoy your private heated pool, challenge family and friends to on-site putt-putt golf or cornhole, and relax in the modern, thoughtfully designed living spaces. After a sun-soaked day at the beach, unwind poolside or take an evening stroll to nearby shops and dining. Whether you’re here to relax or explore, Livin of Sunshine sets the stage for an unforgettable island getaway. brbrThe completely remodeled mid-century gem has 3 bedrooms and 2 bathrooms an alll in one cooking, dining and living space. The kitchen is well appointed so if you want to create a home cooked meal you can. The bedrooms have spacious closets and dressers so you can enjoy a long term stay. The outdoor space is the where the real heart of this home lies. The pool is big enough to get your laps in or just relax on a raft. You also have the 6 hole putting green where you can practice your shots and the Tiki hut gives a tropical shelter that will keep you cool during sunny days. There is a large enough drive way to accommodate 4 cars and space for a golf cart. brbrHolmes Beach VRC25-000068
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$904.32

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Private Vacation Home

Vela Mar - Modern Luxury Pool Retreat on Anna Maria Island

Holmes Beach, Florida, United States

Welcome to Vela Mar!brOn Anna Maria Island (Holmes Beach, FL)brbrThe SpacebrVela Mar is where elevated coastal living meets modern luxury innovation. Designed with intention and inspired by the sophistication of Miami-style smart living, this fully integrated luxury residence blends architecture, technology, comfort, and island atmosphere into one immersive experience.brbrFrom the moment you arrive, the home feels sleek yet welcoming — where ambient lighting, travertine flooring, refined textures, and seamless indoor-outdoor living create a stay that feels both indulgent and effortless. Every detail has been thoughtfully curated to elevate the guest experience, from integrated smart-home systems to custom built-ins and resort-inspired amenities.brbrDesigned for guests who appreciate modern convenience without sacrificing warmth or comfort, Vela Mar offers a boutique luxury atmosphere unlike anything else on Anna Maria Island.brbrPerfect for: Families, couples, extended stays, luxury travelers, workcations, or guests seeking a modern coastal retreat with elevated comfort and smart-home convenience.brbrHighlightsbr- Fully integrated luxury smart homebr- 4 bedrooms / 3 bathroomsbr- Pet-friendly with prior approval (see policies)br- Resort-style private poolbr- Alexa voice-controlled smart home featuresbr- Lutron dimmable lighting throughoutbr- Pentair smart pool + heater controlsbr- Tesla EV chargerbr- Bose 700 Wi-Fi soundbarbr- 85-inch smart TV in living roombr- Smart TVs in main bedroomsbr- Travertine flooring throughoutbr- Custom built-in beds with reading lights + USB chargingbr- Samsung Bespoke refrigeratorbr- Built-in oven + microwave towerbr- Ninja coffee station + premium kitchen appliancesbr- Smart locks + Ring security systembr- Smart LG washer + dryerbr- Parking for up to 4 vehiclesbr- Impact windows + doorsbr- Metal roof constructionbr- Short drive to Holmes Beach restaurants, boutiques, and Gulf beaches.brbrInterior Spacesbr- Living Area: Expansive open-concept living space featuring an 85-inch smart TV, Bose 700 soundbar, reclining leather seating, ambient lighting, and seamless flow into the kitchen and dining areas. Designed for both entertaining and relaxed coastal living.br- Dining Area: Spacious dining and gathering space ideal for shared dinners, morning coffee, or evenings spent reconnecting after beach days.brbrBedroomsbr- Primary Suite: Custom built-in bed, reading lights, USB charging ports, smart TV, and refined modern finishes designed for elevated comfort.br- Guest Bedrooms: Additional thoughtfully designed guest rooms featuring custom built-ins, smart technology, and modern conveniences throughout.br- Bathrooms: Spa-inspired bathrooms with LED mirrors, hand showers, bidet sprayers, built-in soap dispensers, and sleek luxury finishes.brbrOutdoor LivingbrStep outside into your private coastal retreat — where modern design meets effortless island relaxation.br- Pool Area: Private resort-style pool with integrated smart controls for heating and lightingbr- Outdoor Living: Lounge and gathering areas designed for both daytime relaxation and elevated evening ambiancebr- Exterior Features: Smart exterior access, modern landscaping, and parking for up to 4 vehiclesbrbrKitchen & Diningbr- Gourmet kitchen with premium Samsung SmartThings appliancesbr- Samsung Bespoke refrigeratorbr- Built-in oven + microwave towerbr-Dual Keurig + ground coffee Ninja brewerbr- Ninja coffee makerbr- Ninja blender + Ninja air fryerbr- Instant Potbr- Cuisinart 4-slice toasterbr- Fully stocked cookware, dinnerware, and serving piecesbrbrA kitchen designed for effortless entertaining, elevated mornings, and memorable evenings in.brbrSmart Home Featuresbr- Alexa voice controlbr- Whole-home high-speed Wi-Fibr- Lutron dimmable lightingbr- Honeywell T6 Pro smart thermostatbr- Pentair ScreenLogic2 pool automationbr- Smart locks on entry + exterior bathroombr- Samsung SmartThings appliance integrationbrbrAdditional Amenitiesbr- Smart LG washer + dryerbr- Titanium iron + titanium hair dryerbr- High-suction vacuumbr- Beach towels + premium linensbr- Charcoal grillbr- Beach gear rental credit included (chairs, umbrellas, bikes, and more)brbrParkingbr- Expansive parking accommodations for up to 4 vehiclesbr- Space for guests traveling with multiple vehicles, golf carts, boat trailers, or additional recreational equipmentbr- RV parking may be considered with prior notice and approvalbr- Tesla EV charging stationbrbrAt Vela Mar, every detail was designed to create a stay that feels elevated, connected, and unforgettable — where modern luxury and island living exist in perfect harmony.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 SMOKING.brbrPets are welcome with prior approval, provided they meet our pet policy guidelines. We allow a maximum of two pets, each weighing under 65 lbs. A pet fee applies based on the length of your stay: $100 for stays under 4 days, $200 for stays of 4-14 days, and $400 for stays of 15+ days, per pet.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.brbrHolmes Beach Vacation Rental License: VRC26-000045brMax Occupancy: 8 Guests | Max Vehicles: 4brInformation deemed reliable but not guaranteed; subject to change or withdrawal without notice.
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$213.61

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Condo

Flip Floppin' at Sandy Pointe by Coastal Chic Vacations

HOLMES BEACH, Florida, United States

Property Highlights:br- Short walk to the beachbr- Accommodates up to 4 guestsbr- 2 king bedsbr- Private screened balconybr- Tasteful coastal décor throughoutbr- Fully equipped kitchenbr- Indoor and outdoor dining space with room for 4br- Beach essentials: chairs, umbrella, cartbr- Covered parking spacebr- Beautiful scenery from nature preservebr- Walking proximity to shopping, grocery, free trolley and the beach!brbrWhat makes Flip Floppin' so special First, your unit is secluded in luscious tropical landscape just beyond your wooden bridge entrance, vacation-ready layout for up to 4 guests and heated pool. Then there's the central location near the best shopping, dining, and beaches on Anna Maria Island, including the pristine sands stretching before you just a short stroll away.brbrLocated in the Cove at Sandy Pointe this condo features two bedrooms and two full baths. The covered parking space has room for two cars and there is additional parking for guests. Take advantage of our flexible check in and check out days! No need to plan around Saturdays!brbrGet ready to sink your toes into soft sands and feel the Gulf breeze on your sun-kissed skin. When you've fully soaked in Mother Nature's splendor, retreat back into your air-conditioned palace at the beach and take in the magnificent views of the beautiful nature preserve.brbrSip an icy sunset drink on your private balcony. Then, after eating dinner with your favorite people, go for an evening swim under the stars in your heated pool or settle in for a movie night in the living area.brbrPLEASE NOTE: br1. The Sandy Pointe condo complex does not allow charging of electric vehicles including Teslas, Golf Carts, etc. If you wish to rent a golf cart it must be gas powered.br2. Must climb steps to get to the condo (top level, no elevators)brbrADDITIONAL INFORMATION:br- No pets allowed in this homebr- Maximum of 6 overnight guestsbr- Minimum stay is 7 nightsbr- Maximum of 2 cars allowed to park at the property (no overnight parking for additional vehicles)br- Managed by Coastal Chic Vacations LLCbr- Holmes Beach Noise Ordinance: Quiet hours are from 10:00 pm to 7:00 am. Daytime noise not to exceed 65 decibels, nightime noise not to exceed 50 decibelsbr- This home is exempt from accommodating Service Animals or Emotional Support Animals.brbr*** We are available 24/7 to assist with any questions or needs during your stay.brbrLicense: VRC22-000097
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$337.15

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Condo

Beautiful Condo with Beach views! Rest and Relaxation await!

Holmes Beach, Florida, United States

Water’s Edge 205 by AMI Locals brVRC21-000026 br brExperience the ultimate beachfront escape at Water’s Edge 205, a beautifully renovated one-bedroom condo located directly on Anna Maria Island shores! Situated within a breathtaking beachfront complex, this unit offers partial ocean and pool views from a wall of sliding doors, a private oversized patio to unwind and listen to the waves, and a shared heated pool, perfect for relaxation and family fun! Conveniently located close to shops, dining, and the island trolley, Water’s Edge 205 is your ideal destination for a memorable Anna Maria Island vacation! brbrHighlights br• Direct Access to Holmes Beach br• 1 Bedroom / 1 Bath br• 1 King, 1 Queen sleeper sofa br• Shared heated pool br• Shared coin operated laundry br• Balcony  br• 2nd Level Condo br• Elevator Access br• Central location near shopping and dining options  br• 1 Assigned, Covered Parking Space br brEnjoy your private oversized patio while listening to the waves and soaking up the Florida sunshine. Take a short walk to the water’s edge, lounge by the pool, or visit local shops and delightful waterfront restaurants nearby. The complex’s lush tropical landscaping, combined with its prime waterfront location, makes every day feel like a tropical vacation. br brInside, the condo features a spacious living, dining, and kitchen area with a wall of sliders opening to beautiful views and flooding the space with natural light. The fully equipped kitchen includes all essentials for preparing delicious island inspired meals, which can be enjoyed indoors or outside on your oversized private patio. The seating area is perfect for relaxing or socializing with family and friends.br brThe primary bedroom offers a luxurious king bed, a TV, and an ensuite bathroom with a shower/tub combo. The living room provides a sofa that converts into a comfortable queen sleeper sofa, accommodating up to four guests in total and includes a half bathroom in the hallway. The condo is ideal for small families, couples, or friends seeking a relaxed island experience. br brRoom Details br• Primary Bedroom: King bed  br• Living Room: Queen sleeper sofa br brBook Water’s Edge 205 today and enjoy a relaxing, scenic getaway on Anna Maria Island. Whether lounging poolside, exploring the seven miles of white sand beaches, or exploring local shops and dining, this condo offers the perfect balance of comfort, convenience, and coastal beauty. Reserve now and start living your island dream!br brbr- brThis home does not allow pets. brbrThis home is managed by AMI Locals, an Anna Maria Island property management company. brbrWe do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. brbrPlease see our AMI Locals Rental Policies for full details. brbrPlease 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.
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$468.48

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Condo

Anna Maria Island Beachfront Condo | Gulf Views, Heated Pool, 3BR at Gulf Place 18 |Great Sunsets!

Holmes Beach, Florida, United States

Escape to Gulf Place 18, a beautifully updated 3-bedroom, 2-bath beachfront condo on Anna Maria Island. Perfect for families and small groups, this coastal retreat comfortably sleeps up to 6 guests and offers stunning Gulf views, direct beach access, and resort-style amenities.brbrInside, enjoy a bright open-concept living space with stylish coastal dcor, comfortable seating, and a large SMART TV. The fully equipped kitchen features stainless steel appliances, granite countertops, and everything needed for easy vacation dining. The dining table seats six, with additional seating at the breakfast bar, plus a dedicated workspace for remote work needs.brbrStep onto the private balcony to enjoy morning coffee, sunset views, and peaceful sights of the heated community pool and Gulf waters.brbrThe spacious primary suite includes a king bed, large closet, dressers, and an en suite bathroom with double vanity and walk-in shower. The second bedroom offers a full bed, while the third bedroom features two twin bunk bed setsideal for kids or additional guests. A second full bathroom includes a tub/shower combination.brbrCommunity amenities include:brbrHeated beachfront poolbrbrSun deck with lounge chairsbrbrTennis & pickleball courtsbrbrDirect beach accessbrbrComplimentary Island Trolley nearbybrbrConveniently located near local dining, shopping, and island activities, Gulf Place offers a peaceful, well-maintained setting with on-site management for added comfort during your stay.brbrPlease note:brbrMaximum occupancy: 6 guestsbrbrNo pets allowedbrbrAdditional units may be available for larger groupsbrbrExperience the perfect beach getaway at Gulf Place 18!brbrWhile we know you love your furry friends, this property is not pet friendly. Please make other arrangements for your pets. 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.brbrSPECIAL NOTICE 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.brbrThere is assigned parking for one vehicle and one space for guest (first come/first serve).brbrVRC25-000017
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