Holmes Beach, Florida Vacation Rentals. Book Beach Rentals, Lake Houses, Condos, Cabins, Villas, and Homes in Holmes Beach, Florida on RentalSaver.com!

Holmes Beach Rentals

From $704 per night (USD)
VRBO
Amazing Villa at Islands West Resort! Close to beach with pool!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Villa #5 Seashell by AMI Locals Villa in Holmes Beach, Florida Your dream beach getaway awaits you at Villa #5 Seashell ...
From $704 per night (USD)
VRBO
From $299 per night (USD)
Expedia
Tropical Paradise On The Beach Permit VRC17-000168
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
This quaint cottage is located "on the beach" - 3007 Avenue F Unit 4 at 30th Street on beautiful Holmes Beach. It is t ...
From $299 per night (USD)
Expedia
From $774 per night (USD)
VRBO
Updated Pool Unit at Beachfront Coconuts Resort!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Welcome to Coconuts Poolside! This amazing condo is located within the iconic Coconuts Beach Resort located directly on ...
From $774 per night (USD)
VRBO
From $860 per night (USD)
Expedia
EV Charger, Portside Paradise by SeaBreeze Vacation
Bedrooms:
7
Bathrooms:
4
Sleeps:
8
6 PERSON GOLF CART INCLUDED ON ALL NEW RESERVATIONS WITH A CHECK-IN DATE AFTER SEPTEMBER 5, 2023! All Drivers must be ov ...
From $860 per night (USD)
Expedia
From $1549 per night (USD)
VRBO
Home with Pool and Spa, tropical backyard! Near the beach - Feelin' Beachy
Bedrooms:
5
Bathrooms:
4
Sleeps:
8
Feelin’ Beachy by AMI Locals Home in Holmes Beach, Florida VRC20-000140 Let the good times roll at Feelin' Beachy, a st ...
From $1549 per night (USD)
VRBO
$Gulf Sands 103, 2B\/2B Beachfront condo on Anna Maria Island!$
From $355 per night (USD)
VRBO
Gulf Sands 103, 2B\/2B Beachfront condo on Anna Maria Island!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Newly remodeled. Beautiful turquoise Gulf of Mexico waters, 7 miles of white sand beach, your own private balcony overl ...
From $355 per night (USD)
VRBO
From $773 per night (USD)
VRBO
The Beach House - sleeps 6 guests in 3 bedrooms
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
The Beach House is situated on one of the quietest areas of the beautiful white sandy beach. Why not sit on the veranda ...
From $773 per night (USD)
VRBO
From $561 per night (USD)
Expedia
Paradise Palms: Paradise Awaits, Heated Pool, Perfect Location!
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
Step into your own private paradise at this beautifully adorned 3-bedroom/2-bath getaway, complete with a Den and a 2-ca ...
From $561 per night (USD)
Expedia
From $462 per night (USD)
VRBO
Beach pool House Family Vacation Home.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This is a privately owned side by side property, nothing is shared . Private driveway/ garage / Pool and fenced in back ...
From $462 per night (USD)
VRBO
$Best Value on Anna Maria Island, Heated Pool, 1.5 Blocks from Beach, Pets OK!\n$
From $309 per night (USD)
Expedia
Best Value on Anna Maria Island, Heated Pool, 1.5 Blocks from Beach, Pets OK!\n
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Upper Duplex Home located steps from the Gulf of Mexico, this Beach Bungalow with shared Pool is perfect for couples an ...
From $309 per night (USD)
Expedia
From $315 per night (USD)
VRBO
Captain's Quarters: 1 Block to Beach, Dog Friendly, Pool
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Captain's Quarters Spinnakers by Anna Maria Life Vacation Rentals 202 56th St #1, Holmes Beach, FL 34217 What You'll Lo ...
From $315 per night (USD)
VRBO
$Completely Renovated Post Hurricanes w\/ heated pool, 5 min walk to beach$
From $561 per night (USD)
VRBO
Completely Renovated Post Hurricanes w\/ heated pool, 5 min walk to beach
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Welcome to Sandy Palms…. COMPLETELY RENOVATED AFTER THE 2024 STORMS with new drywall, electrical, plumbing, cabinets, ...
From $561 per night (USD)
VRBO
From $791 per night (USD)
VRBO
Direct Beachfront Cottage On Gulf Of Mexico
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This two story gulf front private home has 3 bedroom/2 baths with fun Carribean decor. This ground level home allows you ...
From $791 per night (USD)
VRBO
From $479 per night (USD)
VRBO
Condo steps from the beach!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Come enjoy the beauty of Anna Maria Island! Less than 50 steps from the white sand beach and minutes (.2 miles) from res ...
From $479 per night (USD)
VRBO
From $259 per night (USD)
VRBO
120 m² condominium with nice afternoon sun
Bedrooms:
3
Bathrooms:
2
Sleeps:
5
The luxury condominium is located in Holmes Beach. The house is fully furnished and has 2 balconies, one behind full scr ...
From $259 per night (USD)
VRBO
From $264 per night (USD)
Expedia
Cute ground-level Villa, Pet Friendly and so close to the beach!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
This cute Villa in Holmes Beach is a perfect getaway nestled in a quiet neighborhood. Come relax for a week in this 2bed ...
From $264 per night (USD)
Expedia
From $336 per night (USD)
VRBO
SHORT WALK TO BEACH. HEATED POOL. OVERLOOKS NATURE PRESERVE. GREAT LOCATION!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Brilliant location! As seen on 'A Place in the Sun' Channel 4 UK TV programme! Perfectly designed for sharing with fa ...
From $336 per night (USD)
VRBO
From $1512 per night (USD)
Expedia
Salty Margarita: 2 Houses to Beach! Pool, Spa & Rooftop Deck by Anna Maria Life Vacation Rentals
Bedrooms:
5
Bathrooms:
4
Sleeps:
8
Salty Margarita by Anna Maria Life Vacation Rentals 106 81st, Holmes Beach, FL 34217 What You'll Love About This Home: ...
From $1512 per night (USD)
Expedia
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VRBO
Coconuts Resort Direct Beachfront Bungalow!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Welcome to Coconuts Beachside! This amazing condo is located within the iconic Coconuts Beach Resort located directly on ...
Click For Pricing
VRBO
From $1026 per night (USD)
Expedia
Luxurious Beach Haven- 2-min walk to beach access, pool, spa and putting green!
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Experience the ultimate Florida getaway at #WeekendSuits, an exceptional 4-bedroom, 3.5-bath retreat nestled in the hear ...
From $1026 per night (USD)
Expedia
$ONE HOUSE TO THE BEACH - 2BR\/2BA House - Anna Maria Island - By Island Real Esta$
From $448 per night (USD)
VRBO
ONE HOUSE TO THE BEACH - 2BR\/2BA House - Anna Maria Island - By Island Real Esta
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
DISCLOSURE!!: There is currently an ongoing disagreement regarding the beach access path on 78th Street. In the meantime ...
From $448 per night (USD)
VRBO
$Anna Maria 2 Family Home w\/ pool, beach\/3 blocks.$
From $460 per night (USD)
Expedia
Anna Maria 2 Family Home w\/ pool, beach\/3 blocks.
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Side B is being rented with private use of the pool and private use of all the fenced in area around the pool & unit. A ...
From $460 per night (USD)
Expedia
From $892 per night (USD)
VRBO
Experience Island Life! Great private Pool and Spa
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
Island Life by AMI Locals Home in Holmes Beach VRC#18-000083 Welcome to Island Life, a fully renovated and updated vac ...
From $892 per night (USD)
VRBO
$Anthony Beach Cottages - Island Retreat Heated pool home w\/ 4 bedrooms 3 baths$
From $278 per night (USD)
VRBO
Anthony Beach Cottages - Island Retreat Heated pool home w\/ 4 bedrooms 3 baths
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Open now! No hurricane damage and post-hurricane upgrades. All photos were taken post-hurricane. Our Island Retreat cott ...
From $278 per night (USD)
VRBO
$Special rate promotion!!! Newly renovated Water front\/pool home sleeps 8!!!!$
From $774 per night (USD)
VRBO
Special rate promotion!!! Newly renovated Water front\/pool home sleeps 8!!!!
Bedrooms:
4
Bathrooms:
3
Sleeps:
6
Anchorsaway is a Completely renovated canal home, the ultimate in waterfront luxury. No expenses spared on this beauti ...
From $774 per night (USD)
VRBO
From $1756 per night (USD)
VRBO
Prefect Beach Villa with private beach and heated pool. Gulf front at its's best
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Your Dream Beach House on Anna Maria Island! Enjoy your vacation in our beautiful beach house, located at the end of a ...
From $1756 per night (USD)
VRBO
$Enjoy Sunsets at Fully Equipped 2BR\/2BA Duplex 2 shorts blocks by the Beach$
From $379 per night (USD)
VRBO
Enjoy Sunsets at Fully Equipped 2BR\/2BA Duplex 2 shorts blocks by the Beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to Anna Maria Island and her beautiful beaches which are a short, safe and quiet walk from this brand new sunny ...
From $379 per night (USD)
VRBO
From $279 per night (USD)
VRBO
Tranquil AMI Resort Unit 3 all amenities! Central Holmes Beach
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Just 300 steps from the beach, Harbor Lane Court is a 4 unit resort, with 3 one bedroom, one bath apartments, & one two- ...
From $279 per night (USD)
VRBO
From $1281 per night (USD)
VRBO
One block off the beach! Waterslide and Rooftop deck!
Bedrooms:
7
Bathrooms:
6
Sleeps:
8
Pineapple Paradise by AMI Locals Home in Holmes Beach, Florida VRC19-000039 Come and visit Pineapple Paradise! This ...
From $1281 per night (USD)
VRBO
From $1531 per night (USD)
Expedia
Perfect Family Vacation Home with Putting Green, Waterslide - Island Pearl Oasis
Bedrooms:
7
Bathrooms:
5
Sleeps:
8
Island Pearl Oasis by AMI Locals Home in Holmes Beach, Florida VRC19-000119 Escape the everyday grind and head ...
From $1531 per night (USD)
Expedia
From $329 per night (USD)
VRBO
Tranquil AMI Resort Unit 4 all amenities! Central Holmes Beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Just 300 steps from the beach, Harbor Lane Court is a 4 unit resort, with 3 one bedroom, one bath apartments, and one tw ...
From $329 per night (USD)
VRBO
From $259 per night (USD)
VRBO
Tranquil AMI Resort Unit 1 all amenities! Central Holmes Beach
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Just 300 steps from the beach, Harbor Lane Court is a 4 unit resort, with 3 one bedroom, one bath apartments, and one tw ...
From $259 per night (USD)
VRBO
From $321 per night (USD)
VRBO
Beach Haven Ranked #204 for businesses in Holmes Beach FL
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Beach Haven #204 at Seaside Beach House is favorite for guests of Holmes Beach and Anna Maria Island. This 1050 sq ft ...
From $321 per night (USD)
VRBO
From $328 per night (USD)
Expedia
Island Serenity: North Beach Village, Dog Friendly, Short Walk to Beach by Anna Maria Life
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Island Serenity by Anna Maria Life Vacation Rentals 6250 Holmes Blvd. #54, Holmes Beach, FL 34217 What You'll Love Abou ...
From $328 per night (USD)
Expedia
$Coastal Charm Meets Cottage Chic! Sparkling Pool\/Spa *4 Doors To The Beach*$
From $924 per night (USD)
VRBO
Coastal Charm Meets Cottage Chic! Sparkling Pool\/Spa *4 Doors To The Beach*
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
DUE TO HURRICANE HELENE, PROPERTY IS CURRENTLY UNDER RENOVATION. PHOTOS WILL BE UPDATED ONCE COMPLETE! **PLEASE CONTAC ...
From $924 per night (USD)
VRBO
From $473 per night (USD)
Expedia
1 Block to Beach on Private Lake Heated Pool, SPA 6937 Holmes Blvd.
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
WE ONLY RENT FROM SATURDAY TO SATURDAY WITH A 7 NIGHT MINIMUM!! 6937 Holmes Blvd, Holmes Beach, FL 34217. Google us for ...
From $473 per night (USD)
Expedia
From $1094 per night (USD)
VRBO
Beautiful Beach House with Pool Steps to Beach - Harbor Haven
Bedrooms:
6
Bathrooms:
7
Sleeps:
14
Harbor Haven by AMI Locals 210 N Harbor Dr Holmes Beach, Florida VRC19-000118 Welcome to Harbor Haven! Stay, relax, ...
From $1094 per night (USD)
VRBO
$GULF BEACH Directly in Front w\/ Heated Pool, FREE WiFi & Trolley, Great Sunsets!$
From $673 per night (USD)
Expedia
GULF BEACH Directly in Front w\/ Heated Pool, FREE WiFi & Trolley, Great Sunsets!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
**ASK ABOUT LAST MINUTE DEALS! Perfectly situated on the Gulf of Mexico in the center of Anna Maria Island, ...
From $673 per night (USD)
Expedia
From $641 per night (USD)
VRBO
New, chic villa at Islands West Resort! Vacation in luxury!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Villa #6 Starfish by AMI Locals Villa in Holmes Beach, Florida Dive into resort-style living at Villa #6 Starfish, a be ...
From $641 per night (USD)
VRBO
From $561 per night (USD)
Expedia
STEPS TO THE BEACH WITH POOL! CAN BE RENTED AS A 4 BEDROOM!
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Quiet and quaint is this spectacular 2 Bedroom/1 Bath Duplex with a large HEATED POOL in a lush tropical landscaped sett ...
From $561 per night (USD)
Expedia
From $561 per night (USD)
VRBO
STEPS TO THE BEACH WITH POOL! CAN BE RENTED AS A 4 BEDROOM!
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Quiet and quaint is this spectacular 2 Bedroom/1 Bath Duplex with a large HEATED POOL in a lush tropical landscaped sett ...
From $561 per night (USD)
VRBO
From $610 per night (USD)
Expedia
Relax in Style at Villa #4 Sand Dollar with Shared Pool Steps to the Beach!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Villa #4 Sand Dollar by AMI Locals Villa in Holmes Beach, Florida Welcome to Villa #4 Sand Dollar, a cozy one-bedroom, ...
From $610 per night (USD)
Expedia
From $610 per night (USD)
VRBO
Luxury Villa at Islands West Resort! Stunning & close to beach!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Villa #3 Seahorse by AMI Locals Villa in Holmes Beach, Florida Welcome to Villa #3, a stunning beach bungalow with one- ...
From $610 per night (USD)
VRBO
From $487 per night (USD)
Expedia
Beautifully updated home with private pool, close to beach, 2 bedrooms!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Sea Grape Escape by AMI Locals Home in Holmes Beach, FL Features: • Pool • Backyard Patio with TV • Beach chairs for g ...
From $487 per night (USD)
Expedia
From $1332 per night (USD)
VRBO
Amazing waterfront home with pool and spa, close to beach!
Bedrooms:
5
Bathrooms:
6
Sleeps:
8
Bayfront Paradise by AMI Locals Home in Holmes Beach, Florida VRC18-000090 Welcome to Bayfront Paradise, a truly s ...
From $1332 per night (USD)
VRBO
From $302 per night (USD)
Expedia
A lovely 2 bed and 2 bath property just moments from the beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Seabreeze Cottage is situated on a quiet road with access to the beach, via a leafy lane, just 200 feet away. The prope ...
From $302 per night (USD)
Expedia
From $505 per night (USD)
VRBO
Perfectly Located Near the Beach and Shopping!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Saltwater Palms by AMI Locals Townhome in Holmes Beach, FL Located just across the street from the Gulf Beaches! Highl ...
From $505 per night (USD)
VRBO
From $481 per night (USD)
Expedia
Holmes Sweet Holmes by SeaBreeze Vacation
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Nestled in a tranquil coastal community in beautiful Holmes Beach, the aptly named Holmes Sweet Holmes is the ideal spot ...
From $481 per night (USD)
Expedia
From $570 per night (USD)
VRBO
A Perfect Place: Newly Remodeled Ground Level with Pool!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Welcome to the "Perfect Place" on Anna Maria Island! This newly renovated, ground level, 3 bedroom 3 bath home offers th ...
From $570 per night (USD)
VRBO
From $585 per night (USD)
Expedia
Duplex Near the Beach with Saltwater Pool with In-ground Spa - Blue Oasis East
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Blue Oasis East by Anna Maria Island Locals Duplex in Anna Maria, FL Landscaped backyard with a new saltwater pool and ...
From $585 per night (USD)
Expedia
From $561 per night (USD)
VRBO
Home with Saltwater Pool with In-ground Spa - Blue Oasis West
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Blue Oasis West by AMI Locals Home in Holmes Beach VRC21-000103 Welcome to Blue Oasis West, a ground-level home just ...
From $561 per night (USD)
VRBO
From $336 per night (USD)
Expedia
Castnetter Beach Resort 6
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Our Holmes Beach property is located at Gulf Drive & 41st Street. Conveniently located at the (7) Acre Lifeguard protec ...
From $336 per night (USD)
Expedia
$DIRECT GULFRONT CONDO - 2BR\/2BA Condo with pool and tennis - By Island Real Esta$
From $578 per night (USD)
VRBO
DIRECT GULFRONT CONDO - 2BR\/2BA Condo with pool and tennis - By Island Real Esta
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
“Water’s Edge 204S” is part of the beach side Water’s Edge Condominiums. These condos are perfectly placed, as you’ll se ...
From $578 per night (USD)
VRBO
From $306 per night (USD)
VRBO
Spacious Condo on the Beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Newly remodeled condo with a view of the gulf from your relaxing balcony. Large heated pool and hot tub amid lush landsc ...
From $306 per night (USD)
VRBO
Click For Pricing
VRBO
Resort Sixty-Six - Anna Maria Island Quiet Studio
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This is a full-service resort. Your check-in procedures will model that of a hotel and your room number will be assigned ...
Click For Pricing
VRBO
From $588 per night (USD)
Expedia
Sun and Surf - Direct Gulf Front Condo on Anna Maria Island!
Bedrooms:
2
Bathrooms:
3
Sleeps:
4
Need a getaway? We have the perfect spot for you. Welcome to "Sun & Surf", a direct gulf front condominium on beautiful ...
From $588 per night (USD)
Expedia
From $846 per night (USD)
VRBO
Footprints in the Sand managed by Beach Retreats FL Anna Maria Island
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
114 48th Street Holmes Beach, FL 34217 You may cancel your reservation up to 60 days before check-in for a full refund m ...
From $846 per night (USD)
VRBO
$Elevated 3BR\/3BA Home - Private Pool Home - By Island Real Estate Vacations$
From $718 per night (USD)
Expedia
Elevated 3BR\/3BA Home - Private Pool Home - By Island Real Estate Vacations
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Newly Updated - New bathrooms and updates completed in February of 2023!! “Forget Me Knot” is a gem among island homes. ...
From $718 per night (USD)
Expedia
From $563 per night (USD)
VRBO
Appletini- Dog Friendly Private Pool Home IN Heart of Anna Maria By Island Real
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Tiki waterfall heated pool with comfortable pool side furniture will melt your worries away. This ground level property ...
From $563 per night (USD)
VRBO
From $751 per night (USD)
Expedia
Luxury villa at Islands West Resort, near beach, with pool!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Villa #7 AMI Lime Fish by AMI Locals Villa in Holmes Beach, Florida Welcome to Villa #7 AMI Lime Fish, a luxury two-bed ...
From $751 per night (USD)
Expedia
From $818 per night (USD)
VRBO
Private Pool! Ping-Pong, Pool Table, Putt-Putt!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Stormalong Bay by Stormalong Bay by Anna Maria Island Accommodations Home in Holmes Beach, FL 34217 Welcome to Stormal ...
From $818 per night (USD)
VRBO
From $338 per night (USD)
Expedia
Tropical Beachside Apartment - Sunny Patio - 75 Steps to Beach - Bamboo Apts. #3
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Welcome to Bamboo Apartments, Apartment #3, part of our family-owned five-unit beachfront retreat featured in Southern L ...
From $338 per night (USD)
Expedia
From $362 per night (USD)
VRBO
Vintage Island Cottage on the Beach- Sunset Views - Bamboo Apts. C1
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Our five unit property was featured in the January/February 2020 issue of Southern Living, and we are honored and thrill ...
From $362 per night (USD)
VRBO
From $487 per night (USD)
Expedia
Anna Maria Island Townhouse - Simply Beautiful! The Perfect Vacation Location!
Bedrooms:
3
Bathrooms:
4
Sleeps:
6
This townhouse is beautifully decorated and completely modernized with everything you need for the perfect vacation in p ...
From $487 per night (USD)
Expedia
From $318 per night (USD)
VRBO
Views of the gulf from unit, 1 minute walk to beach, heated pool.
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
NOTICE: We are a 7-night minimum stay rental property and licensed by the state of Florida. We are set up for Sat-Sat ...
From $318 per night (USD)
VRBO
Click For Pricing
Expedia
*GULFPATH* Cozy Chic Condo - Steps from the Beach**Discounted Fall Rates!!!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Fully renovated interior with all new appliances, paint and furnishings. Fully outfitted kitchen with plenty of natural ...
Click For Pricing
Expedia
From $1943 per night (USD)
VRBO
Luxury Home, Amazing Pool with Waterslide and Spa - Beach Haven
Bedrooms:
8
Bathrooms:
8
Sleeps:
16
Beach Haven by AMI Locals Home in Holmes Beach, Florida VRC18-000066 Welcome to Beach Haven, a stunning eight-bedroom ...
From $1943 per night (USD)
VRBO
From $577 per night (USD)
Expedia
SeaStarVilla by Duncan Real Estate
Bedrooms:
3
Bathrooms:
2
Sleeps:
6
Welcome to Sea Star Villa! This well constructed 2-bedroom, 3-bathroom Island home with a bonus room is ready to host gu ...
From $577 per night (USD)
Expedia
From $299 per night (USD)
VRBO
Shell Game: Playa Encantada - Beachfront Community Steps to the Beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Shell Game has recently been transformed into a fun and stunning tropical retreat that offers 1,154 sq. ft. of spacious ...
From $299 per night (USD)
VRBO
$Cozy Cabana East - Renovated 2BR w\/ Private Heated Pool & Walk to Beach$
From $570 per night (USD)
Expedia
Cozy Cabana East - Renovated 2BR w\/ Private Heated Pool & Walk to Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to Cozy Cabana East! On Anna Maria Island (Holmes Beach, Florida) After sustaining hurricane damage, this charm ...
From $570 per night (USD)
Expedia
From $611 per night (USD)
VRBO
Beachfront Condo with Stunning Gulf Views!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Island Paradise #4 by AMI Locals Condo in Holmes Beach, Florida VRC21-000114 Welcome to Island Paradise #4, a two-bed ...
From $611 per night (USD)
VRBO
From $728 per night (USD)
Expedia
Luxurious Beachfront Condo with Stunning Gulf Views! - Island Paradise #6
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Island Paradise #6 by AMI Locals Condo in Holmes Beach, Florida Discover the ultimate beachfront escape at Island Pa ...
From $728 per night (USD)
Expedia
From $924 per night (USD)
VRBO
Pool home with WATERSLIDE! Close to beach! Perfect for family vacation
Bedrooms:
5
Bathrooms:
6
Sleeps:
12
Conch House by AMI Locals Home in Holmes Beach, Florida VRC18-000085 Welcome to Conch House, a stunning vacation home ...
From $924 per night (USD)
VRBO
From $2213 per night (USD)
Expedia
Luxury Beachfront Cottage with a Private Pool and Spa!
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Beachfront Bungalow by Anna Maria Island Locals Home in Holmes Beach, FL Features: • Beachfront property with private ...
From $2213 per night (USD)
Expedia
From $885 per night (USD)
VRBO
BEACHFRONT HOUSE DIRECTLY ON SOFT SUGAR WHITE SANDS
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
An amazing beach house literally on the soft white sands of Holmes Beach on Anna Maria Island. As soon as you step out f ...
From $885 per night (USD)
VRBO
From $528 per night (USD)
Expedia
Poolside unit at The Coconuts beachside complex
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Kitchen and Dining area, Living Room, Lanai with direct shared pool access Highlight: -Direct access to the Pool Area - ...
From $528 per night (USD)
Expedia
From $553 per night (USD)
VRBO
Island Vibe 1: Close to Beach with Private Heated Pool
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to Island Vibe 1, a renovated 3-bedroom, 2-bathroom home with private, heated pool and lots of lush tropical lan ...
From $553 per night (USD)
VRBO
$Private Pool\/Spa - A Wave From It All by SeaBreeze Vacation$
From $394 per night (USD)
VRBO
Private Pool\/Spa - A Wave From It All by SeaBreeze Vacation
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
New Name - A Wave From It All, formerly known as Island Dream, is a recently updated custom home nestled in the quiet re ...
From $394 per night (USD)
VRBO
From $928 per night (USD)
VRBO
Sul Mare at Vista Grande on Anna Maria Island - By Island Real Estate Vacations
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
By far the BEST direct view of the Gulf you will find on Anna Maria Island. Exclusive SUL MARE with floor to ceiling win ...
From $928 per night (USD)
VRBO
From $298 per night (USD)
Expedia
Anna Maria Island condo with heated pool, short walk from the beach
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Sea Pirate 1 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
From $298 per night (USD)
Expedia
From $230 per night (USD)
VRBO
Sweet duplex with WiFi, central AC, & gas grill - close to beach
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Coastal Tides Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $230 per night (USD)
VRBO
From $274 per night (USD)
Expedia
Lazy Lizard! A Newly Renovated Island Cottage, Close to the Beach!
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Photos Updated January 2025! LONG-TERM DISCOUNT: Stays of 4-weeks (28 nights) or more enjoy a 25% discount on the night ...
From $274 per night (USD)
Expedia
From $501 per night (USD)
VRBO
Peacock Crossing by AMI Locals - NEWLY Remodeled! Walk to Beach!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to Peacock Crossing! This charming 3 Bedroom, 2 Bath is your island getaway oasis tucked away in a serene neigh ...
From $501 per night (USD)
VRBO
From $464 per night (USD)
Expedia
Quiet 3BDR House, Walk to Beach and food, Private Pool and 2 patios to lounge!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Private Island Home with heated pool! This is a single whole house. The walk to beach is 4-5 minutes! Call me to arrange ...
From $464 per night (USD)
Expedia
From $340 per night (USD)
VRBO
Bring your Boat to this Comfy Waterfront Canal Condo just 3 blocks to beach!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
With a private dock just 15' out the back door, you will wake up to fish jumping in the canal and Egrets waiting to eat ...
From $340 per night (USD)
VRBO
$Newly renovated home \/ PRIVATE, NOT SHARED POOL, 6 min. WALK TO BEACH$
From $447 per night (USD)
VRBO
Newly renovated home \/ PRIVATE, NOT SHARED POOL, 6 min. WALK TO BEACH
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This newly renovated ground-level duplex offers three bedrooms (two king rooms and one twin room with two twin beds). Ju ...
From $447 per night (USD)
VRBO
From $1052 per night (USD)
VRBO
4 Bedroom Townhouse - Your private Holmes Beach vacation home
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Welcome to the spacious Unit 12, a four-bedroom, three-bathroom townhouse attractively adorned with white walls, cool pa ...
From $1052 per night (USD)
VRBO
From $393 per night (USD)
Expedia
AMI Moana Villa 3-minute walk to the beach plus community heated pool
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Find everything you need for a fun and memorable beach getaway at this three-bedroom Holmes Beach rental! You'll have a ...
From $393 per night (USD)
Expedia
$Summer House-Rooftop, short walk to the beach, private pool\/spa and water slide$
From $1230 per night (USD)
VRBO
Summer House-Rooftop, short walk to the beach, private pool\/spa and water slide
Bedrooms:
6
Bathrooms:
8
Sleeps:
20
At A Glance Short walk to the beach Rooftop deck with Gulf and Bay views Private heated pool with spa, water slide, and ...
From $1230 per night (USD)
VRBO
$Gulfside 1Br\/1Ba Apartment On Anna Maria Island$
From $203 per night (USD)
VRBO
Gulfside 1Br\/1Ba Apartment On Anna Maria Island
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Delightful private fully furnished one bedroom apartment on second floor of old Florida house located less than 100 feet ...
From $203 per night (USD)
VRBO
$Summer Paradise-Rooftop deck and private heated pool\/spa$
From $1868 per night (USD)
VRBO
Summer Paradise-Rooftop deck and private heated pool\/spa
Bedrooms:
7
Bathrooms:
7
Sleeps:
15
At A Glance Two houses down from beach access Rooftop deck with Gulf and Bay views Private heated pool with spa, water ...
From $1868 per night (USD)
VRBO
From $1455 per night (USD)
Expedia
Luxury Pool Home near Beach with Rooftop Deck and Games! - Malibu Beach
Bedrooms:
7
Bathrooms:
8
Sleeps:
16
Malibu Beach by AMI Locals Home in Holmes Beach, Florida VRC18-000067 Get ready for the ultimate beach vacation at Ma ...
From $1455 per night (USD)
Expedia
From $479 per night (USD)
VRBO
Beautiful Cottage with Private Pool, Great Location!
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
Coconut Cottage #1 by AMI Locals Condo in Holmes Beach, FL VRC18-000069 Highlights • 1-minute walk from the Beach • Priv ...
From $479 per night (USD)
VRBO
From $271 per night (USD)
Expedia
Ground-floor home with fast WiFi, shared pool, & central AC - close to beach
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
The Villas, Condo 1A Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
From $271 per night (USD)
Expedia
From $1412 per night (USD)
VRBO
Perfect Family Vacation Home with Private Pool and Spa!
Bedrooms:
7
Bathrooms:
8
Sleeps:
16
Surf View by Anna Maria Island Locals Home in Holmes Beach, FL Highlights • Pool with sundeck, spa, swim-up Tiki table ...
From $1412 per night (USD)
VRBO
From $1071 per night (USD)
Expedia
Home 5 Mins to Beach with Private Pool & Pool Table - Three Little Birds Cottage
Bedrooms:
3
Bathrooms:
4
Sleeps:
6
Three Little Birds Cottage by Anna Maria Island Accommodations Home in Holmes Beach, FL 34217 Welcome to Three Littl ...
From $1071 per night (USD)
Expedia
From $497 per night (USD)
VRBO
Beautiful Beach Home Right Near the Water with Private Pool, AC, & Fast WiFi
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Joy Abounds Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desire ...
From $497 per night (USD)
VRBO
From $375 per night (USD)
Expedia
Charming Ground Floor Condo with Shared Pool, High-Speed WiFi, and Central AC
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Beach Villa 1B Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $375 per night (USD)
Expedia
From $469 per night (USD)
VRBO
NO Busy Roads to Cross to Get to the Beach! 5 min walk to beach! Sleeps 6
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
No Sharing! Single Family Home. Free HEATED POOL Nov15-Apr15! Quick 5min walk to the Beach! No A&B sides and NO shared p ...
From $469 per night (USD)
VRBO
From $254 per night (USD)
VRBO
Family Friendly Townhome across Street from Beautiful Gulf Beach
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Spacious 3 bedroom and 3 bathroom townhome in Holmes Beach on Anna Maria Island. Recently remodeled. Beach access is d ...
From $254 per night (USD)
VRBO

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