
Holmes Beach Rentals

- From $682 per night (USD)
VRBO
La Casa Costiera - Beachfront Condo w\/Gulf View - Pool - Jacuzzi - BBQ Area
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
La Casa Costiera is a luxuirous condo in the heart of Holmes Beach where the Mediterranean and the Gulf of Mexico meet. ...
From $682 per night (USD)VRBO
- From $666 per night (USD)
Expedia
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 $666 per night (USD)Expedia
- From $275 per night (USD)
VRBO
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 $275 per night (USD)VRBO
- From $889 per night (USD)
Expedia
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 $889 per night (USD)Expedia
- From $1090 per night (USD)
VRBO
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 $1090 per night (USD)VRBO
- From $1357 per night (USD)
Expedia
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 $1357 per night (USD)Expedia
- 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 $775 per night (USD)
Expedia
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 $775 per night (USD)Expedia
- From $504 per night (USD)
VRBO
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 $504 per night (USD)VRBO
- From $479 per night (USD)
Expedia
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 $479 per night (USD)Expedia
- From $359 per night (USD)
VRBO
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 $359 per night (USD)VRBO
- From $415 per night (USD)
Expedia
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 $415 per night (USD)Expedia
- From $585 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 $585 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 $252 per night (USD)
Expedia
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 $252 per night (USD)Expedia
- From $244 per night (USD)
VRBO
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 $244 per night (USD)VRBO
- From $494 per night (USD)
Expedia
Awesome location, quiet neighborhood with a quick and easy walk to the beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Awesome location, quiet neighborhood with a quick and easy walk to the beach! This two-bedroom, two bath villa, minute ...
From $494 per night (USD)Expedia
- From $339 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 $339 per night (USD)VRBO
- From $1573 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 $1573 per night (USD)Expedia
- Click For Pricing
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 PricingVRBO
- From $728 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 $728 per night (USD)Expedia
- 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
- From $377 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 $377 per night (USD)Expedia
- From $738 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 $738 per night (USD)VRBO
- From $306 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 $306 per night (USD)VRBO
- 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
- From $387 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 $387 per night (USD)VRBO
- From $288 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 $288 per night (USD)VRBO
- From $1218 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 $1218 per night (USD)VRBO
- From $1022 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 $1022 per night (USD)Expedia
- From $331 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 $331 per night (USD)VRBO
- From $261 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 $261 per night (USD)VRBO
- From $310 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 $310 per night (USD)VRBO
- From $334 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 $334 per night (USD)Expedia
- 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 $589 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 $589 per night (USD)Expedia
- From $870 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 $870 per night (USD)VRBO
- From $937 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 $937 per night (USD)Expedia
- From $794 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 $794 per night (USD)VRBO
- From $579 per night (USD)
Expedia
STEPS TO THE BEACH WITH POOL! CAN BE RENTED AS A 4 BEDROOM!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Zebra Hut A: Quiet and quaint is this spectacular 2 Bedroom/1 Bath Duplex with a large HEATED POOL in a lush tropical la ...
From $579 per night (USD)Expedia
- From $579 per night (USD)
VRBO
STEPS TO THE BEACH WITH POOL! CAN BE RENTED AS A 4 BEDROOM!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Zebra Hut B: Quiet and quaint is this spectacular 2 Bedroom/1 Bath Duplex with a large HEATED POOL in a lush tropical la ...
From $579 per night (USD)VRBO
- From $630 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 $630 per night (USD)Expedia
- From $973 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 $973 per night (USD)VRBO
- From $459 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 $459 per night (USD)Expedia
- From $1178 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 $1178 per night (USD)VRBO
- From $304 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 $304 per night (USD)Expedia
- From $287 per night (USD)
VRBO
Coastal condo on AMI, 2 bedroom, community pool & Pet Friendly!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Want to get "A Wave from it All"!?! When you stay at this cozy, coastal 2 bedroom, 2 bath, vacation rental condo on Anna ...
From $287 per night (USD)VRBO
- From $335 per night (USD)
Expedia
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 $335 per night (USD)Expedia
- From $472 per night (USD)
VRBO
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 $472 per night (USD)VRBO
- From $700 per night (USD)
Expedia
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 $700 per night (USD)Expedia
- From $540 per night (USD)
VRBO
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 $540 per night (USD)VRBO
- From $558 per night (USD)
Expedia
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 $558 per night (USD)Expedia
- From $308 per night (USD)
VRBO
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 $308 per night (USD)VRBO
- From $581 per night (USD)
Expedia
DIRECT GULFRONT CONDO - 2BR\/2BA Condo with pool and tennis - By Island Real Esta
- Bedrooms:
- 2
- Bathrooms:
- 3
- 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 $581 per night (USD)Expedia
- From $339 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 $339 per night (USD)VRBO
- Click For Pricing
Expedia
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 PricingExpedia
- From $588 per night (USD)
VRBO
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)VRBO
- From $858 per night (USD)
Expedia
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 $858 per night (USD)Expedia
- From $729 per night (USD)
VRBO
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 $729 per night (USD)VRBO
- From $584 per night (USD)
Expedia
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 $584 per night (USD)Expedia
- From $665 per night (USD)
VRBO
Waterfront House on Anna Maria Island
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
This beautiful family home has a completely private garden with a heated pool and breathtaking views of the Cortez Bridg ...
From $665 per night (USD)VRBO
- From $1099 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 $1099 per night (USD)Expedia
- From $677 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 $677 per night (USD)VRBO
- From $530 per night (USD)
Expedia
On Turtle Time - 2BR Beach Cottage w\/ Heated Pool & Outdoor Lounge
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to On Turtle Time! On Anna Maria Island (Holmes Beach, Florida) After sustaining hurricane damage, this charmin ...
From $530 per night (USD)Expedia
- Click For Pricing
VRBO
Tropical Beach Apartment - Sunny Patio - 75 Steps to Beach - Bamboo Apts. #3
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Our five unit property was featured in the January/February 2020 issue of Southern Living, and we are honored and thrill ...
Click For PricingVRBO
- Click For Pricing
Expedia
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 ...
Click For PricingExpedia
- From $466 per night (USD)
VRBO
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 $466 per night (USD)VRBO
- From $365 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 $365 per night (USD)VRBO
- From $447 per night (USD)
VRBO
*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 ...
From $447 per night (USD)VRBO
- From $1347 per night (USD)
Expedia
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 $1347 per night (USD)Expedia
- From $588 per night (USD)
VRBO
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 $588 per night (USD)VRBO
- From $309 per night (USD)
Expedia
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 $309 per night (USD)Expedia
- From $557 per night (USD)
VRBO
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 $557 per night (USD)VRBO
- From $586 per night (USD)
Expedia
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 $586 per night (USD)Expedia
- From $701 per night (USD)
VRBO
Beachfront Anna Maria Island Condo with Shared Pool & Direct Beach Access!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 100
Island Paradise #5 by AMI Locals Condo in Holmes Beach, Florida Welcome to Island Paradise, a spacious 3-bedroom, 2-b ...
From $701 per night (USD)VRBO
- From $599 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 $599 per night (USD)Expedia
- From $862 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 $862 per night (USD)VRBO
- From $1505 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 $1505 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 $512 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 $512 per night (USD)Expedia
- From $524 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 $524 per night (USD)VRBO
- From $375 per night (USD)
VRBO
Island Dream by SeaBreeze Vacation
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Island Dream is a recently updated custom home nestled in the quiet residential area in the heart of Holmes Beach. Offer ...
From $375 per night (USD)VRBO
- From $1000 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 $1000 per night (USD)VRBO
- From $704 per night (USD)
Expedia
Embrace Island Living at Villa #8 AMI Lemon Fish – Steps from the Gulf Beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Villa #8 AMI Lemon Fish by AMI Locals Villa in Holmes Beach, Florida Welcome to Villa #8 AMI Lemon Fish, a fun two-bedr ...
From $704 per night (USD)Expedia
- From $300 per night (USD)
VRBO
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 $300 per night (USD)VRBO
- From $272 per night (USD)
Expedia
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 $272 per night (USD)Expedia
- From $515 per night (USD)
VRBO
Lazy Pelican by Duncan Real Estate
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Looking for a great vacation location on beautiful Holmes Beach, then look no further. This newly pool with spa & sun-sh ...
From $515 per night (USD)VRBO
- From $299 per night (USD)
Expedia
Lazy Lizard! A Newly Renovated Island Cottage, Close to the Beach!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
LONG-TERM DISCOUNT: Stays of 4-weeks (28 nights) or more enjoy a 25% discount on the nightly rate! (This discount is ap ...
From $299 per night (USD)Expedia
- From $429 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 $429 per night (USD)VRBO
- From $391 per night (USD)
Expedia
Quiet 3BDR House, Walk to Beach, Private Pool <br>
- 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 $391 per night (USD)Expedia
- From $336 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 $336 per night (USD)VRBO
- 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). Th ...
From $447 per night (USD)VRBO
- From $1231 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 $1231 per night (USD)VRBO
- From $535 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 $535 per night (USD)Expedia
- From $2143 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 $2143 per night (USD)VRBO
- 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
- From $1448 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 $1448 per night (USD)VRBO
- From $1432 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 $1432 per night (USD)Expedia