
Holmes Beach Rentals

- From $451 per night (USD)
VRBO
Island West Villa! Pool, BBQ & Walk to Sand!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Villa #5 Seashell by AMI Locals Villa in Holmes Beach, Florida Your dream beach getaway awaits you at Villa #5 Seashell ...
From $451 per night (USD)VRBO
- From $252 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 $252 per night (USD)Expedia
- From $643 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 $643 per night (USD)VRBO
- From $692 per night (USD)
Expedia
EV Charger, Portside Paradise by SeaBreeze Vacation
- Bedrooms:
- 6
- Bathrooms:
- 4
- Sleeps:
- 8
6 PERSON GOLF CART INCLUDED ON ALL NEW RESERVATIONS! All Drivers must be over the age of 21. Drivers must provide valid ...
From $692 per night (USD)Expedia
- From $1459 per night (USD)
VRBO
Luxury Home with Pool and Spa! 4 Minutes to the Beach! - Feelin' Beachy
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Feelin' Beachy by AMI Locals Holmes Beach Luxury Beach Retreat with Pool VRC20-000140 Prepare for endless enjoyment a ...
From $1459 per night (USD)VRBO
- 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 $750 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 $750 per night (USD)VRBO
- From $320 per night (USD)
Expedia
September Golf Cart Special
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
***Updated Photos July 2025*** Step into your own private paradise at this beautifully renovated 3-bedroom, 2-bath getaw ...
From $320 per night (USD)Expedia
- From $328 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 $328 per night (USD)VRBO
- From $293 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 $293 per night (USD)Expedia
- From $330 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 $330 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 $227 per night (USD)
Expedia
120 m² condominium with nice afternoon sun
- Bedrooms:
- 2
- 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 $227 per night (USD)Expedia
- From $204 per night (USD)
VRBO
Summer Special! 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 $204 per night (USD)VRBO
- From $331 per night (USD)
Expedia
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 $331 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 $615 per night (USD)
Expedia
Luxurious Beach Haven- 2-min walk to beach access, pool, spa and putting green!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Experience the ultimate Florida getaway at #WeekendSuits, an exceptional 4-bedroom, 3.5-bath retreat nestled in the hear ...
From $615 per night (USD)Expedia
- From $376 per night (USD)
VRBO
Anna Maria 2 Family Home w/ pool, beach/3 blocks.
- Bedrooms:
- 2
- 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 $376 per night (USD)VRBO
- From $535 per night (USD)
Expedia
Experience Island Life! Great private Pool and Spa
- Bedrooms:
- 2
- Bathrooms:
- 3
- 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 $535 per night (USD)Expedia
- From $266 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 $266 per night (USD)VRBO
- From $1277 per night (USD)
VRBO
Prefect Beach Villa with private beach and heated pool. Gulf front at its's best
- Bedrooms:
- 3
- 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 $1277 per night (USD)VRBO
- From $371 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 $371 per night (USD)VRBO
- From $194 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 $194 per night (USD)VRBO
- Click For Pricing
VRBO
One block off the beach! Waterslide and Rooftop deck!
- Bedrooms:
- 6
- Bathrooms:
- 4
- Sleeps:
- 8
Pineapple Paradise by AMI Locals Home in Holmes Beach, Florida VRC19-000039 Come and visit Pineapple Paradise! This ...
Click For PricingVRBO
- From $865 per night (USD)
Expedia
Perfect Family Vacation Home with Putting Green, Waterslide - Island Pearl Oasis
- Bedrooms:
- 6
- Bathrooms:
- 4
- Sleeps:
- 8
Island Pearl Oasis by AMI Locals Home in Holmes Beach, Florida VRC19-000119 Escape the everyday grind and head ...
From $865 per night (USD)Expedia
- From $236 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 $236 per night (USD)VRBO
- From $179 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 $179 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 $328 per night (USD)
Expedia
Island Serenity: North Beach Village, Dog Friendly, Short Walk to Beach by Anna Maria Life
- Bedrooms:
- 2
- 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
- From $787 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 $787 per night (USD)VRBO
- From $440 per night (USD)
Expedia
1 Block to Beach on Private Lake Heated Pool, SPA 6937 Holmes Blvd.
- Bedrooms:
- 2
- 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 $440 per night (USD)Expedia
- From $694 per night (USD)
VRBO
Beautiful Beach House with Pool Steps to Beach - Harbor Haven
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 14
Harbor Haven by AMI Locals 210 N Harbor Dr Holmes Beach, Florida VRC19-000118 Welcome to Harbor Haven! Stay, relax, ...
From $694 per night (USD)VRBO
- From $467 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 $467 per night (USD)Expedia
- From $410 per night (USD)
VRBO
Beachside Bliss! Pool, Trolley & King Bed!
- Bedrooms:
- 1
- Bathrooms:
- 1
- 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 $410 per night (USD)VRBO
- From $452 per night (USD)
Expedia
STEPS TO THE BEACH WITH POOL! CAN BE RENTED AS A 4 BEDROOM!
- Bedrooms:
- 1
- Bathrooms:
- 2
- 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 $452 per night (USD)Expedia
- From $452 per night (USD)
VRBO
STEPS TO THE BEACH WITH POOL! CAN BE RENTED AS A 4 BEDROOM!
- Bedrooms:
- 1
- Bathrooms:
- 2
- 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 $452 per night (USD)VRBO
- From $347 per night (USD)
Expedia
Villa #4 Sand Dollar! Pool, Porch & King Bed!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Villa #4 Sand Dollar by AMI Locals Charming Villa Just Steps from the Beach Welcome to Villa 4 Sand Dollar, a cozy o ...
From $347 per night (USD)Expedia
- From $391 per night (USD)
VRBO
Cozy AMI Villa! Pool, BBQ & Beach Access!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Villa #3 Seahorse by AMI Locals Villa in Holmes Beach, Florida Welcome to Villa #3, a stunning beach bungalow with one- ...
From $391 per night (USD)VRBO
- From $356 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 $356 per night (USD)Expedia
- From $798 per night (USD)
VRBO
Amazing waterfront home with pool and spa, close to beach!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Bayfront Paradise by AMI Locals Home in Holmes Beach, Florida VRC18-000090 Welcome to Bayfront Paradise, a truly s ...
From $798 per night (USD)VRBO
- From $270 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 $270 per night (USD)Expedia
- From $320 per night (USD)
VRBO
Perfectly Located Near the Beach, Dining, and Shopping!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Saltwater Palms by AMI Locals Holmes Beach Beach Townhome with Pool & Outdoor Entertaining VRC21-000078 Welcome to Sa ...
From $320 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 $370 per night (USD)
VRBO
September Golf Cart Special
- 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 $370 per night (USD)VRBO
- From $464 per night (USD)
Expedia
Peaceful Poolside Escape Near Holmes Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Blue Oasis East by AMI Locals Peaceful Poolside Escape Near Holmes Beach 401 72nd St A | Holmes Beach, Florida VRC21 ...
From $464 per night (USD)Expedia
- From $419 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 $419 per night (USD)VRBO
- From $343 per night (USD)
Expedia
Castnetter Beach Resort 6
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Our Holmes Beach property is located at Gulf Drive & 41st Street. Conveniently located at the (7) Acre Lifeguard protec ...
From $343 per night (USD)Expedia
- From $249 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 $249 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 PricingVRBO
- From $414 per night (USD)
Expedia
Sun and Surf Direct Gulf Front Condo on Anna Maria Island!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Need a getaway? We have the perfect spot for you. Welcome to "Sun & Surf", a direct gulf front condominium on beautiful ...
From $414 per night (USD)Expedia
- From $704 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 Written notice is required to cancel a reservation; an email from the address as ...
From $704 per night (USD)VRBO
- From $510 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 $510 per night (USD)Expedia
- From $308 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 $308 per night (USD)VRBO
- From $464 per night (USD)
Expedia
Luxury villa at Islands West Resort, near beach, with pool!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Villa #7 AMI Lime Fish by AMI Locals Luxury Villa Just Steps from the Gulf Welcome to Villa #7 AMI Lime Fish, a beau ...
From $464 per night (USD)Expedia
- From $460 per night (USD)
VRBO
Private Pool! Ping-Pong, Pool Table, Putt-Putt!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Stormalong Bay by Stormalong Bay by Anna Maria Island Accommodations Home in Holmes Beach, FL 34217 Welcome to Stormal ...
From $460 per night (USD)VRBO
- From $276 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 $276 per night (USD)Expedia
- From $304 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 $304 per night (USD)VRBO
- From $400 per night (USD)
Expedia
Anna Maria Island Townhouse - Simply Beautiful! Your Perfect Vacation Location!!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
This townhouse is beautifully decorated and completely modernized with everything you need for the perfect vacation in p ...
From $400 per night (USD)Expedia
- From $328 per night (USD)
VRBO
Gulf views from unit, 1 minute walk to beach, heated pool. SPECIAL RATE
- 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 $328 per night (USD)VRBO
- From $1079 per night (USD)
Expedia
Ultimate Family Retreat with Pool, Waterslide and Rooftop Deck
- Bedrooms:
- 7
- Bathrooms:
- 8
- Sleeps:
- 16
Beach Haven by AMI Locals Ultimate Family Retreat with Pool, Waterslide and Rooftop Deck 5501 Holmes Blvd Holmes Beach ...
From $1079 per night (USD)Expedia
- From $448 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 $448 per night (USD)VRBO
- From $257 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 $257 per night (USD)VRBO
- From $402 per night (USD)
VRBO
Cozy Cabana East – AMI w/ Heated Pool, Pets & Walk To The Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Cozy Cabana East! On Anna Maria Island (Holmes Beach, Florida) Managed by Once Upon A Beach Vacation Rentals, ...
From $402 per night (USD)VRBO
- From $460 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 $460 per night (USD)Expedia
- From $570 per night (USD)
VRBO
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 $570 per night (USD)VRBO
- From $894 per night (USD)
Expedia
Tropical Backyard Escape with Pool, Hot Tub, and Waterslide
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 12
Conch House by AMI Locals 307 66th St, Unit B | Holmes Beach, Florida VRC18-000085 Tropical Backyard Escape with Po ...
From $894 per night (USD)Expedia
- From $1345 per night (USD)
VRBO
Beachfront Bliss! Pool, Spa & Sunsets!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Beachfront Bungalow by AMI Locals Holmes Beach Gulf-Front Cottage with Private Pool and Spa VRC19-000270 Welcome to ...
From $1345 per night (USD)VRBO
- From $885 per night (USD)
Expedia
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)Expedia
- From $336 per night (USD)
VRBO
Beach Condo with Pool Near Holmes Beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Coconuts Poolside #104 by AMI Locals 100 73rd St, Unit #104, Holmes Beach, FL 34217 VRC16-000664 Welcome to Coconuts ...
From $336 per night (USD)VRBO
- From $345 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 and cooled pool plus lots of lush ...
From $345 per night (USD)VRBO
- From $322 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 $322 per night (USD)VRBO
- From $533 per night (USD)
Expedia
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 $533 per night (USD)Expedia
- From $218 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 $218 per night (USD)VRBO
- From $138 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 $138 per night (USD)Expedia
- From $207 per night (USD)
VRBO
Lazy Lizard! A Newly Renovated Island Cottage, Close to the Beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Photos Updated January 2025! LONG-TERM DISCOUNT: Stays of 4-weeks (28 nights) or more enjoy a 25% discount on the night ...
From $207 per night (USD)VRBO
- From $260 per night (USD)
Expedia
Pink Flamingo in Palm Isle Village - 2BR Condo with Pool - By Island Real Estate
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Discover the best Anna Maria Island has to offer when you stay in this comfortable condo steps from an amazing white san ...
From $260 per night (USD)Expedia
- From $380 per night (USD)
VRBO
Colorful Beach Cottage w/ Heated Pool + Walk to Sand
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Peacock Crossing by AMI Locals Charming Island Cottage with Heated Pool and Beach Access 205 Peacock Ln, Unit B | Hol ...
From $380 per night (USD)VRBO
- From $281 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 $281 per night (USD)Expedia
- From $432 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 $432 per night (USD)VRBO
- From $790 per night (USD)
Expedia
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 $790 per night (USD)Expedia
- From $318 per night (USD)
VRBO
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 $318 per night (USD)VRBO
- From $963 per night (USD)
Expedia
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 $963 per night (USD)Expedia
- From $211 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 $211 per night (USD)VRBO
- Click For Pricing
Expedia
Summer Paradise-Rooftop deck and private heated pool/spa
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 15
At A Glance Two houses down from beach access Rooftop deck with Gulf and Bay views Private heated pool with spa, water ...
Click For PricingExpedia
- From $1208 per night (USD)
VRBO
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 $1208 per night (USD)VRBO
- From $328 per night (USD)
Expedia
Beautiful Cottage with Private Pool, Great Location!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Coconut Cottage #1 by AMI Locals Condo in Holmes Beach, FL VRC18-000069 Highlights • 1-minute walk from the Beach • Priv ...
From $328 per night (USD)Expedia
- From $185 per night (USD)
VRBO
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 $185 per night (USD)VRBO
- From $1328 per night (USD)
Expedia
Perfect Family Vacation Home with Private Pool and Spa!
- Bedrooms:
- 6
- 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 $1328 per night (USD)Expedia
- From $409 per night (USD)
VRBO
Home 5 Mins to Beach with Private Pool & Pool Table - Three Little Birds Cottage
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Three Little Birds Cottage by Anna Maria Island Accommodations Home in Holmes Beach, FL 34217 Welcome to Three Littl ...
From $409 per night (USD)VRBO
- From $240 per night (USD)
Expedia
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 $240 per night (USD)Expedia
- From $300 per night (USD)
VRBO
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 $300 per night (USD)VRBO
- From $402 per night (USD)
Expedia
NO Busy Roads to Cross to Get to the Beach! 5 min walk to beach! Sleeps 6
- Bedrooms:
- 2
- Bathrooms:
- 2
- 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 $402 per night (USD)Expedia
- 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
- From $962 per night (USD)
Expedia
Large Home Directly on the Beach - By Island Real Estate Vacations
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 12
Family friendly with fantastic views and directly on the Gulf of Mexico sound like your idea of a perfect vacation renta ...
From $962 per night (USD)Expedia
- From $1085 per night (USD)
VRBO
Luxury Island Escape with Pool, Swim-Up Tiki Bar, Game Room and Rooftop Deck
- Bedrooms:
- 5
- Bathrooms:
- 8
- Sleeps:
- 16
Tropical Oasis by Anna Maria Island Accommodations Luxury Island Escape with Pool, Swim-Up Tiki Bar, Game Room and Roo ...
From $1085 per night (USD)VRBO
- From $705 per night (USD)
Expedia
Mainsail Beach Inn 2 Bedroom
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
The stunning interiors in your private Holmes Beach vacation rental are elegant, fresh and bright. The two bedroom, 2.5 ...
From $705 per night (USD)Expedia
- From $670 per night (USD)
VRBO
Coastal Sunrise- Luxury 3 bedroom gulf front condo with stunning views with pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Luxury Direct Gulf Front Condo Very large unit- 2100 sq ft-Top Floor, Corner Unit Panoramic Gulf views-private stairs fr ...
From $670 per night (USD)VRBO
- From $939 per night (USD)
Expedia
Coastal Bliss- 2-Minute Walk (500 Feet) to the beach with private pool and spa
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 12
At A Glance 2-Minute Walk (500 Feet) to the Beach! Private Pool and Outdoor Spa, Heated Seasonally Outdoor Bar and Pool ...
From $939 per night (USD)Expedia