Holmes Beach Rentals
- From $629 per night (USD)
VRBO
La Casa Costiera - Beachfront Condo w\/Gulf View - Pool - Jacuzzi - BBQ Area
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
La Casa Costiera is a luxuirous condo in the heart of Holmes Beach where the Mediterranean and the Gulf of Mexico meet. ...
From $629 per night (USD)VRBO
- From $160 per night (USD)
Expedia
Amazing Villa at Islands West Resort! Close to beach with pool!
- 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 $160 per night (USD)Expedia
- From $239 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 $239 per night (USD)VRBO
- From $265 per night (USD)
Expedia
Poolside Cottage 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 $265 per night (USD)Expedia
- From $1172 per night (USD)
VRBO
Golf Cart included, private home and only steps to the beach.
- 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 $1172 per night (USD)VRBO
- From $230 per night (USD)
VRBO
Townhouse\/ 125 Steps to the Gulf of Mexico. We welcome long term guests.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Anchors West, located in a quiet and convenient location. Whether you want to stroll to the beach or to shopping and re ...
From $230 per night (USD)VRBO
- From $957 per night (USD)
VRBO
Brand New Home w\/private Pool and Spa, awesome tropical backyard! Walk to Beach
- 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 $957 per night (USD)VRBO
- From $342 per night (USD)
Expedia
We Have a Last Minute Cancellation!! April 13th-23rd Now Available!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Lower Duplex Home located steps from the Gulf of Mexico, this Beach Bungalow is perfect for couples and families alike.. ...
From $342 per night (USD)Expedia
- From $279 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 $279 per night (USD)VRBO
- From $700 per night (USD)
Expedia
Beautiful Beach House situated right on the beach offering stunning views of the ocean
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Idyllic Holiday Properties is a small friendly holiday company offering an honest and efficient service for our privatel ...
From $700 per night (USD)Expedia
- From $385 per night (USD)
VRBO
Paradise Palms: 4 BR, 2 BA House in Holmes Beach, Sleeps 6
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
Beautifully decorated 3 bedroom/2 bath ground level home plus Den and 2 car garage. Spectacular unsurpassed tropical lan ...
From $385 per night (USD)VRBO
- From $399 per night (USD)
Expedia
Beach House Ultimate pool 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 $399 per night (USD)Expedia
- From $399 per night (USD)
VRBO
Dog Friendly Lovely Pool Home Just 250 Steps To The Beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
202 56th St. #1, Holmes Beach, FL 34217 What You'll Love About This Home: Location - 250 Steps to the Beach! 3 Bedroom ...
From $399 per night (USD)VRBO
- From $500 per night (USD)
VRBO
Perfect Island Hideaway... private, heated pool, 5 min walk to the beach
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Sandy Palms…. You’ll love this updated classic Florida beach house. On a quiet street and close to everythi ...
From $500 per night (USD)VRBO
- From $667 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 $667 per night (USD)VRBO
- From $183 per night (USD)
Expedia
Beach Walk: North Beach Village, Pool, Quick Walk to Beach by Anna Maria Life Vacation Rentals
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
6250 Holmes Blvd. #31, Holmes Beach, FL 34217 What You'll Love About This Home: Location! 2.5 Blocks to the Beach! 2 B ...
From $183 per night (USD)Expedia
- From $400 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 $400 per night (USD)VRBO
- From $195 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 $195 per night (USD)Expedia
- From $215 per night (USD)
VRBO
Coastal Villa South | Cute and quirky ground-level Villa, 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 $215 per night (USD)VRBO
- From $188 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 $188 per night (USD)Expedia
- From $243 per night (USD)
VRBO
SHORT WALK TO BEACH. HEATED POOL. OVERLOOKS NATURE PRESERVE. BRILL 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 $243 per night (USD)VRBO
- From $320 per night (USD)
Expedia
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 ...
From $320 per night (USD)Expedia
- From $795 per night (USD)
VRBO
Beautiful home w\/ Heated Pool, Hot Tub, Putting Green⛳️. 2-minute walk to beach!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Maximize your outdoor experience in this 4 bedroom, 3.5 bath home located in the heart of Holmes Beach! Not only does th ...
From $795 per night (USD)VRBO
- From $180 per night (USD)
Expedia
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 $180 per night (USD)Expedia
- From $375 per night (USD)
VRBO
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 $375 per night (USD)VRBO
- From $425 per night (USD)
Expedia
Gorgeous house with a private pool\/spa! Bonus loft for kids!
- Bedrooms:
- 8
- Bathrooms:
- 4
- Sleeps:
- 8
Surfer’s Dream by AMI Locals Home in Holmes Beach, Florida VRC19-000029 Welcome to Surfer's Dream, a four-bedroom and s ...
From $425 per night (USD)Expedia
- From $654 per night (USD)
VRBO
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 $654 per night (USD)VRBO
- Click For Pricing
VRBO
Just a Stones Throw from the beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 3
This pet friendly (under 40 lbs) 2BR/1BA owner’s side of a duplex is less than 150 steps to the beach! The unit includes ...
Click For PricingVRBO
- From $251 per night (USD)
VRBO
Anthony Beach Cottages - Island Retreat Heated pool home w\/ 4 bedrooms 3 baths
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Our Island Retreat cottage, situated 3 blocks from the beach and 2 blocks from the bay with a heated pool and secluded y ...
From $251 per night (USD)VRBO
- From $904 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
We have found our perfect spot on the beach. Unfortunately, only for holidays - the rest of the time you can take advant ...
From $904 per night (USD)VRBO
- From $335 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 $335 per night (USD)VRBO
- From $530 per night (USD)
VRBO
The Canal House - Key Royale - 3 bedrooms\/ 2 baths
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Book direct with VRBO and Pam and avoid management company fees! * 30 Night minimum rental period per city code - conta ...
From $530 per night (USD)VRBO
- From $225 per night (USD)
VRBO
Tranquil Anna Maria Island Resort, Unit 3... Only 4 units, all amenities!
- 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 $225 per night (USD)VRBO
- From $960 per night (USD)
Expedia
One block off the beach! Waterslide and Rooftop deck! - Pineapple Paradise
- Bedrooms:
- 7
- Bathrooms:
- 4
- Sleeps:
- 8
Pineapple Paradise by AMI Locals Home in Holmes Beach, Florida VRC19-000039 Come and visit Pineapple Paradise! This ...
From $960 per night (USD)Expedia
- From $1044 per night (USD)
VRBO
Perfect Family Vacation Home with Putting Green, Waterslide - Island Pearl Oasis
- Bedrooms:
- 7
- Bathrooms:
- 4
- Sleeps:
- 8
Island Pearl Oasis by AMI Locals Home in Holmes Beach, Florida VRC19-000119 Escape the everyday grind and head ...
From $1044 per night (USD)VRBO
- From $325 per night (USD)
VRBO
Tranquil Anna Maria Island Resort, Unit 4... Only 4 units, all amenities!
- 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 $325 per night (USD)VRBO
- From $219 per night (USD)
VRBO
Tranquil Anna Maria Island Resort, Unit 1... Only 4 units, all amenities!
- 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 $219 per night (USD)VRBO
- From $1001 per night (USD)
VRBO
Elegant Beach House with Private Pool, Minutes From The Beach!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to your piece of paradise on Anna Maria Island! Spacious floor plan with 2 bedrooms and living area downstairs, ...
From $1001 per night (USD)VRBO
- From $270 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 $270 per night (USD)VRBO
- From $199 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
6250 Holmes Blvd. #54, Holmes Beach, FL 34217 What You'll Love About This Home: Location! 2.5 Blocks to the Beach! 3 Be ...
From $199 per night (USD)Expedia
- From $775 per night (USD)
VRBO
Coastal Charm Meets Cottage Chic! Sparkling Pool\/Spa *4 Doors To The Beach*
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
TO ALLOW FOR PROPER CLEANING AND DISNFECTION OF PROPERTY BETWEEN STAYS EARLY CHECK-INS AND LATE CHECK-OUTS WILL BE UNAVA ...
From $775 per night (USD)VRBO
- From $392 per night (USD)
VRBO
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 $392 per night (USD)VRBO
- From $741 per night (USD)
VRBO
Beautiful Beach House with Pool and Rooftop Deck - Harbor Haven
- Bedrooms:
- 6
- Bathrooms:
- 4
- Sleeps:
- 14
Harbor Haven by AMI Locals Home in Holmes Beach, Florida VRC19-000118 Welcome to Harbor Haven! Stay, relax, and enj ...
From $741 per night (USD)VRBO
- From $442 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 $442 per night (USD)Expedia
- From $200 per night (USD)
VRBO
New, chic villa at Islands West Resort! Vacation in luxury!
- 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 $200 per night (USD)VRBO
- From $525 per night (USD)
Expedia
STEPS TO THE BEACH WITH POOL! CAN BE RENTED AS A 4 BEDROOM!
- Bedrooms:
- 1
- Bathrooms:
- 2
- 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 $525 per night (USD)Expedia
- Click For Pricing
VRBO
Resort Sixty-Six, Holmes Beach, Florida, 1 Bedroom Suite
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
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 $525 per night (USD)
Expedia
STEPS TO THE BEACH WITH POOL! CAN BE RENTED AS A 4 BEDROOM!
- Bedrooms:
- 1
- Bathrooms:
- 2
- 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 $525 per night (USD)Expedia
- From $155 per night (USD)
VRBO
New, fun, close to the beach! Great Villa at the Islands West Resort!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Villa #4 Sand Dollar by AMI Locals Villa in Holmes Beach, Florida Welcome to Villa #4 Sand Dollar, an inviting one-bed ...
From $155 per night (USD)VRBO
- From $200 per night (USD)
Expedia
Luxury Villa at Islands West Resort! Stunning & close to beach!
- 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 $200 per night (USD)Expedia
- From $470 per night (USD)
VRBO
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 $470 per night (USD)VRBO
- From $1067 per night (USD)
Expedia
Amazing waterfront 5 bedroom home with pool and spa, close to beach!
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
Bayfront Paradise by AMI Locals Home in Holmes Beach, Florida VRC18-000090 Welcome to Bayfront Paradise, a truly s ...
From $1067 per night (USD)Expedia
- From $262 per night (USD)
VRBO
A lovely 2 bed and 2 bath property just moments from the beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Idyllic Holiday Properties is a small friendly holiday company offering an honest and efficient service for our privatel ...
From $262 per night (USD)VRBO
- From $330 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 $330 per night (USD)Expedia
- From $303 per night (USD)
VRBO
Minutes to the Beach, Heated Pool, Lush Tropical Setting on AMI
- 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 $303 per night (USD)VRBO
- From $170 per night (USD)
VRBO
Pelican Paradise by Beach Boutique Rentals
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Pelican Paradise! This 2 bedroom condo is close to the beach and in the heart of it all. *Features include* ...
From $170 per night (USD)VRBO
- From $551 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 $551 per night (USD)VRBO
- From $390 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 $390 per night (USD)Expedia
- From $513 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 $513 per night (USD)VRBO
- From $292 per night (USD)
Expedia
Castnetter Beach Resort 6
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Our Holmes Beach property is located at Gulf Drive & 41st Street. Conveniently located at the (7) Acre Lifeguard protec ...
From $292 per night (USD)Expedia
- From $381 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 $381 per night (USD)VRBO
- From $289 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 $289 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 $359 per night (USD)
Expedia
Sun and Surf in Holmes Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
*VRC17-000028 - CITY OF HOLMES BEACH VACATION RENTAL ORDINANCE REQUIRES 7-NIGHT MINIMUM STAYS. THIS PROPERTY REQUIRES A ...
From $359 per night (USD)Expedia
- From $779 per night (USD)
VRBO
Footprints in the Sand managed by Beach Retreats
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
114 48th Street Holmes Beach, FL 34217 Book with confidence: Cancellations up to 30 days prior to arrival result in a r ...
From $779 per night (USD)VRBO
- From $393 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 $393 per night (USD)Expedia
- From $417 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 $417 per night (USD)VRBO
- From $650 per night (USD)
Expedia
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 $650 per night (USD)Expedia
- From $280 per night (USD)
VRBO
Luxury villa at Islands West Resort, near beach, with pool!
- Bedrooms:
- 2
- Bathrooms:
- 2
- 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 $280 per night (USD)VRBO
- From $625 per night (USD)
Expedia
Private Pool! Ping-Pong, Pool Table, Putt-Putt!
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
Stormalong Bay by Stormalong Bay by Anna Maria Island Accommodations Home in Holmes Beach, FL 34217 Welcome to Stormal ...
From $625 per night (USD)Expedia
- From $270 per night (USD)
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 ...
From $270 per night (USD)VRBO
- From $250 per night (USD)
VRBO
Island Retreat - 4 Bedroom with HEATED Pool
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Beautiful Key West style home remodeled in 2003. 4 bedroom and 3.5 baths. Large master suite upstairs with it’s own dec ...
From $250 per night (USD)VRBO
- From $297 per night (USD)
VRBO
Vintage Island Cottage on the Beach- Sunset Views - Bamboo Apts. C1
- 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 ...
From $297 per night (USD)VRBO
- From $282 per night (USD)
Expedia
Anna Maria Island Townhouse - Simply Beautiful! The 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 $282 per night (USD)Expedia
- From $265 per night (USD)
VRBO
Rooftop views of the gulf, view 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 $265 per night (USD)VRBO
- Click For Pricing
Expedia
Private heated salt pool and only 210 steps from the Beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Kokomo Getaway outside is a lush, tropical oasis with two unique outdoor living spaces. When you walk into our Beach Bun ...
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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 ...
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- From $640 per night (USD)
VRBO
New Luxury Island Beach House with Pool and Turf Backyard.
- Bedrooms:
- 6
- Bathrooms:
- 4
- Sleeps:
- 8
Castaway by AMI Locals Home in Holmes Beach, Florida VRC21-000152 Welcome to Castaway, a beautiful luxury home in the h ...
From $640 per night (USD)VRBO
- From $724 per night (USD)
VRBO
Luxury home with private pool + spa! Close to the beach!
- 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 $724 per night (USD)VRBO
- From $454 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 $454 per night (USD)VRBO
- From $280 per night (USD)
VRBO
Playa Encantada - Beachfront Community just 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 $280 per night (USD)VRBO
- From $410 per night (USD)
Expedia
Good Life: Tropical pool home on canal with dock, boat ramp nearby!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Tropical 4 bedroom 2 bath home with heated pool is a mere 350 yards from the sugar sand beaches located on a Sportsman C ...
From $410 per night (USD)Expedia
- From $422 per night (USD)
VRBO
Cozy Cabana East - Gorgeously Renovated w\/Heated Pool, Beach Gear, Walk to Beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Cozy Cabana East! On Anna Maria Island (Holmes Beach, Florida) Renovated Pristine Home w/ Private Pool in Ho ...
From $422 per night (USD)VRBO
- From $543 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, FL Features: • Beachfront Condo property • Shared Heated Pool • ...
From $543 per night (USD)Expedia
- From $580 per night (USD)
VRBO
Beachfront condo with views for days!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Island Paradise #5 by Anna Maria Island Locals Condo in Holmes Beach, FL Features: • Beachfront Condo property • Shared ...
From $580 per night (USD)VRBO
- From $608 per night (USD)
Expedia
Island Paradise #6 - Cozy Condo with Spectacular Gulf Views
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Home Layout: • Bedroom 1 - Master King bed, ensuite bathroom with dual vanity • Bedroom 2 - Queen Bed, shares hallway ba ...
From $608 per night (USD)Expedia
- From $709 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 $709 per night (USD)VRBO
- From $1535 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 $1535 per night (USD)Expedia
- From $639 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 $639 per night (USD)VRBO
- From $186 per night (USD)
Expedia
WBC 105 Attractive Bay Front 2/2 Pool Condo Close To Manatee Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
VRC20-000184 West Bay Cove 105 located at 600 Manatee Ave West in Holmes Beach is a picturesque and luxurious two bedro ...
From $186 per night (USD)Expedia
- From $220 per night (USD)
VRBO
Poolside unit at The Coconuts beachside complex
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Kitchen and Dining area, Living Room, Lanai with direct shared pool access Highlight: -Direct access to the Pool Area - ...
From $220 per night (USD)VRBO
- From $197 per night (USD)
VRBO
Beachside Pointe by Beach Boutique Rentals
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Beachside Pointe! This sparkling clean and bright 2 bedroom condo is close to the beach and in the heart of i ...
From $197 per night (USD)VRBO
- From $403 per night (USD)
VRBO
Island Vibe 1: Close to Beach, 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 $403 per night (USD)VRBO
- From $325 per night (USD)
VRBO
Pet Friendly Home w\/ Heated Pool and Spa
- 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 $325 per night (USD)VRBO
- From $898 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 $898 per night (USD)VRBO
- From $270 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 $270 per night (USD)Expedia
- From $164 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 $164 per night (USD)VRBO
- From $253 per night (USD)
Expedia
Lazy Lizard! A Newly Renovated Island Cottage, Close to the Beach!
- Bedrooms:
- 1
- Bathrooms:
- 2
- 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 $253 per night (USD)Expedia
- From $358 per night (USD)
VRBO
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 $358 per night (USD)VRBO
- From $683 per night (USD)
Expedia
My Big Fat Beach House - 5bd home on Anna Maria Island - By Island Real Estate V
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
My Big Fat Beach House can be your tropical paradise! 1 1/2 short blocks to the white sandy beaches of Anna Maria Islan ...
From $683 per night (USD)Expedia