Holmes Beach Rentals
From $552 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 $552 per night (USD)VRBO
From $488 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 $488 per night (USD)Expedia
From $230 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 $230 per night (USD)VRBO
From $616 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 $616 per night (USD)Expedia
From $835 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 $835 per night (USD)VRBO
From $274 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 $274 per night (USD)VRBO
From $583 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 $583 per night (USD)VRBO
From $221 per night (USD)Expedia
Best Value on Anna Maria Island, Heated Pool, 1.5 Blocks from Beach, Pets OK!
- 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 $221 per night (USD)Expedia
From $352 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 $352 per night (USD)VRBO
From $800 per night (USD)Expedia
The Beach House - sleeps 6 guests in 3 bedrooms
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
A wonderful property right on the beach offering stunning views of the ocean. The Beach House is situated on one of the ...
From $800 per night (USD)Expedia
From $367 per night (USD)VRBO
4 Free Bikes for New Fall Stays Sep 3-Nov 16
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
FALL SPECIAL: 4 FREE bikes for reservations *booked after 8/20/24* for stays *arriving between 9/3/24 and 11/16/24*. (P ...
From $367 per night (USD)VRBO
From $278 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 $278 per night (USD)Expedia
From $277 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 $277 per night (USD)VRBO
From $608 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 dead-end street and close to ...
From $608 per night (USD)VRBO
From $655 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 $655 per night (USD)VRBO
From $342 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 $342 per night (USD)Expedia
From $474 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 $474 per night (USD)VRBO
From $270 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 $270 per night (USD)Expedia
From $259 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 $259 per night (USD)VRBO
From $387 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 $387 per night (USD)Expedia
From $269 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 $269 per night (USD)VRBO
From $472 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 $472 per night (USD)Expedia
From $717 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 $717 per night (USD)VRBO
From $279 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 $279 per night (USD)Expedia
From $281 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 $281 per night (USD)VRBO
From $732 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 $732 per night (USD)Expedia
From $291 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 $291 per night (USD)VRBO
From $1377 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 $1377 per night (USD)VRBO
From $368 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 $368 per night (USD)VRBO
From $602 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 $602 per night (USD)VRBO
From $222 per night (USD)VRBO
Tranquil AMI Resort Check Our last minute August DISCOUNT! Unit 3 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 $222 per night (USD)VRBO
From $754 per night (USD)Expedia
One block off the beach! Waterslide and Rooftop deck!
- 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 $754 per night (USD)Expedia
From $770 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 $770 per night (USD)VRBO
From $306 per night (USD)VRBO
Tranquil AMI Resort Check Our last minute August DISCOUNT! Unit 4 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 $306 per night (USD)VRBO
From $198 per night (USD)VRBO
Tranquil AMI Resort Check Our last minute August DISCOUNT! Unit 1 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 $198 per night (USD)VRBO
From $296 per night (USD)Expedia
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 $296 per night (USD)Expedia
From $278 per night (USD)VRBO
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 $278 per night (USD)VRBO
From $828 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 $828 per night (USD)VRBO
From $416 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 $416 per night (USD)VRBO
From $769 per night (USD)Expedia
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 $769 per night (USD)Expedia
From $437 per night (USD)VRBO
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 $437 per night (USD)VRBO
From $494 per night (USD)Expedia
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 $494 per night (USD)Expedia
From $443 per night (USD)VRBO
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 $443 per night (USD)VRBO
From $443 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 $443 per night (USD)Expedia
From $494 per night (USD)VRBO
Relax in Style at Villa #4 Sand Dollar with Shared Pool Steps to the Beach!
- Bedrooms:
- 1
- Bathrooms:
- 1
- 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 $494 per night (USD)VRBO
From $505 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 $505 per night (USD)Expedia
From $387 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 $387 per night (USD)VRBO
From $1042 per night (USD)Expedia
Amazing waterfront home with pool and spa, close to beach!
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
Bayfront Paradise by AMI Locals Home in Holmes Beach, Florida VRC18-000090 Welcome to Bayfront Paradise, a truly s ...
From $1042 per night (USD)Expedia
From $270 per night (USD)VRBO
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)VRBO
From $301 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 $301 per night (USD)Expedia
From $350 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 $350 per night (USD)VRBO
From $237 per night (USD)Expedia
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 $237 per night (USD)Expedia
From $417 per night (USD)VRBO
4 Free Bikes for New Fall Stays Sep 3-Nov 16
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
FALL SPECIAL: 4 FREE bikes for reservations *booked after 8/20/24* for stays *arriving between 9/3/24 and 11/16/24*. (P ...
From $417 per night (USD)VRBO
From $541 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 $541 per night (USD)Expedia
From $459 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 $459 per night (USD)VRBO
From $330 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 $330 per night (USD)Expedia
From $489 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 $489 per night (USD)VRBO
From $336 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 $336 per night (USD)VRBO
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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 $410 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 $410 per night (USD)Expedia
From $784 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 You may cancel your reservation up to 60 days before check-in for a full refund m ...
From $784 per night (USD)VRBO
From $643 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 $643 per night (USD)Expedia
From $549 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 $549 per night (USD)VRBO
From $741 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 $741 per night (USD)Expedia
From $599 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 $599 per night (USD)VRBO
From $635 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 $635 per night (USD)Expedia
Click For PricingVRBO
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 ...
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Click For PricingExpedia
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 ...
Click For PricingExpedia
From $521 per night (USD)VRBO
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 $521 per night (USD)VRBO
From $250 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 $250 per night (USD)VRBO
Click For PricingVRBO
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 ...
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From $1111 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 $1111 per night (USD)Expedia
From $511 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 $511 per night (USD)VRBO
From $314 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 $314 per night (USD)Expedia
From $596 per night (USD)VRBO
4 Free Bikes for New Fall Stays Sep 3-Nov 16
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
FALL SPECIAL: 4 FREE bikes for reservations *booked after 8/20/24* for stays *arriving between 9/3/24 and 11/16/24*. (P ...
From $596 per night (USD)VRBO
From $492 per night (USD)Expedia
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 $492 per night (USD)Expedia
From $696 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 $696 per night (USD)VRBO
From $646 per night (USD)Expedia
Beachfront Anna Maria Island Condo with Shared Pool & Direct Beach Access!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Island Paradise #5 by AMI Locals Condo in Holmes Beach, Florida Welcome to Island Paradise, a spacious 3-bedroom, 2-b ...
From $646 per night (USD)Expedia
From $817 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 $817 per night (USD)VRBO
From $759 per night (USD)Expedia
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 $759 per night (USD)Expedia
From $1366 per night (USD)VRBO
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 $1366 per night (USD)VRBO
From $792 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 $792 per night (USD)VRBO
From $492 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 $492 per night (USD)VRBO
From $198 per night (USD)Expedia
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 $198 per night (USD)Expedia
From $358 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 $358 per night (USD)VRBO
From $384 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 $384 per night (USD)VRBO
From $667 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 $667 per night (USD)VRBO
From $462 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 $462 per night (USD)Expedia
From $146 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 $146 per night (USD)VRBO
From $273 per night (USD)Expedia
4 Free Bikes for New Fall Stays Sep 3-Nov 16
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
FALL SPECIAL: 4 FREE bikes for reservations *booked after 8/20/24* for stays *arriving between 9/3/24 and 11/16/24*. (P ...
From $273 per night (USD)Expedia
From $492 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 $492 per night (USD)VRBO
From $450 per night (USD)Expedia
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 $450 per night (USD)Expedia
From $440 per night (USD)VRBO
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 $440 per night (USD)VRBO
From $327 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 $327 per night (USD)VRBO
From $439 per night (USD)VRBO
PRIVATE \/ NOT SHARED POOL, WALK TO BEACH
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This beautiful ground-level duplex offers three bedrooms (two king rooms and one twin room with two twin beds). The over ...
From $439 per night (USD)VRBO
From $738 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 $738 per night (USD)Expedia
From $218 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 $218 per night (USD)VRBO
From $639 per night (USD)Expedia
Summer Retreat-Rooftop deck with Gulf and Bay view private heated saltwater pool
- Bedrooms:
- 7
- Bathrooms:
- 6
- Sleeps:
- 12
At a Glance • Less than 2-minute walk to soft white powdery Manatee beach • Rooftop deck with both Gulf and Bay views ...
From $639 per night (USD)Expedia
From $1220 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 $1220 per night (USD)VRBO
From $193 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 $193 per night (USD)VRBO