Holmes Beach Rentals
From $411 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 $411 per night (USD)VRBO
From $214 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 $214 per night (USD)Expedia
From $209 per night (USD)VRBO
Tropical Paradise On The Beach Permit VRC17-000168
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
New Flooring and Furniture in October 2022! This quaint cottage is located "on the beach" at 3007 Avenue F Unit 4 on b ...
From $209 per night (USD)VRBO
From $274 per night (USD)Expedia
1 Bedroom 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 $274 per night (USD)Expedia
From $673 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 $673 per night (USD)VRBO
From $250 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 $250 per night (USD)VRBO
From $468 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 $468 per night (USD)VRBO
From $335 per night (USD)Expedia
Heated Pool 1.5 blocks to Beach Military and First Responder Discounts 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 $335 per night (USD)Expedia
From $269 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 $269 per night (USD)VRBO
From $606 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 $606 per night (USD)Expedia
From $472 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 $472 per night (USD)VRBO
From $229 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 $229 per night (USD)Expedia
From $125 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 $125 per night (USD)VRBO
From $375 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 $375 per night (USD)VRBO
From $545 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 $545 per night (USD)VRBO
From $313 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 $313 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 $240 per night (USD)VRBO
120 m² condominium with nice afternoon sun
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 5
The luxury condominium is located in Holmes Beach. The house is fully furnished and has 2 balconies, one behind full scr ...
From $240 per night (USD)VRBO
From $217 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 $217 per night (USD)VRBO
From $277 per night (USD)VRBO
Coastal Villa North Unit Sweet & cozy ground-level villa, close to the beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
AWESOME LOCATION! The north Side- is a two-bedroom of a villa with all the luxury necessary to feel pampered but the com ...
From $277 per night (USD)VRBO
From $309 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 $309 per night (USD)VRBO
From $387 per night (USD)Expedia
Crabby Coconut - Three Bedroom House, Sleeps 6
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
*THE RATES THROUGH 2023 HAVE BEEN REDUCED 25%, THE QUOTED RATE ALREADY REFLECTS THIS REDUCTION, NO PROMOTION OR SPECIAL ...
From $387 per night (USD)Expedia
From $310 per night (USD)VRBO
Beachfront Bungalow! Newly updated 1 bedroom!
- 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 $310 per night (USD)VRBO
From $450 per night (USD)Expedia
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 $450 per night (USD)Expedia
From $190 per night (USD)VRBO
ONE HOUSE TO THE BEACH - 2BR/2BA House - Anna Maria Island
- 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 $190 per night (USD)VRBO
From $203 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 $203 per night (USD)VRBO
From $1573 per night (USD)VRBO
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 $1573 per night (USD)VRBO
From $143 per night (USD)Expedia
Beach View of Manatee #1 Condo by RVA
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
Looking for that tropical island getaway? Look no further than the Beach View of Manatee #1 by RVA. This lovely, light ...
From $143 per night (USD)Expedia
From $542 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 $542 per night (USD)VRBO
Click For PricingVRBO
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 $250 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 $250 per night (USD)VRBO
From $1900 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 $1900 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 $598 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 $598 per night (USD)VRBO
From $205 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 $205 per night (USD)VRBO
From $901 per night (USD)Expedia
One block off the beach, WATERSLIDE and pool!
- Bedrooms:
- 7
- Bathrooms:
- 4
- Sleeps:
- 8
Pineapple Paradise by Anna Maria Island Locals Home in Holmes Beach, FL Only steps to the beach! Highlights: • Pool a ...
From $901 per night (USD)Expedia
From $632 per night (USD)VRBO
Perfect Family Vacation Home with Putting Green & Waterslide! Close to Beach!
- Bedrooms:
- 7
- Bathrooms:
- 4
- Sleeps:
- 8
Island Pearl Oasis by Anna Maria Island Locals Home in Holmes Beach, FL Just steps away from the beautiful beaches of A ...
From $632 per night (USD)VRBO
From $272 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 $272 per night (USD)VRBO
From $193 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, & one two- ...
From $193 per night (USD)VRBO
From $250 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 $250 per night (USD)Expedia
From $449 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 $449 per night (USD)VRBO
From $682 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 $682 per night (USD)VRBO
From $350 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!! Kenneth Green, Mahanarental 6937 Holmes Blvd, Holmes Be ...
From $350 per night (USD)VRBO
From $821 per night (USD)Expedia
Beautiful Anna Maria Island beach house with waterslide, pool, and rooftop deck
- Bedrooms:
- 6
- Bathrooms:
- 4
- Sleeps:
- 14
Harbor Haven by Anna Maria Island Locals Home in Holmes Beach, FL Just steps away from the beautiful beaches of Anna M ...
From $821 per night (USD)Expedia
From $314 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, Gulf P ...
From $314 per night (USD)VRBO
From $230 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 $230 per night (USD)Expedia
From $525 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 $525 per night (USD)VRBO
Click For PricingExpedia
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 PricingExpedia
From $525 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 $525 per night (USD)VRBO
From $281 per night (USD)Expedia
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 $281 per night (USD)Expedia
From $244 per night (USD)VRBO
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 $244 per night (USD)VRBO
From $307 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 $307 per night (USD)Expedia
From $984 per night (USD)VRBO
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 $984 per night (USD)VRBO
From $184 per night (USD)Expedia
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 $184 per night (USD)Expedia
From $305 per night (USD)VRBO
Perfectly Located Near the Beach and Shopping!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Saltwater Palms by AMI Locals Townhome in Holmes Beach, FL Located just across the street from the Gulf Beaches! Highl ...
From $305 per night (USD)VRBO
From $254 per night (USD)Expedia
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 $254 per night (USD)Expedia
From $200 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 $200 per night (USD)VRBO
From $269 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 $269 per night (USD)Expedia
From $409 per night (USD)VRBO
Newly Remodeled Duplex with Saltwater Pool and Hot Tub
- 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 $409 per night (USD)VRBO
From $509 per night (USD)Expedia
Newly Remodeled Duplex with Saltwater Pool and Hot Tub
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Blue Oasis West by AMI Locals Home in Holmes Beach VRC21-000103 Welcome to Blue Oasis West, a newly remodeled ground-le ...
From $509 per night (USD)Expedia
From $275 per night (USD)VRBO
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 $275 per night (USD)VRBO
From $235 per night (USD)Expedia
DIRECT GULFRONT CONDO - 2BR/2BA Condo with pool and tennis
- 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 $235 per night (USD)Expedia
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 PricingExpedia
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 $386 per night (USD)VRBO
Sun and Surf - Two Bedroom Apartment, Sleeps 4
- 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 $386 per night (USD)VRBO
From $620 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 $620 per night (USD)VRBO
From $281 per night (USD)VRBO
Elevated 3BR/3BA Home - Private Pool Home
- 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 $281 per night (USD)VRBO
From $260 per night (USD)Expedia
Appletini- Pet Friendly Private Pool Home IN Heart of Anna Maria
- 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 $260 per night (USD)Expedia
From $241 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 $241 per night (USD)VRBO
From $697 per night (USD)VRBO
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 $697 per night (USD)VRBO
From $220 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 $220 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 $245 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 $245 per night (USD)VRBO
From $324 per night (USD)Expedia
Anna Maria Island Townhouse - Simply Beautiful!
- 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 $324 per night (USD)Expedia
From $180 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-S ...
From $180 per night (USD)VRBO
From $384 per night (USD)Expedia
Private heated salt pool at OHasis Getaway II and only 210 steps from the Beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
OHasis Getaway II’s outside is a lush, tropical oasis with two unique outdoor living spaces. When you walk into our Beac ...
From $384 per night (USD)Expedia
From $454 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 $454 per night (USD)VRBO
Click For PricingExpedia
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 $786 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 $786 per night (USD)VRBO
From $220 per night (USD)Expedia
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 $220 per night (USD)Expedia
From $475 per night (USD)VRBO
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 $475 per night (USD)VRBO
From $299 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 $299 per night (USD)VRBO
From $474 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, FL Features: • Beachfront Condo property • Shared Heated Pool • ...
From $474 per night (USD)VRBO
From $509 per night (USD)Expedia
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 $509 per night (USD)Expedia
From $1129 per night (USD)VRBO
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 $1129 per night (USD)VRBO
From $814 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 $814 per night (USD)Expedia
From $2347 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 $2347 per night (USD)VRBO
From $649 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 $649 per night (USD)VRBO
From $186 per night (USD)VRBO
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)VRBO
From $145 per night (USD)Expedia
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 $145 per night (USD)Expedia
From $105 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 $105 per night (USD)VRBO
From $224 per night (USD)VRBO
Island Vibe 1: Close to Beach, Heated Pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Island Vibe 1 is a renovated three bedroom, two bath home with a private heated pool and lots of lush tropical landscapi ...
From $224 per night (USD)VRBO
From $183 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 $183 per night (USD)VRBO
From $420 per night (USD)Expedia
Sul Mare at Vista Grande on Anna Maria Island
- 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 $420 per night (USD)Expedia
From $361 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 $361 per night (USD)VRBO
From $83 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 $83 per night (USD)Expedia
From $196 per night (USD)VRBO
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 $196 per night (USD)VRBO
From $197 per night (USD)Expedia
Pink Flamingo in Palm Isle Village - 2BR Condo with Pool
- 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 $197 per night (USD)Expedia
From $945 per night (USD)VRBO
MY BIG FAT BEACH HOUSE - 5bd home on Anna Maria Island
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
My Big Fat Beach House can be your tropical paradise! 2 short blocks to the white sandy beaches of Anna Maria Island. M ...
From $945 per night (USD)VRBO
From $265 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 $265 per night (USD)Expedia