Holmes Beach Rentals
- From $579 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 $579 per night (USD)VRBO
- From $815 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 $815 per night (USD)Expedia
- From $299 per night (USD)
VRBO
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 $299 per night (USD)VRBO
- From $1184 per night (USD)
Expedia
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 $1184 per night (USD)Expedia
- From $898 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 $898 per night (USD)VRBO
- From $215 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 $215 per night (USD)Expedia
- From $767 per night (USD)
VRBO
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 $767 per night (USD)VRBO
- From $375 per night (USD)
Expedia
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 $375 per night (USD)Expedia
- From $224 per night (USD)
VRBO
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 $224 per night (USD)VRBO
- From $400 per night (USD)
Expedia
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)Expedia
- From $390 per night (USD)
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 ...
From $390 per night (USD)VRBO
- From $645 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 $645 per night (USD)Expedia
- From $157 per night (USD)
VRBO
ONE HOUSE TO THE BEACH - 2BR\/2BA House - Anna Maria Island - By Island Real Esta
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
DISCLOSURE!!: There is currently an ongoing disagreement regarding the beach access path on 78th Street. In the meantime ...
From $157 per night (USD)VRBO
- From $725 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 $725 per night (USD)Expedia
- From $612 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 $612 per night (USD)VRBO
- From $989 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 $989 per night (USD)Expedia
- From $995 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 $995 per night (USD)VRBO
- From $1001 per night (USD)
Expedia
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)Expedia
- From $269 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 $269 per night (USD)VRBO
- From $175 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 $175 per night (USD)Expedia
- From $442 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 $442 per night (USD)VRBO
- From $575 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 $575 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
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)VRBO
- Click For Pricing
Expedia
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
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)VRBO
- From $716 per night (USD)
Expedia
Beautiful Anna Maria Island beach house with 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 $716 per night (USD)Expedia
- From $375 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 $375 per night (USD)VRBO
- From $405 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 $405 per night (USD)Expedia
- From $989 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 $989 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
Idyllic Holiday Properties is a small friendly holiday company offering an honest and efficient service for our privatel ...
From $270 per night (USD)Expedia
- From $326 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 $326 per night (USD)VRBO
- From $795 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 $795 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 $430 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 $430 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 $402 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 $402 per night (USD)Expedia
- From $315 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 $315 per night (USD)VRBO
- From $352 per night (USD)
Expedia
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 $352 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 Pricing
Expedia
Resort Sixty-Six - Anna Maria Island Quiet Studio
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This is a full-service resort. Your check-in procedures will model that of a hotel and your room number will be assigned ...
Click For PricingExpedia
- From $437 per night (USD)
VRBO
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 $437 per night (USD)VRBO
- From $463 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 $463 per night (USD)Expedia
- From $426 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 $426 per night (USD)VRBO
- From $644 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 $644 per night (USD)Expedia
- From $330 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 $330 per night (USD)VRBO
- From $663 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 $663 per night (USD)Expedia
- 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 ...
Click For PricingExpedia
- Click For Pricing
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 ...
Click For PricingExpedia
- From $674 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 $674 per night (USD)VRBO
- From $334 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 $334 per night (USD)Expedia
- From $825 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 $825 per night (USD)VRBO
- From $376 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 $376 per night (USD)VRBO
- From $266 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 $266 per night (USD)VRBO
- From $399 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 $399 per night (USD)Expedia
- From $540 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 $540 per night (USD)VRBO
- From $541 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 $541 per night (USD)Expedia
- From $544 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 $544 per night (USD)VRBO
- From $908 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 $908 per night (USD)Expedia
- From $1484 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 $1484 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 $245 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 $245 per night (USD)VRBO
- From $371 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 $371 per night (USD)VRBO
- From $706 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 $706 per night (USD)VRBO
- From $191 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 $191 per night (USD)Expedia
- From $185 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 $185 per night (USD)VRBO
- From $225 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 $225 per night (USD)Expedia
- From $404 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 $404 per night (USD)VRBO
- From $915 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 $915 per night (USD)Expedia
- From $378 per night (USD)
VRBO
Peacock Crossing by AMI Locals - NEWLY Remodeled! Walk to Beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Peacock Crossing! This charming 3 Bedroom, 2 Bath is your island getaway oasis tucked away in a serene neigh ...
From $378 per night (USD)VRBO
- From $902 per night (USD)
Expedia
3 Bedroom Townhouse - Your private Holmes Beach vacation home
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Welcome to the spacious Unit 12, a three-bedroom, three-bathroom townhouse attractively adorned with white walls, cool p ...
From $902 per night (USD)Expedia
- From $363 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 $363 per night (USD)VRBO
- From $700 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 $700 per night (USD)Expedia
- From $2000 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 $2000 per night (USD)VRBO
- From $1110 per night (USD)
Expedia
Summer Paradise-Rooftop deck and private heated pool\/spa
- Bedrooms:
- 7
- 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 ...
From $1110 per night (USD)Expedia
- From $1107 per night (USD)
VRBO
Perfect island vacation home for families! 8 bedroom luxury pool home near beach
- Bedrooms:
- 7
- Bathrooms:
- 8
- Sleeps:
- 16
Malibu Beach by Anna Maria Island Locals Home in Holmes Beach, FL Highlights: • Rooftop deck with breathtaking views • ...
From $1107 per night (USD)VRBO
- From $351 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 $351 per night (USD)Expedia
- From $234 per night (USD)
VRBO
Ground-floor home with fast WiFi, shared pool, & central AC - close to beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
The Villas, Condo 1A Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
From $234 per night (USD)VRBO
- From $1060 per night (USD)
Expedia
Perfect Family Vacation Home with Private Pool and Spa!
- Bedrooms:
- 7
- Bathrooms:
- 8
- Sleeps:
- 16
Surf View by Anna Maria Island Locals Home in Holmes Beach, FL Highlights: • Pool with sundeck, spa, swim-up Tiki tabl ...
From $1060 per night (USD)Expedia
- From $559 per night (USD)
VRBO
Brand New Home with Private Pool and Pool Table! - Palma Royale
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
Palma Royale by Anna Maria Island Accommodations Home in Holmes Beach, FL 34217 Welcome to Palma Royale! This beauti ...
From $559 per night (USD)VRBO
- From $212 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 $212 per night (USD)Expedia
- From $216 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 $216 per night (USD)VRBO
- Click For Pricing
Expedia
211 83rd Street in Holmes Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
211 83rd Street - Anna Maria Island - 2 Bedroom / 2 Bath, maximum occupancy of 6 people. VRC#19-000026 Private Po ...
Click For PricingExpedia
- From $1201 per night (USD)
VRBO
Large Home Directly on the Beach - By Island Real Estate Vacations
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 14
Family friendly with fantastic views and directly on the Gulf of Mexico sound like your idea of a perfect vacation renta ...
From $1201 per night (USD)VRBO
- From $1112 per night (USD)
Expedia
Private Tropical Oasis so close to BEACH with a great Pool and Spa!
- Bedrooms:
- 6
- Bathrooms:
- 8
- Sleeps:
- 16
Tropical Oasis by Anna Maria Island Locals Home in Holmes Beach, FL Highlights: • Private pool with waterfall, hot tub ...
From $1112 per night (USD)Expedia
- From $856 per night (USD)
VRBO
Mainsail Beach Inn 2 Bedroom
- Bedrooms:
- 3
- 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 $856 per night (USD)VRBO
- From $771 per night (USD)
Expedia
Coastal Sunrise- Luxury 3 bedroom gulf front condo with stunning views with pool
- Bedrooms:
- 3
- 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 $771 per night (USD)Expedia
- From $600 per night (USD)
VRBO
Coastal Bliss- 2-Minute Walk (500 Feet) to the beach with private pool and spa
- Bedrooms:
- 6
- 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 $600 per night (USD)VRBO
- From $318 per night (USD)
Expedia
Great Cottage with private pool, so close to beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Coconut Cottage #4 By Anna Maria Island Locals Condo in Holmes Beach, FL Located across the street from the Manatee Pub ...
From $318 per night (USD)Expedia
- From $299 per night (USD)
VRBO
Cozzi Cottage located only steps to the white sandy beaches complete with rooftop terrace
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Brimming with historic character, this charming ground level 1 bedroom/1 bath cottage has a bright modern, organic feel– ...
From $299 per night (USD)VRBO
- From $389 per night (USD)
Expedia
Big Family House Close to Beach, Heated Lagoon Pool, Infant\/Pet friendly
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 10
Stay at the home of a NY Times best-selling food writer and her tech husband! Pet friendly, lots of space and charm, gre ...
From $389 per night (USD)Expedia
- From $180 per night (USD)
VRBO
Steps from the Beach 2BR
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Casa Coconut AMI unit 1, located at 4104 4th Avenue in Holmes Beach, on Anna Maria Island, a delightful island locale di ...
From $180 per night (USD)VRBO
- Click For Pricing
Expedia
Great location near Manatee Beach 1BR
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Great work or study from "home" while on vacation. This unit has large office space in addition to the living area and i ...
Click For PricingExpedia
- Click For Pricing
VRBO
2BR Steps from Manatee Beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Casa Coconut AMI unit 2 is located at 4104 4th Avenue in Holmes Beach, on Anna Maria Island, a delightful island locale ...
Click For PricingVRBO
- From $782 per night (USD)
Expedia
Incredible pool home near the beach - Take Me Away
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Take Me Away by AMI Locals Home in Holmes Beach, FL 34217 VRC20-000170 Welcome to Take Me Away, a lovely, recently reno ...
From $782 per night (USD)Expedia
- From $160 per night (USD)
VRBO
Terrace Condo 1 Pool Condo Relaxing Tropical Pool Deck Close To Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
VRC 19-00237 The Terrace Condominium #1, located at 3100 Gulf Drive in Holmes Beach is a beautifully and comfortably fu ...
From $160 per night (USD)VRBO
- From $202 per night (USD)
Expedia
⚓3\/2.5 Private Canal Front Pool Home on AMI⚓Close To Beaches
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Location, Location (see map): There are seven miles of pristine, quartz sand beaches shimmering along our island and you ...
From $202 per night (USD)Expedia
- From $401 per night (USD)
VRBO
Sunrise Bay Unit B! Heated pool! Walk to beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This is a spacious completely updated ground floor 2/2. Unit B is part of a 2 unit duplex with a private porch and grill ...
From $401 per night (USD)VRBO
- From $334 per night (USD)
Expedia
Sunrise Bay Unit A! Heated pool! Walk to beach!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This is unit A in a 2 unit duplex. The place has been completely upgraded from top to bottom with brand new everything. ...
From $334 per night (USD)Expedia
- From $272 per night (USD)
VRBO
Updated Resort Retreat on Anna Maria Island!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Map out your coastal Florida escape to this warm and welcoming 2-bedroom, 2-bathroom vacation rental located on Anna Mar ...
From $272 per night (USD)VRBO
- From $451 per night (USD)
Expedia
Ebb Tide by Duncan Real Estate
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Come to this Island home and have a vacation of a lifetime! Totally remodeled, this 3-bedroom, 3-bath pool home is well ...
From $451 per night (USD)Expedia