Anna Maria, Florida Vacation Rentals. Book Beach Rentals, Lake Houses, Condos, Cabins, Villas, and Homes in Anna Maria, Florida on RentalSaver.com!

Anna Maria Rentals

From $540 per night (USD)
VRBO
Seaside Beach House 105 Gulf Front Condo Pool Unforgettable Sunset Views
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
VRC16-000506 You will enjoy this gulf front condominium on Florida's Anna Maria Island. This is a smoke free two-bedroo ...
From $540 per night (USD)
VRBO
From $737 per night (USD)
Expedia
Beautiful Island Home with Great Amenities, Pool, Grill, located close to the Gulf Beaches
Bedrooms:
5
Bathrooms:
4
Sleeps:
8
Welcome to Coconut Hideaway located just steps away from the Gulf beaches of Anna Maria Island. This beach house has a p ...
From $737 per night (USD)
Expedia
From $786 per night (USD)
VRBO
Luxury Four Bedroom Home with Easy Access to Beach. Pool and private Patio.
Bedrooms:
5
Bathrooms:
4
Sleeps:
8
Welcome to Aqua Oasis located just steps from the Gulf beaches of Anna Maria Island. This beach house has a private pati ...
From $786 per night (USD)
VRBO
From $399 per night (USD)
Expedia
Ground Floor Two Bedroom Island Styled Home on Beautiful Anna Maria. Close to Beaches!!
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Welcome to Groovy Gecko Cottage just a few houses down from the Gulf beaches of Anna Maria Island. This cottage is a gro ...
From $399 per night (USD)
Expedia
From $500 per night (USD)
VRBO
Coastal cute on Anna Maria Island, 2 bedroom with private pool! Pet friendly
Bedrooms:
2
Bathrooms:
4
Sleeps:
4
Coral Breeze (Units A and B) is your new paradise. Each 2 bedroom 2 bath side of this adorable duplex features everythin ...
From $500 per night (USD)
VRBO
From $303 per night (USD)
Expedia
Updated 2 bedroom, beach condo on Anna Maria Island!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
This is a bright and well maintained two bedroom/ two bath condo in desirable Westbay Pointe & Moorings Condominiums sit ...
From $303 per night (USD)
Expedia
From $378 per night (USD)
VRBO
Seaside Beach House 102 Gulf Front Condo Pool Unforgettable Sunset Views
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
VRC16-000503 Seaside Beach House #102 located at 102 68th Street in Holmes Beach is a direct Gulf front complex with a ...
From $378 per night (USD)
VRBO
From $713 per night (USD)
Expedia
Seaside Beach House 205 Gulf Front Condo Pool Unforgettable Sunset Views
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
VRC16-000508 You will enjoy this gulf front condominium on Florida's Anna Maria Island. This is a smoke free two bedroo ...
From $713 per night (USD)
Expedia
From $498 per night (USD)
VRBO
Two Bedroom Cozy Island Home Right Around the Corner from Gulf Beaches. Lots of Amenities!
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Welcome to Loggerhead Beach House just a few houses from the Gulf beaches on Anna Maria Island. Loggerhead Beach House i ...
From $498 per night (USD)
VRBO
$Anna Maria Island Beach Condo w\/ Stunning Views!$
From $358 per night (USD)
Expedia
Anna Maria Island Beach Condo w\/ Stunning Views!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Your ultimate Sunshine State getaway starts here at this 2-bedroom, 2-bath Holmes Beach vacation rental, situated right ...
From $358 per night (USD)
Expedia
From $498 per night (USD)
VRBO
Beautiful cottage just around the corner from the beach with Private Pool!
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Welcome to Seahorse Beach House located just a few houses from the Gulf beaches of Anna Maria Island. Seahorse Beach Hou ...
From $498 per night (USD)
VRBO
From $439 per night (USD)
Expedia
Ground Floor Cottage with 2 Master Suites and Private Heated Pool - Close to Beach!!!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to Castaway Cottage located 2 houses down from the Gulf beaches of Anna Maria Island. Castaway Cottage is a grou ...
From $439 per night (USD)
Expedia
From $430 per night (USD)
VRBO
Cute Cottage with 2 Master Suites and Expansive Pool Two Blocks from Beautiful Anna Maria Beaches!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to Lemon Cottage located just 2 blocks from the Gulf beaches of Anna Maria Island. Lemon Cottage is a ground lev ...
From $430 per night (USD)
VRBO
From $399 per night (USD)
Expedia
Two Bedroom Ground Floor Island Home Sleeps 5 and Includes Heated Pool.
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Welcome to the Sand Dollar Shack located just a few houses from the Gulf beaches on Anna Maria Island. The Sand Dollar S ...
From $399 per night (USD)
Expedia
From $1291 per night (USD)
VRBO
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 $1291 per night (USD)
VRBO
$⚓3\/2.5 Private Canal Front Pool Home on AMI⚓Close To Beaches$
From $235 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 $235 per night (USD)
Expedia
From $535 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 $535 per night (USD)
Expedia
From $506 per night (USD)
Expedia
Two bedroom private heated pool and hot tub, on AMI- pet friendly!
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Island Delight is a cozy 2 bedroom one bath duplex with a private heated saltwater pool and hot tub in the Seaside Garde ...
From $506 per night (USD)
Expedia
From $461 per night (USD)
VRBO
Cozy Cottage for 4 located steps from the beach. Heated Pool in private Patio.
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Welcome to Yellowfin Cottage located just 2 houses from the Gulf beaches on Anna Maria Island. Yellowfin Cottage is a gr ...
From $461 per night (USD)
VRBO
From $424 per night (USD)
Expedia
Coastal cute on Anna Maria Island, 2 bedroom with private pool! Pet friendly
Bedrooms:
2
Bathrooms:
4
Sleeps:
4
Coral Breeze (Units A and B) is your new paradise. Each 2 bedroom 2 bath side of this adorable duplex features everythin ...
From $424 per night (USD)
Expedia
$A Wright Place 2\/2 Private Pool Duplex Short Block To Beautiful Beaches$
From $285 per night (USD)
VRBO
A Wright Place 2\/2 Private Pool Duplex Short Block To Beautiful Beaches
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
VRC16-000511 A Wright Place, located at 6803 Holmes Blvd., is a comfortable two bedroom, two bath duplex with poolside ...
From $285 per night (USD)
VRBO
From $553 per night (USD)
Expedia
3 bedroom, luxury beach house on Anna Maria Island, private pool!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Palm Villa is a New England style cottage and Florida Keys getaway all rolled into one. The vaulted main room ceiling gi ...
From $553 per night (USD)
Expedia
From $429 per night (USD)
VRBO
Holmes Beach Cottage Steps to the Beach with Heated Pool!
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Welcome to the Starfish Shack located just a few houses from the Gulf beaches of Anna Maria Island. The Starfish Shack i ...
From $429 per night (USD)
VRBO
From $556 per night (USD)
Expedia
Three Bedroom Ground Floor Home with Retro Finishes and many Amenities!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Welcome to Lime Cottage located just 2 blocks from the Gulf beaches of Anna Maria Island. Lime Cottage is a ground level ...
From $556 per night (USD)
Expedia
From $285 per night (USD)
VRBO
Cozy cottage on Anna Maria Island, 2 bedroom - pet friendly
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
The cozy front porch of Gulf Winds A invites you to have your morning coffee or your evening cocktail and in the back ya ...
From $285 per night (USD)
VRBO
From $764 per night (USD)
Expedia
One house to the Beach with expansive heated pool!! Sleeps 8
Bedrooms:
5
Bathrooms:
4
Sleeps:
8
Welcome to Sunset Beach House just a few steps away from the Gulf beaches of Anna Maria Island. Sunset Beach is a 4 bed ...
From $764 per night (USD)
Expedia
From $420 per night (USD)
VRBO
Island Cottage with open living area, pool, ground floor very close to beach located in Holmes Beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to Bluefin Cottage located a few houses from the Gulf beaches of Anna Maria Island. Bluefin Cottage is a half d ...
From $420 per night (USD)
VRBO
$Lake By The Beach Pool\/Spa Home Overlooking Secluded Lake Native Landscaping$
From $534 per night (USD)
Expedia
Lake By The Beach Pool\/Spa Home Overlooking Secluded Lake Native Landscaping
Bedrooms:
3
Bathrooms:
2
Sleeps:
6
VRC16-000495 The Lake by the Beach at 6806 Palm Drive offers the best of both worlds! This beautiful two bedroom, two b ...
From $534 per night (USD)
Expedia
From $966 per night (USD)
VRBO
Private Heated Pool Home in Holmes Beach - Fernweh - By Island Real Estate Vaca
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Welcome to Fernweh! (Means to crave for travel; being homesick for a place you've never been) New Luxury Home located at ...
From $966 per night (USD)
VRBO
$Beautiful 3BR \/2BA, Family Friendly Home w\/Private pool\/patio area$
From $477 per night (USD)
Expedia
Beautiful 3BR \/2BA, Family Friendly Home w\/Private pool\/patio area
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
3 bedroom 2 bathroom vacation home on beautiful Anna Maria Island, Just two short blocks from the most breathtaking whit ...
From $477 per night (USD)
Expedia
From $977 per night (USD)
VRBO
Pool and Beach Access: Ultimate Friends Getaway! - Coconuts Gulf View #117
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Coconuts Gulf View #117 by AMI Locals Condo in Holmes Beach, FL Coconuts Gulf View #117 is the ultimate spot for a fri ...
From $977 per night (USD)
VRBO
From $672 per night (USD)
Expedia
Chapter 2: Renovated pool home, tiki hut and close to beach!
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
Welcome to Chapter II Create some magic memories in a slice of “Old Florida”. Relax outside in the heated saltwater ...
From $672 per night (USD)
Expedia
From $919 per night (USD)
VRBO
2nd floor Condo with Beach and Pool Access - Coconuts Gulf View #118
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Coconuts Gulf Views #118 by AMI Locals Condo in Holmes Beach, Florida VRC21-000172 Let the good times roll at Coconu ...
From $919 per night (USD)
VRBO
$Coconuts108 - GULFFRONT - 1BR\/1BA with pool - By Island Real Estate Vacations$
From $487 per night (USD)
Expedia
Coconuts108 - GULFFRONT - 1BR\/1BA with pool - By Island Real Estate Vacations
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
“The Coconuts Beach Resort 108” is a 1 bed 1 bath beach front condo, nestled in the heart of Holmes Beach. Apart of the ...
From $487 per night (USD)
Expedia
From $359 per night (USD)
VRBO
A Shore Thing - Relaxing Island Living , Large Heated Pool, Boat Lift
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
This beach house is "A Shore Thing" for creating fantastic vacation memories. This newly furnished ground level home is ...
From $359 per night (USD)
VRBO
From $979 per night (USD)
Expedia
Sweet Retreat Cottage: Ground level cottage across the street from the beach
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
This Anna Maria Island rental was given the name Sweet Retreat Cottage for a reason. Offering a private heated pool, vie ...
From $979 per night (USD)
Expedia
From $931 per night (USD)
VRBO
Golf Cart, Salty Shamrock by SeaBreeze Vacation
Bedrooms:
3
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 $931 per night (USD)
VRBO
From $402 per night (USD)
Expedia
BAY PALMS - SPACIOUS POOL HOME WITH WONDERFUL AMENITIES. WALK TO A GREAT BEACH! A MUST SEE!
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
Bay Palms..... Exceptional, newer 3 bedroom, 2.5 bath villa located just a short walk to the beach. This wonderful renta ...
From $402 per night (USD)
Expedia
From $502 per night (USD)
VRBO
AM I Dreaming: Heated Pool, Family Friendly Home, 3-min walk to beach!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
The vacation you have imagined finally becomes a reality. AM I dreaming is a bright and charming 3 bedroom, 2 bathroom c ...
From $502 per night (USD)
VRBO
$217 84th - Anna Maria Island- Private home 3 Bedroom\/ 2 Bath with private...$
From $320 per night (USD)
Expedia
217 84th - Anna Maria Island- Private home 3 Bedroom\/ 2 Bath with private...
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
217 84th Street - Anna Maria Island - 3 Bedroom/ 2 Bath, maximum occupancy of 6 people. VRC#20-000113 Private Poo ...
From $320 per night (USD)
Expedia
Click For Pricing
VRBO
LIME IN DE COCONUT- DOWNSTAIRS
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
LIME IN DE COCONUT- DOWNSTAIRS..... Adorable, ground level two bedroom, two bath in a 2 unit cottage. Cheery beach de ...
Click For Pricing
VRBO
$Sand Of Times-Beautiful 6 bedrooms with private pool\/spa with a water slide$
From $773 per night (USD)
Expedia
Sand Of Times-Beautiful 6 bedrooms with private pool\/spa with a water slide
Bedrooms:
5
Bathrooms:
6
Sleeps:
12
Sands of Time 6908 Holmes Blvd Holmes Beach, FL 34217 Sands of Time is a newly built 6 bedroom, 4.5 bathroom vacation ...
From $773 per night (USD)
Expedia
$BEACH FRONT, 2 Bd\/2 Bath, FREE WiFi & Trolley, Heated Pool and Awesome Sunsets$
From $490 per night (USD)
VRBO
BEACH FRONT, 2 Bd\/2 Bath, FREE WiFi & Trolley, Heated Pool and Awesome Sunsets
Bedrooms:
2
Bathrooms:
3
Sleeps:
4
**ASK ABOUT LAST MINUTE DEALS! Enjoy a fabulous stay at the beach in this beautifully remodeled two bedroom ...
From $490 per night (USD)
VRBO
From $412 per night (USD)
Expedia
Vibrant retreat with pool, beach access, tennis, balcony, & stunning ocean views
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Gulf Place 19 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $412 per night (USD)
Expedia
$Lakeside Beach House 3\/2 Pool Home Outdoor Kitchen Close to Beach$
From $541 per night (USD)
VRBO
Lakeside Beach House 3\/2 Pool Home Outdoor Kitchen Close to Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
VRC16-000807 The Lakeside Beach House is a wonderful newly renovated three bedroom, two bath home with a private heated ...
From $541 per night (USD)
VRBO
From $703 per night (USD)
Expedia
Gulf Front 1 Bedroom Condo - Amazing Views
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Coconuts Beachfront #112 Condo in Holmes Beach, Florida VRC21-000175 Your dream beach vacation awaits at Coconuts Beach ...
From $703 per night (USD)
Expedia
From $964 per night (USD)
VRBO
Mango Bay - Ready for Guests, November 2024!
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Welcome to Mango Bay! On Anna Maria Island (Holmes Beach, FL) Gorgeously Renovated Spacious Home w/Pool, Spa, Game Room ...
From $964 per night (USD)
VRBO
From $584 per night (USD)
Expedia
Sandy Turtle by SeaBreeze Vacation
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Located on the tranquil beaches of Anna Maria Island, Sandy Turtle is mere steps away from the beach and offers pictures ...
From $584 per night (USD)
Expedia
From $626 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 $626 per night (USD)
VRBO
$ONE HOUSE TO THE BEACH - 2BR\/2BA House - Anna Maria Island - By Island Real Esta$
From $308 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 $308 per night (USD)
Expedia
From $308 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 $308 per night (USD)
VRBO
From $278 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 $278 per night (USD)
Expedia
From $1722 per night (USD)
VRBO
Experience Island Life! Great private Pool and Spa
Bedrooms:
2
Bathrooms:
4
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 $1722 per night (USD)
VRBO
From $366 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 $366 per night (USD)
Expedia
From $576 per night (USD)
VRBO
STEPS TO THE BEACH WITH POOL! CAN BE RENTED AS A 4 BEDROOM!
Bedrooms:
1
Bathrooms:
3
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 $576 per night (USD)
VRBO
From $576 per night (USD)
Expedia
STEPS TO THE BEACH WITH POOL! CAN BE RENTED AS A 4 BEDROOM!
Bedrooms:
1
Bathrooms:
3
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 $576 per night (USD)
Expedia
From $370 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 $370 per night (USD)
VRBO
From $302 per night (USD)
Expedia
A lovely 2 bed and 2 bath property just moments from the beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Seabreeze Cottage is situated on a quiet road with access to the beach, via a leafy lane, just 200 feet away. The prope ...
From $302 per night (USD)
Expedia
From $1025 per night (USD)
VRBO
One block off the beach! Waterslide and Rooftop deck!
Bedrooms:
7
Bathrooms:
6
Sleeps:
8
Pineapple Paradise by AMI Locals Home in Holmes Beach, Florida VRC19-000039 Come and visit Pineapple Paradise! This ...
From $1025 per night (USD)
VRBO
$GULF BEACH Directly in Front w\/ Heated Pool, FREE WiFi & Trolley, Great Sunsets!$
From $600 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 $600 per night (USD)
Expedia
From $905 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 $905 per night (USD)
VRBO
From $559 per night (USD)
Expedia
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 $559 per night (USD)
Expedia
From $221 per night (USD)
VRBO
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)
VRBO
From $279 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 $279 per night (USD)
Expedia
$La Casa Costiera - Beachfront Condo w\/Gulf View - Pool - Jacuzzi - BBQ Area$
From $664 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 $664 per night (USD)
VRBO
From $741 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 $741 per night (USD)
Expedia
From $358 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 $358 per night (USD)
VRBO
From $759 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 $759 per night (USD)
Expedia
From $670 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 $670 per night (USD)
VRBO
$DIRECT GULFRONT CONDO - 2BR\/2BA Condo with pool and tennis - By Island Real Esta$
From $473 per night (USD)
Expedia
DIRECT GULFRONT CONDO - 2BR\/2BA Condo with pool and tennis - By Island Real Esta
Bedrooms:
2
Bathrooms:
3
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 $473 per night (USD)
Expedia
From $332 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 $332 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 Pricing
Expedia
From $492 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 $492 per night (USD)
VRBO
From $322 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 $322 per night (USD)
Expedia
From $703 per night (USD)
VRBO
Cozy Cabana East - Newly Furnished & Ready for Guests, December 2024!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to Cozy Cabana East! On Anna Maria Island (Holmes Beach, Florida) Renovated Pristine Home w/ Private Pool in Ho ...
From $703 per night (USD)
VRBO
From $1029 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 $1029 per night (USD)
Expedia
From $2304 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 $2304 per night (USD)
VRBO
From $643 per night (USD)
Expedia
Poolside unit at The Coconuts beachside complex
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Kitchen and Dining area, Living Room, Lanai with direct shared pool access Highlight: -Direct access to the Pool Area - ...
From $643 per night (USD)
Expedia
From $1157 per night (USD)
VRBO
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 $1157 per night (USD)
VRBO
From $237 per night (USD)
Expedia
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 $237 per night (USD)
Expedia
From $305 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 $305 per night (USD)
VRBO
From $225 per night (USD)
Expedia
Ground-floor home with fast WiFi, shared pool, & central AC - close to beach
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
The Villas, Condo 1A Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
From $225 per night (USD)
Expedia
From $902 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 $902 per night (USD)
VRBO
From $341 per night (USD)
Expedia
Lazy Lizard! A Newly Renovated Island Cottage, Close to the Beach!
Bedrooms:
1
Bathrooms:
3
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 $341 per night (USD)
Expedia
From $929 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 $929 per night (USD)
VRBO
From $1462 per night (USD)
Expedia
Large Home Directly on the Beach - By Island Real Estate Vacations
Bedrooms:
4
Bathrooms:
7
Sleeps:
12
Family friendly with fantastic views and directly on the Gulf of Mexico sound like your idea of a perfect vacation renta ...
From $1462 per night (USD)
Expedia
From $1059 per night (USD)
VRBO
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 $1059 per night (USD)
VRBO
From $1022 per night (USD)
Expedia
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 $1022 per night (USD)
Expedia
$Big Family House Close to Beach, Heated Lagoon Pool, Infant\/Pet friendly$
From $763 per night (USD)
VRBO
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 $763 per night (USD)
VRBO
From $226 per night (USD)
Expedia
Breezy house with great location near beach, shopping & dining
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Guava Getaway Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $226 per night (USD)
Expedia
From $267 per night (USD)
VRBO
Cozy cottage on Anna Maria Island, 2 bedroom - pet friendly!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
The cozy front porch of Gulf Winds B invites you to have your morning coffee or your evening cocktail and in the back ya ...
From $267 per night (USD)
VRBO
$Ground Floor Luxury Home, Heated Pool\/Spa 🌴🌴🌴🌴$
From $373 per night (USD)
Expedia
Ground Floor Luxury Home, Heated Pool\/Spa 🌴🌴🌴🌴
Bedrooms:
5
Bathrooms:
5
Sleeps:
8
Ground Floor Luxury Home with Heated Pool/Spa, very close to Beach 🌴🌴🌴🌴 Welcome to the AMI Beach Home on beautiful ...
From $373 per night (USD)
Expedia
From $554 per night (USD)
VRBO
Barefoot Dreams: NO DAMAGE FROM STORMS! Pool Open! by Anna Maria Life Vacation Rentals
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Barefoot Dreams is ready for your vacation! We had to take a brief pause to regroup but…Barefoot Dreams is ready for yo ...
From $554 per night (USD)
VRBO
From $607 per night (USD)
Expedia
Private home with Pool, Spa, and Ping Pong! 6 mins to Beach! - Banana Cabana
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
Banana Cabana by Anna Maria Island Accommodations 318 64th St Holmes Beach, FL 34217 Relaxation awaits at Banana Caba ...
From $607 per night (USD)
Expedia
From $1292 per night (USD)
VRBO
Beautiful home with fenced yard, heated pool, hot tub, and elevator!
Bedrooms:
4
Bathrooms:
6
Sleeps:
10
Sand Castle 2 Blocks to Beach Beautiful 5 bedroom/3.5 bath home with a large privacy fenced lushly tropical landscaped ...
From $1292 per night (USD)
VRBO
From $501 per night (USD)
Expedia
Beautiful home near the beach with heated pool
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Highlights • Less than a five-minute walk to the beach • Private pool • Washer and dryer • Less than a 10-minute troll ...
From $501 per night (USD)
Expedia
From $798 per night (USD)
VRBO
Family Home with Pool Near Gulf Beaches - Corona Joe's Beach Cottage
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Corona Joe's Beach Cottage by AMI Accommodations Home in Holmes Beach, FL VRC17-000163 Experience the perfect family g ...
From $798 per night (USD)
VRBO
$Beautiful, Ground Level 4 bedroom\/3 bath home, just a short block to the beach$
From $908 per night (USD)
Expedia
Beautiful, Ground Level 4 bedroom\/3 bath home, just a short block to the beach
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Simply Chic 1.5 Blocks to Beach Beautiful, Ground Level 4 bedroom/3 bath home, just a short block to the beach. Beaut ...
From $908 per night (USD)
Expedia
From $315 per night (USD)
VRBO
Home with Private Backyard and Heated Pool - Gulf Breeze Villa B
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Gulf Breeze Villa B by Anna Maria Island Accommodations Home in Holmes Beach, FL 34217 VRC16-000146 Gulf Breeze Vill ...
From $315 per night (USD)
VRBO
From $425 per night (USD)
Expedia
Your Own Oasis: A Tropical Retreat with Lagoon Style Pool
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Your Own Oasis - An Island Retreat with Lagoon Style Pool, close to Bay and Beach Holmes Beach and Anna Maria Island aw ...
From $425 per night (USD)
Expedia

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