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

Holmes Beach Rentals

From $396 per night (USD)
VRBO
Island Vibe 4: Close to Beach with Private Heated Pool
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Welcome to Island Vibe 4! This ground-level, 3-bedroom, 3-bathroom single-family home has a private, heated and cooled p ...
From $396 per night (USD)
VRBO
From $613 per night (USD)
VRBO
Family vacation home one block to beach with pool
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Walking distance to many shops, eateries, free trolley, and beach. Enjoy the overstocked beach items the home has to off ...
From $613 per night (USD)
VRBO
From $369 per night (USD)
VRBO
Beach Front, Ocean Views, Heated Pool, Tennis & Beach Deck! Recently Renovated.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to our vacation home, “Almost Heaven”! We believe you will agree with our name once you visit this gem on Anna ...
From $369 per night (USD)
VRBO
From $278 per night (USD)
Expedia
Coastal 2BDRM Townhouse 100 Steps to Beach!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to Beach House 102! This sparkling clean and bright 2 bedroom condo is directly across the street from the beach ...
From $278 per night (USD)
Expedia
From $269 per night (USD)
VRBO
Enjoy Sunsets at Fully Equipped 2BR at the Beach!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to Beach House 104! Wake up in this bright townhome located right in the heart of Holmes Beach, just steps from ...
From $269 per night (USD)
VRBO
From $544 per night (USD)
Expedia
La Plage #1: Gulf Views! Heated Pool & Spa! Elevator by Anna Maria Life Vacation Rentals
Bedrooms:
4
Bathrooms:
3
Sleeps:
8
LaPlage #1 by Anna Maria Life Vacation Rentals 6430 Gulf Dr, #1, Holmes Beach, FL 34217 What You'll Love About This Hom ...
From $544 per night (USD)
Expedia
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VRBO
Breezes Family Beach House
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
THREE MINUTE WALK TO THE BEACH!!! Spacious and unique accommodation, Breezes Beach House boasts 2 kitchens, 2 living ro ...
Click For Pricing
VRBO
From $445 per night (USD)
Expedia
Beachfront - Sea View Play by SeaBreeze Vacation
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
A picture is worth a thousand words, and you'll have plenty of photo-ops from your spacious, screened-in, second story b ...
From $445 per night (USD)
Expedia
From $503 per night (USD)
VRBO
Coco Cay - Beautiful totally remodeled 4 bedroom with private pool
Bedrooms:
4
Bathrooms:
4
Sleeps:
9
Coco Cay 408 71st Street, Holmes Beach, Fl 34217 What you will love about this property: • Recently renovated • Screened ...
From $503 per night (USD)
VRBO
From $352 per night (USD)
Expedia
Laid-Back Island Home with Pool | Walk to Beach
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Private Palms by AMI Accommodations Island Cottage with Private Pool, Grill and a close walk to the Beach 132 48th St ...
From $352 per night (USD)
Expedia
From $886 per night (USD)
VRBO
Coastal Home with Pool and Jetted Spa! Close to Beach! - Blue Coral Beach House
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Blue Coral Beach House by AMI Locals Holmes Beach Coastal Retreat with Private Pool VRC23-000024 Welcome to Blue Cora ...
From $886 per night (USD)
VRBO
From $182 per night (USD)
VRBO
Anna Maria Island Fully Remodeled Vacation Rental
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Come relax and enjoy your beach vacation at The Dolphin Club! 2 bedrooms and 1 bathroom, the master bedroom has a queen ...
From $182 per night (USD)
VRBO
From $334 per night (USD)
VRBO
Heron Heaven - 3 bedroom private pool home across street from beach - By Island
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Two-story beach house, just a short walk away from Gulf sands, with a rooftop deck and luxurious private pool. A 3 bed t ...
From $334 per night (USD)
VRBO
From $466 per night (USD)
Expedia
Private Pool - Carefree Cottage by SeaBreeze Vacation
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Colorful and inviting with a vibrant tropical style, Carefree Cottage is a perfectly-named oasis in Holmes Beach where a ...
From $466 per night (USD)
Expedia
From $448 per night (USD)
VRBO
Starfish Cottage: 1 Block to the Beach! Heated Pool, 4 King Beds by Anna Maria Life Vacation Rentals
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Starfish Cottage by Anna Maria Life Vacation Rentals 202 64th St, Holmes Beach, FL 34217 What You'll Love About This Ho ...
From $448 per night (USD)
VRBO
From $588 per night (USD)
Expedia
A Reel Beauty: 2 Blocks to Beach! Pool, Spa, Putting Green, by Anna Maria Life Vacation Rentals
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
A Reel Beauty by Anna Maria Life Vacation Rentals 4803 2nd Ave, Holmes Beach, FL 34217 What You'll Love About this Home ...
From $588 per night (USD)
Expedia
From $448 per night (USD)
VRBO
Beauty & The Beach: 1.5 Blocks to Beach! Pool & Spa by Anna Maria Life Vacation Rentals
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
205 73rd St, Holmes Beach, FL 34217 What You'll Love About This Home: Location! 1.5 Blocks to the Beach! 2 Bedrooms / ...
From $448 per night (USD)
VRBO
Click For Pricing
Expedia
North Beach Village 6301 - 3BR/2BA Townhome - Anna Maria Island - By Island Real
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
A charming island condo, located in the peaceful North Beach Village community, only a block away from the Gulf of Mexic ...
Click For Pricing
Expedia
From $233 per night (USD)
VRBO
September Golf Cart Special
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Location, location, location! What more could you want from a beach house than a gorgeous pool and a half-block stroll t ...
From $233 per night (USD)
VRBO
From $446 per night (USD)
Expedia
La Coconut: 1 Block to Beach! Dog Friendly! Ping Pong & Foosball, Heated Pool by Anna Maria Life
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
La Coconut by Anna Maria Life Vacation Rentals 3610 Gulf Drive, Holmes Beach, FL 34217 What You'll Love About this Home ...
From $446 per night (USD)
Expedia
From $624 per night (USD)
VRBO
5 bedroom canal home on AMI, heated pool, pet friendly!
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Welcome to Harborside, a gorgeous canal front home located in Holmes Beach. This is where you’ll want to be for your nex ...
From $624 per night (USD)
VRBO
From $805 per night (USD)
Expedia
Dilly Dally by the Seas: 1 Block to Beach, Rooftop Deck, Pool & Spa by Anna Maria Life
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Dilly Dally by Anna Maria Life Vacation Rentals 7005 Gulf Dr, Holmes Beach, FL 34217 What You'll Love About This Home: ...
From $805 per night (USD)
Expedia
From $294 per night (USD)
VRBO
GREAT LOCATION! Peaceful & Tropical Condo Steps to Beautiful Holmes Beach, AMI!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Newly remodeled! 2 BR and 1.5 BA second-level condo just steps to the white sand and turquoise waters of Holmes Beach on ...
From $294 per night (USD)
VRBO
From $424 per night (USD)
VRBO
Beautiful House
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Close to the Beach with Heated Pool / 3 bedroom plus game area / den Located on the North End of Holmes Beach near Cros ...
From $424 per night (USD)
VRBO
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VRBO
A week on the beach
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Cozy resort with a beautiful beachfront on the north side of Ana Maria Island with shopping and dining nearby. One bedro ...
Click For Pricing
VRBO
From $618 per night (USD)
Expedia
Serenity Now - Pet-Friendly Retreat w/ Heated Pool, Near Beach & Tropical Oasis
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Welcome to Serenity Now! On Anna Maria Island (Holmes Beach, FL) A Pet-Friendly Tropical Retreat on Anna Maria Island, ...
From $618 per night (USD)
Expedia
From $399 per night (USD)
VRBO
Cool Breeze by Beach Boutique Rentals
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Looking for the ultimate beachfront vacation experience? Look no further than Cool Breeze, a stunningly remodeled 2 bedr ...
From $399 per night (USD)
VRBO
From $264 per night (USD)
Expedia
Martinique 308 South - Condo 2 Bedroom / 2 Bath gulf view , maximum...
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Martinique 308 South - Anna Maria Island - Condo 2 Bedroom / 2 Bath, maximum occupancy of 4 people. VRC#20-000122 ...
From $264 per night (USD)
Expedia
From $225 per night (USD)
VRBO
West Bay Point Moorings 42 - Condo 2 Bedroom/ 2 Bath , maximum occupancy of 6...
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
West Bay Point Moorings 42 - Anna Maria Island - Condo 2 Bedroom/ 2 Bath , maximum occupancy of 6 people. VRC#20-000124 ...
From $225 per night (USD)
VRBO
From $727 per night (USD)
Expedia
Hart of the Gulf: Dog Friendly, 2.5 Blocks to Beach, Pool & Spa by Anna Maria Life Vacation Rentals
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Hart of the Gulf by Anna Maria Life Vacation Rentals 305 67th St, Holmes Beach, FL 34217 What You'll Love About This Ho ...
From $727 per night (USD)
Expedia
From $219 per night (USD)
VRBO
West Bay Point Moorings 155 - Condo 2 Bedroom/ 2 Bath , maximum occupancy of...
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
West Bay Point Moorings 155 - Anna Maria Island - Condo 2 Bedroom/ 2 Bath , maximum occupancy of 4 people. VRC#20-000123 ...
From $219 per night (USD)
VRBO
From $306 per night (USD)
Expedia
Delphina: 2 Bed 2 Bath Water Front Villa Anna Maria Sleeps 6
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to your classic beach town oasis! AMI is known for its old time feel and elegance. The villa is newly painted ...
From $306 per night (USD)
Expedia
From $421 per night (USD)
VRBO
Anna Maria Island Direct Beachfront Condo- Awesome View and Amazing Sunsets
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
View dolphins, terns, gulls, sandpipers, and other shorebirds from your 22 foot wide screened lanai. Walk directly out ...
From $421 per night (USD)
VRBO
From $206 per night (USD)
Expedia
Terrace Condo 6 Pool Condo Relaxing Tropical Pool Deck Close To Beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
VRC16-000268 Are you ready for a relaxing vacation in beautiful Holmes Beach? Look no further than this two-bedroom, tw ...
From $206 per night (USD)
Expedia
From $1142 per night (USD)
VRBO
Beachfront on Anna Maria Island!
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Breathtaking sunset views atop your own expansive and elevated deck await at this spacious single story home on gorgeous ...
From $1142 per night (USD)
VRBO
From $244 per night (USD)
Expedia
Blue Isle Oasis: Adorable, updated 2 bedroom cottage
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
LONG-TERM DISCOUNT: Stays of 4-weeks (28 nights) or more enjoy a 25% discount on the nightly rate! (This discount is ap ...
From $244 per night (USD)
Expedia
From $647 per night (USD)
VRBO
Chasing Sunsets managed by Beach Retreats FL Anna Maria Island
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
🌅 Chasing Sunsets by Beach Retreats Vacation Rentals 📍 Holmes Beach | 4 Bedrooms | 3 Bathrooms | Sleeps 8 | Heated Poo ...
From $647 per night (USD)
VRBO
From $298 per night (USD)
Expedia
Sandy Point Cove 202 - Anna Maria Island -Condo 2 Bedroom/ 2 Bath, maximum...
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Sandy Point Cove 202 - Anna Maria Island - 2 Bedroom/ 2 Bath, maximum occupancy of 6 people. VRC16-000538 D ...
From $298 per night (USD)
Expedia
From $259 per night (USD)
VRBO
September Golf Cart Special
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
LONG-TERM DISCOUNT: Stays of 4-weeks (28 nights) or more enjoy a 5% discount on the nightly rate. (This discount is app ...
From $259 per night (USD)
VRBO
From $259 per night (USD)
Expedia
September Golf Cart Special
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
LONG-TERM DISCOUNT: Stays of 4-weeks (28 nights) or more enjoy a 5% discount on the nightly rate. (This discount is app ...
From $259 per night (USD)
Expedia
From $237 per night (USD)
VRBO
Canal Front Old Florida Charmer! 2BDRM 2 Full Bath
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to Westbay 203 at Westbay Point & Moorings located Bayside in Holmes Beach! Make yourself at home at this Old Fl ...
From $237 per night (USD)
VRBO
From $796 per night (USD)
Expedia
Miller Time managed by Beach Retreats FL Anna Maria Island
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Luxury 4-Bedroom Island Getaway with Pool, and Spa - Just Steps from Holmes Beach! Welcome to your dream vacation home! ...
From $796 per night (USD)
Expedia
From $349 per night (USD)
VRBO
6250 Holmes North Beach Village - Condo 2 Bedroom /2.5 Bath , maximum...
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Beautiful Professionally Decorated Villa with community pool, 3 minute walk to beach 6250 Holmes Boulevard ...
From $349 per night (USD)
VRBO
From $803 per night (USD)
Expedia
Gorgeous 4 bed 4 bath, units C and D
Bedrooms:
4
Bathrooms:
4
Sleeps:
12
Duplex C and D are each 2/2 under a shared roof. Units are next to each other and completely updated, tastefully decorat ...
From $803 per night (USD)
Expedia
From $745 per night (USD)
VRBO
Entire home near the beach with pool and spa access! Great for larger families!
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
This amazing duplex consists of unit B which is a 2/2 and unit A 2/1. Both units are completely updated with access to ...
From $745 per night (USD)
VRBO
From $194 per night (USD)
Expedia
Island Duplex unit: 2-bed/2-bath close to beach, pets welcome
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Updated island duplex (Side A only). Our home is just off Gulf Dr and walkable to the beach (3 blocks), Holmes Beach ci ...
From $194 per night (USD)
Expedia
From $441 per night (USD)
VRBO
GULF BEACH VIEW w/ Heated Pool, FREE WiFi & Trolley, Great Sunsets!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Let Gulf Place 14 be your happy place! Walk into this spacious 3-bedroom condo and let the amazing view of the Gulf of M ...
From $441 per night (USD)
VRBO
From $610 per night (USD)
Expedia
Large Private Duplex, Heated Pool and Spa, Outdoor Kitchen and TV
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Breezy Beach by Anna Maria Vacations Home in Holmes Beach, FL 34217 VRC16-000336 Plan your dream escape to Breezy Beach ...
From $610 per night (USD)
Expedia
From $340 per night (USD)
VRBO
AMI Home with Private Pool, 5 Minutes to the Beach! - Hawaiian Hideaway
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Hawaiian Hideaway by Anna Maria Vacations Holmes Beach Private Retreat with Pool VRC16-000298 Welcome to Hawaiian Hid ...
From $340 per night (USD)
VRBO
From $600 per night (USD)
Expedia
Private Beach Home with Pool, Two Primary Suites, Close to Beach - Coral Retreat
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Coral Retreat by Anna Maria Vacations Home in Holmes Beach, FL 34217 VRC16-000353 Welcome to Coral Retreat, a vibrant ...
From $600 per night (USD)
Expedia
From $543 per night (USD)
VRBO
Home with Private Pool, 8 minute walk to Beach! - Villa Portofino
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Villa Portofino by Anna Maria Vacations Home in Holmes Beach, FL 34217 VRC16-000358 Villa Portofino is a Mediterranean ...
From $543 per night (USD)
VRBO
From $353 per night (USD)
Expedia
Home near the beach! Private Pool and Ping Pong Table. - Beachwalk
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Beachwalk by Anna Maria Vacations Home in Holmes Beach, FL 34217 VRC18-000119 Welcome to Beachwalk, a lovely three-l ...
From $353 per night (USD)
Expedia
From $794 per night (USD)
VRBO
Sunset Views from Rooftop, Heated Pool, Game Room- Caribbean Dream
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Caribbean Dream by Anna Maria Vacations Private Home in Holmes Beach, FL Embark on an unforgettable retreat at Caribbea ...
From $794 per night (USD)
VRBO
From $511 per night (USD)
Expedia
Beach Home with Tiki Bar, Pool, Game Room - Mango Breeze
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Mango Breeze by Anna Maria Vacations Home in Holmes Beach, Florida 34217 VRC17-000130 Welcome to Mango Breeze, an invit ...
From $511 per night (USD)
Expedia
From $1203 per night (USD)
VRBO
Pool, Spa, Games, and Tiki Bar! 1 Block from Beach! - View of the Gulf
Bedrooms:
4
Bathrooms:
7
Sleeps:
14
View of the Gulf by Anna Maria Vacations Holmes Beach Gulf Front Villa with Rooftop Deck and Pool VRC16-000749 Experi ...
From $1203 per night (USD)
VRBO
From $471 per night (USD)
Expedia
Private Home with Private Pool and Spa! New Renovations! Close to Beach!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Calypso Cottage by Anna Maria Vacations Holmes Beach Beach Retreat with Pool and Tickle Table VRC16-000622 Your islan ...
From $471 per night (USD)
Expedia
From $949 per night (USD)
VRBO
Easy Walk to the Beach, Private Pool, Game Room, Rooftop Deck! - Tiki Beach
Bedrooms:
5
Bathrooms:
6
Sleeps:
12
Tiki Beach by Anna Maria Vacations Beachfront Family Retreat with Pool & Game Room VRC16-000263 Welcome to Tiki Beach ...
From $949 per night (USD)
VRBO
From $444 per night (USD)
Expedia
Home with Private Pool and Spa. Outdoor TV, Grill - Palms By The Bay
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Palms By The Bay by Anna Maria Vacations Home in Holmes Beach, FL 34217 VRC16-000361 Welcome to Palms By The Bay! Th ...
From $444 per night (USD)
Expedia
From $376 per night (USD)
VRBO
Elevated Beach Home with Gulf Views! Next to the Beach!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Starfish by Anna Maria Vacations Holmes Beach Beachside Retreat with Beach Access VRC16-000247 Experience the best of ...
From $376 per night (USD)
VRBO
From $314 per night (USD)
Expedia
Pet Friendly Private Duplex. Fenced Yard with Private Pool Short Walk to Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Hawaiian Tide by Anna Maria Vacations Coastal Retreat with Pool, Near Beach and Trolley Stop 206 81st Street Unit B, ...
From $314 per night (USD)
Expedia
From $327 per night (USD)
VRBO
Large Private Beach Home! Heated Pool, Elevator, Balcony, and Near the Beach!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Seabreeze Cottage by Anna Maria Island Accommodations Holmes Beach Luxury Beach House with Pool & Elevator VRC16-00036 ...
From $327 per night (USD)
VRBO
From $401 per night (USD)
Expedia
AMI Home Close to the Beach with Ping Pong, Private Pool and Spa! - Quiet Palms
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Quiet Palms by Anna Maria Vacations Holmes Beach Vacation Home with Pool VRC16-000364 Welcome to Quiet Palms, a tranq ...
From $401 per night (USD)
Expedia
From $462 per night (USD)
VRBO
Home with Private Pool, Outdoor Bar, Ping Pong, Close to Beach - Dolphin House
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Dolphin House by Anna Maria Vacations Home in Holmes Beach, Fl. 34217 VRC16-000338 Dolphin House offers a captivating t ...
From $462 per night (USD)
VRBO
From $329 per night (USD)
Expedia
Away To Play! Pool, Balconies & Steps to Beach!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Away To Play by Anna Maria Vacations 117 White Avenue, Holmes Beach, Florida VRC20-000047 Welcome to Away To Play, ...
From $329 per night (USD)
Expedia
From $371 per night (USD)
VRBO
Renovated Beach Home with Private Pool, Spa and Outdoor Bar! Near Beach! - Pinea
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Pineapple Key by Anna Maria Vacations Holmes Beach Private Beach House with Pool and Tiki Bar VRC16-000364 Welcome to ...
From $371 per night (USD)
VRBO
From $508 per night (USD)
Expedia
5 Minute Walk to the Beach! Private Heated Pool, Pet Friendly
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Ocean Breeze by Anna Maria Vacations Home in Holmes Beach, FL. 34217 VRC16-000337 Vacation in one of the best Gulf of M ...
From $508 per night (USD)
Expedia
From $466 per night (USD)
VRBO
Beautiful Home Private Saltwater Pool, Game Room, and Close to Beach!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Key Lime Beach House by AMI Locals Holmes Beach Oceanfront Home with Pool & Game Room VRC000324 Welcome to Key Lime B ...
From $466 per night (USD)
VRBO
From $569 per night (USD)
Expedia
Private Beachfront Condo with Shared Pool & Private Balcony with Beach Views- La
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
LaPlage Unit # 2 by Anna Maria Vacations Condo in Holmes Beach, Fl. 34217 VRC18-000121 Experience the ultimate beachfro ...
From $569 per night (USD)
Expedia
From $780 per night (USD)
VRBO
Private Pool, Game Room, and 2 minutes to the beach - Gulfside Oasis
Bedrooms:
5
Bathrooms:
6
Sleeps:
12
Gulfside Oasis by Anna Maria Vacations Home in Holmes Beach, Fl. 34217 Welcome to Gulfside Oasis! This multi-level ...
From $780 per night (USD)
VRBO
From $418 per night (USD)
Expedia
Hidden Cove #4! Beachfront Townhouse with Gulf Views and Pool Access
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Hidden Cove #4 by Anna Maria Vacations 5610 Gulf Drive #4, Holmes Beach, FL 34217 VRC16-000044 Welcome to Hidden Co ...
From $418 per night (USD)
Expedia
From $515 per night (USD)
VRBO
Private Home with Pool, Near the Beach - Sand Dollar
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Sand Dollar by Anna Maria Vacations Home in Holmes Beach, 34217 VRC16-000501 Welcome to Sand Dollar! This four bedro ...
From $515 per night (USD)
VRBO
From $230 per night (USD)
Expedia
Old Florida Style! Beachfront Duplex, Steps to the Sand! Quiet Street
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Whispering Waves East by Anna Maria Vacations Duplex in Holmes Beach, Fl 34217 VRC16-000273 Welcome to Whispering Waves ...
From $230 per night (USD)
Expedia
From $391 per night (USD)
VRBO
Beachfront Duplex! Close to Dining and Shopping. - Whispering Waves West
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Whispering Waves West by Anna Maria Vacations Duplex in Holmes Beach, Fl 34217 VRC16-000272 Welcome to Whispering Wa ...
From $391 per night (USD)
VRBO
From $288 per night (USD)
Expedia
Beachfront Condo, Pool, Tennis Court, and Private Balcony - Sun Plaza West 110
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Sun Plaza West Unit 110 by Anna Maria Vacations Holmes Beach Beachside Condo VRC17-000125 Experience Island life at S ...
From $288 per night (USD)
Expedia
From $304 per night (USD)
VRBO
Holmes Beach Vacation Escape with Private Pool, Grill and Beach Gear! Near Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Sugar Beach by Anna Maria Vacations 316 63rd Street Unit B, Holmes Beach, Florida 34217 VRC16-000340 Make your vacatio ...
From $304 per night (USD)
VRBO
From $288 per night (USD)
Expedia
Private Home 5 min to Beach, Heated Pool, Fully Equipped Kitchen! - Stay Calm
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Stay Calm by Anna Maria Vacations Home in Holmes Beach, FL 34217 VRC16-000304 Welcome to Stay Calm! This ground-l ...
From $288 per night (USD)
Expedia
From $365 per night (USD)
VRBO
Canal Front Home with Boat Dock and Private Pool! Short Walk to the Beach! - Vil
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Villa Sandpiper by Anna Maria Vacations Holmes Beach Canalfront Home with Private Dock and Pool VRC16-000743 Welcome ...
From $365 per night (USD)
VRBO
From $344 per night (USD)
Expedia
Pet-Friendly Home with Private Pool and Ping Pong Table! Short Walk to Beach! -
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Villa Florence by Anna Maria Vacations Holmes Beach Luxury Coastal Home with Pool & Water Access VRC16-000355 Welcome ...
From $344 per night (USD)
Expedia
From $257 per night (USD)
VRBO
Sunset Villa D by Beach Boutique Rentals
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
The ultimate beach vacation awaits you at the Sunset Villas, a cozy 4-unit condo complex with a stunning tropical courty ...
From $257 per night (USD)
VRBO
From $355 per night (USD)
Expedia
AMI Escape! King Suite, Twin Room and Ping Pong Near Holmes Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Castaway Cottage by Anna Maria Vacations Home in Holmes Beach, FL 34217 VRC17-000189 We're thrilled to welcome you to C ...
From $355 per night (USD)
Expedia
From $309 per night (USD)
VRBO
Beachfront Condo with Private Balcony and Pool Access
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Gulf Sands #102 by Anna Maria Vacations Beachfront Condo with Private Balcony and Pool Access 4200 Gulf Drive #102 H ...
From $309 per night (USD)
VRBO
From $413 per night (USD)
Expedia
AMI Home with Heated Pool! 6 Minute Walk to Beach! - Egrets Nest
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Egrets Nest by Anna Maria Vacations Holmes Beach Private Pool & Beach Retreat VRC16-000610 Welcome to Egrets Nest, a ...
From $413 per night (USD)
Expedia
From $1066 per night (USD)
VRBO
Canal front home with Incredible Rooftop Views and Pool with Spa - Aqua Bay
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Aqua Bay by Anna Maria Vacations Home in Holmes Beach, Florida Aqua Bay is a luxurious canal-front retreat boasting f ...
From $1066 per night (USD)
VRBO
From $375 per night (USD)
Expedia
AMI Escape! Direct Beach Access, Gulf Views and Walk to Holmes Beach Shops
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Gulf Shores #106 by Anna Maria Vacations 5616 Gulf Drive #106, Holmes Beach, FL 34217 VRC16-000081 Welcome to Gulf ...
From $375 per night (USD)
Expedia
From $287 per night (USD)
VRBO
Beach Home with Pool and Gas Grill! 2 Minute walk to Beach! - Tiki Sunrise
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Tiki Sunrise by Anna Maria Vacations Holmes Beach Home with Shared Pool VRC19-000045 Welcome to Tiki Sunrise, a delig ...
From $287 per night (USD)
VRBO
From $229 per night (USD)
Expedia
Buckeye Haven: Beachfront Community with Tennis Courts!
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Buckeye Haven is situated in the sought after community of Playa Encantada. Come enjoy this tropical beach front communi ...
From $229 per night (USD)
Expedia
From $376 per night (USD)
VRBO
Beachfront - Hidden Cove Unit 5 by SeaBreeze Vacation
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Amazing views from the living room and primary bedroom of this 2 bedroom/2.5 bathroom. Take a drink outside and sit on y ...
From $376 per night (USD)
VRBO
From $444 per night (USD)
VRBO
Waterfront Condo on Anna Maria Island
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to paradise! The Westbay Point and Moorings complex is a private and spacious waterfront community offering an ...
From $444 per night (USD)
VRBO
From $246 per night (USD)
VRBO
Community Pool Access, Private Patio with BBQ Grill Near the Beach!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Sunsets and Daydreams by Anna Maria Island Accommodations Home in Holmes Beach, Florida Welcome to Sunsets and Daydr ...
From $246 per night (USD)
VRBO
From $285 per night (USD)
Expedia
Beach Front 2 bedroom condo on AMI with pool!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Beach front resort style condo, staying with us is just another day in Paradise! This spacious unit has two floors, bot ...
From $285 per night (USD)
Expedia
From $461 per night (USD)
VRBO
5 Minute Short Walk To Beach, Shops and Restaurants - Single Level Home
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Please see our other property Blue Grotto for Reviews #1974897. Recently renovated with all new kitchens, bathroom and ...
From $461 per night (USD)
VRBO
From $387 per night (USD)
Expedia
Aquamarine Oasis by Beach Boutique Rentals
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Aquamarine Oasis is an exquisite vacation home located just steps away from the pristine white sands and turquoise water ...
From $387 per night (USD)
Expedia
From $633 per night (USD)
VRBO
Villa near the beach with a spacious yard, kitchens, & washer/dryer
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
The Surf Shack Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $633 per night (USD)
VRBO
From $266 per night (USD)
Expedia
Beachfront Condo on AMI
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Escape to paradise in this beautiful 3-bedroom, 2-bathroom vacation rental home located just steps away from the white s ...
From $266 per night (USD)
Expedia
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VRBO
North Beach Village 40 - 3BR Townhome - Anna Maria Island - By Island Real Estat
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Experience the magic of Anna Maria Island with our stunning vacation rental, "Sans Souci - North Beach Village 40." This ...
Click For Pricing
VRBO
Click For Pricing
Expedia
Harrington Bungalow 6 One Block to Gulf Beaches - By Island Real Estate Vacation
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Anna Maria Island vacation bungalow that sleeps up to six guests is waiting for you and your family. Ground level vacati ...
Click For Pricing
Expedia
From $467 per night (USD)
VRBO
Newly Remodeled and So Close to the Beach! Turf Yard! Pet Friendly!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Honey I'm Holmes by Anna Maria Island Accommodations 305 73rd St Holmes Beach, Florida Welcome to Honey I’m Holmes! Sta ...
From $467 per night (USD)
VRBO
From $734 per night (USD)
Expedia
Warm, welcoming resort on prime beach area. comfortable and intimate
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Area Information Surrounded by the bustling tourist cities of Tampa, Orlando and Sarasota, you’re just a short drive awa ...
From $734 per night (USD)
Expedia
Click For Pricing
VRBO
Resort Sixty-Six Anna Maria Island FL condo unit just steps to the beach.
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Just steps to the beach, with beautiful sunsets, located on Holmes Beach/Anna Maria Island Florida. Enjoy the comfort of ...
Click For Pricing
VRBO
From $433 per night (USD)
Expedia
New Listing! Luxury 4BR Canal Home with Pool. Monthly Rental.
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Welcome to Royale Serenity! This 4BR/3BA spacious canal home with a large inground pool and spa is the perfect family g ...
From $433 per night (USD)
Expedia

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