Holmes Beach Rentals
From $706 per night (USD)VRBO
Blue Sky: Luxury 5 Bdrm/4 bath with heated pool - 1 block to beach!
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Relax in this comfy, coastal home just a block from the beautiful beaches of Anna Maria Island. The Blue Sky Beach House ...
From $706 per night (USD)VRBO
From $222 per night (USD)VRBO
Ocean Front ~ No Streets To Cross! Come And Enjoy A Memorable Beach Vacation!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This complex at 7100 Gulf Drive is well managed, impeccably maintained and has a reputation of being one of the island's ...
From $222 per night (USD)VRBO
From $277 per night (USD)VRBO
Happy, Beachy Holmes Beach Condo Tennis, Heated Pool, Elevator Anna Maria Island
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Just Bring You to this beautifully appointed bright beach condo. Feel the island vibe with modern beachy furniture with ...
From $277 per night (USD)VRBO
From $324 per night (USD)Expedia
Gorgeous Home July specials check it out, heated pool and spa, elevator
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Holmes Beach code compliance VRC16-000645 ST lic DWE5105216 This gorgeous home is just short distance to the beach, with ...
From $324 per night (USD)Expedia
From $318 per night (USD)VRBO
Cozy Ground-Level Beach Retreat – 75 Steps to the Gulf | Bamboo Apts #4
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to Bamboo Apartments #4, a freshly renovated ground-level one-bedroom, one-bath hideaway just 75 steps from the ...
From $318 per night (USD)VRBO
From $332 per night (USD)Expedia
Pelican Perch: Tropical Paradise Cottage on the Beach VRC17-000167
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This quaint cottage is located "on the beach" - 3007 Avenue F Unit 3 at 30th Street on beautiful Holmes Beach. It is th ...
From $332 per night (USD)Expedia
From $749 per night (USD)VRBO
Anna Maria Rental Steps to Gulf Beach with Private Pool! Special deal Nov 15-25
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
2000 square foot home on beautiful Anna Maria Island Florida, with all the upgrades and amenities. Short two block walk ...
From $749 per night (USD)VRBO
From $134 per night (USD)VRBO
Unit 204 TWO BEDROOM POOL CLOSE TO BEACH! GREAT LOCATION!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
THE Marlin is a triplex building. Unit 202 has one bedroom, one bath with a king bed and a futon sleeper sofa. Unit ...
From $134 per night (USD)VRBO
From $351 per night (USD)VRBO
Resort Style Island Retreat Near the Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Property Highlights • Short walk to Gulf beaches, restaurants & shopping • Heated community pool • 3 Bedrooms | 2.5 Bath ...
From $351 per night (USD)VRBO
From $530 per night (USD)Expedia
Direct Gulf Beach 3 Bed/2Bath w/ Heated Pool, FREE WiFi & Trolley, Great Sunsets!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
**ASK ABOUT LAST MINUTE DEALS! Enjoy the perfect island getaway at Gulf Place 2, where the beach is right outside your ...
From $530 per night (USD)Expedia
From $222 per night (USD)VRBO
Sandy Point get away on AMI excellent location
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Quiet location, removed from the street, turn down the drive & crossover wooden bridge and arrive at Sandy Pointe Condom ...
From $222 per night (USD)VRBO
From $197 per night (USD)Expedia
Quiet Nights of Quiet Stars on Anna Maria Island
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Quiet nights of quiet stars, quiet walks by quiet sea, quiet thoughts, quiet location, oh how lovely . . . A June 2026 ...
From $197 per night (USD)Expedia
From $332 per night (USD)VRBO
Beachwalker Cottage: Duplex within 100 steps to the sand.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Beachwalker Cottage located on sunny Anna Maria Island! This newly renovated, coastal cottage is sure to prov ...
From $332 per night (USD)VRBO
From $235 per night (USD)Expedia
Beachwalker Apartment: Duplex within 100 steps to the sand.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to Beachwalker Apartment located on sunny Anna Maria Island! This newly renovated, coastal cottage is sure to pr ...
From $235 per night (USD)Expedia
From $208 per night (USD)VRBO
Across the street from the Beach, restaurants, free wifi.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Experience an Anna Maria Island getaway with this stunning vacation rental duplex just steps away from the Gulf of Mexic ...
From $208 per night (USD)VRBO
From $438 per night (USD)Expedia
AMI Dreaming: Gulf View Condo, Steps to the Beach, Resort Pool by Anna Maria Life Vacation Rentals
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
AMI Dreaming by Anna Maria Life Vacation Rentals 4200 Gulf Dr #105, Holmes Beach, FL 34217 What You'll Love About This ...
From $438 per night (USD)Expedia
From $913 per night (USD)VRBO
Beachfront Condo with Pool
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Located on beautiful Anna Maria Island, La Plage 10 is one of only six units on the Island that have a full beachfront v ...
From $913 per night (USD)VRBO
From $509 per night (USD)VRBO
Areca Cove On Beautiful Anna Maria Island! 3 Min Walk To Beach!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Address of Areca Cove: 206 N Harbor Drive, Holmes Beach, FL 34217 [email protected] ARECA COVE - A bright an ...
From $509 per night (USD)VRBO
From $211 per night (USD)VRBO
Beach Place.... Cozy, Cute and Clean in Holmes Beach *20% DISCOUNT FOR SUMMER*
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Come relax and do the beach bum life. You can walk or bike to beach, restaurants, shopping and more. 2 blocks to beach. ...
From $211 per night (USD)VRBO
From $760 per night (USD)Expedia
Sunset Landing AMI Beach House. 6BR/4.5BA. Private pool. 2 blks to beach.
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 12
Sunset Landing is a modern 6 bedroom, 4.5 bathroom vacation home sitting West of Gulf Dr. that sleeps 12 and is the perf ...
From $760 per night (USD)Expedia
From $327 per night (USD)VRBO
Rustic & Cozy Island Original Cottage on the Beach- Bamboo Apts. C2
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Our five unit property was featured in the January/February 2020 issue of Southern Living, and we are honored and thrill ...
From $327 per night (USD)VRBO
From $756 per night (USD)VRBO
TOES IN THE SAND! GULF FRONT HOME WITH HEATED POOL, GORGEOUS!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
IN THE EVENT OF A MANDATORY EVACUATION DUE TO A STORM/HURRICANE GUESTS WILL RECEIVE A FULL REFUND. Waves Edge South is ...
From $756 per night (USD)VRBO
From $657 per night (USD)VRBO
Family Friendly Anna Maria Island Vacation Home-Only 200 steps to the beach...
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
VRC19-000271-0* “You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectf ...
From $657 per night (USD)VRBO
From $288 per night (USD)VRBO
Island Vibe 2: Close to Beach with Private Heated Pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Island Vibe 2! This is a 3-bedroom, 2-bathroom home with a private, heated and cooled pool, tropical landscap ...
From $288 per night (USD)VRBO
From $185 per night (USD)VRBO
One bedroom 1 bath, pool, steps to Beach! Rent one unit or all three!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Rent one or all three units! THE Marlin is a triplex building. Unit 202 has one bedroom, one bath with a king bed and a ...
From $185 per night (USD)VRBO
From $539 per night (USD)Expedia
Coccoloba by Duncan Real Estate
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Coccoloba! This beautiful single-family home is located across from the sugar sand beaches in Holmes Beach. Y ...
From $539 per night (USD)Expedia
From $381 per night (USD)VRBO
AMI Tropical Oasis - A private house very close to the beach on a great street
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This completely custom remodeled island 3 bedroom 2 bath 2200 sq ft. pet friendly home with a fantastic back yard. It i ...
From $381 per night (USD)VRBO
From $627 per night (USD)Expedia
Above it All: Rooftop Deck Gulf Views, Pool, 5 Homes to Beach by Anna Maria Life Vacation Rentals
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Above it All by Anna Maria Life Vacation Rentals 111 81st St, Holmes Beach, FL 34217 What You'll Love About This Home: ...
From $627 per night (USD)Expedia
From $382 per night (USD)VRBO
You, Me, and the Sea AMI - Elevated Beach Home with Pool and Spa Steps from Beac
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
You, Me, and the Sea AMI by AMI Locals VRC21-000081 Welcome to You, Me, and the Sea AMI by AMI Locals, your perfect f ...
From $382 per night (USD)VRBO
From $715 per night (USD)Expedia
Coral Beach by Duncan Real Estate
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome back to Coral Beach! Amenities Include: - Bedroom 1 King Ensuite - Bedroom 2 King Ensuite - Bedroom 3 Queen ...
From $715 per night (USD)Expedia
From $295 per night (USD)VRBO
Villa-style condo with pool on the beach - Condo 1
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Apartment 1 is located on the lower level, with a private patio in the back, and the ability to walk straight out to the ...
From $295 per night (USD)VRBO
From $261 per night (USD)Expedia
Villa-style condo with pool and beach access - Condo 8
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
If you are looking for a great place to stay in Anna Maria Island and want to be close to the beach you will love these ...
From $261 per night (USD)Expedia
From $458 per night (USD)VRBO
Coconut Cottage: Pool & Spa,1 Block to Beach by Anna Maria Life Vacation Rentals
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Coconut Cottage by Anna Maria Life Vacation Rentals 207 67th St., Holmes Beach, FL 34217 What You'll Love About This Ho ...
From $458 per night (USD)VRBO
From $286 per night (USD)Expedia
Turtle Tyme 2: 1.5 blocks to beach! Private Pool, 3 Putting Greens by Anna Maria Life
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
203 73rd St, Holmes Beach, FL 34217 What You'll Love About this Home: Location! 1 Block to the Beach! 2 Bedrooms / 2 Ba ...
From $286 per night (USD)Expedia
From $237 per night (USD)VRBO
Tranquil West Bay Point and Moorings Community
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
West Bay Point Moorings 286 - Anna Maria Island - Condo 2 Bedroom/ 2 Bath , maximum occupancy of 4 people. Vrc#22-000237 ...
From $237 per night (USD)VRBO
From $295 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 $295 per night (USD)VRBO
From $374 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 $374 per night (USD)VRBO
From $331 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 $331 per night (USD)Expedia
From $314 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 $314 per night (USD)VRBO
From $448 per night (USD)Expedia
La Plage #1: Gulf Views! Heated Pool & Spa! Elevator by Anna Maria Life Vacation Rentals
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
LaPlage #1 by Anna Maria Life Vacation Rentals 6430 Gulf Dr, #1, Holmes Beach, FL 34217 What You'll Love About This Hom ...
From $448 per night (USD)Expedia
From $633 per night (USD)VRBO
Breezes Family Beach House
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Highlights include: -4 bedrooms | 3 bathrooms -Newly and fully renovated luxury interior -Directly across the street fr ...
From $633 per night (USD)VRBO
From $419 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 $419 per night (USD)Expedia
From $336 per night (USD)VRBO
Laid-Back Island Home with Pool! Walk to Beach
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Private Palms by Anna Maria Island Accommodations VRC23-000027 Welcome to Private Palms, a beautifully remodeled four- ...
From $336 per night (USD)VRBO
From $554 per night (USD)Expedia
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 VRC23-000024 Welcome to Blue Coral Beach House, a vibrant four-bedroom, three- ...
From $554 per night (USD)Expedia
From $543 per night (USD)VRBO
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 $543 per night (USD)VRBO
From $408 per night (USD)Expedia
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 $408 per night (USD)Expedia
From $251 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
Beauty & the Beach by Anna Maria Life Vacation Rentals 205 73rd St, Holmes Beach, FL 34217 What You'll Love About This ...
From $251 per night (USD)VRBO
From $405 per night (USD)Expedia
Harrington Cottage - New 4BR Private Pool Home - Anna Maria Island - By Island R
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Lovely 4 bed, three bath Anna Maria Island beach cottage with private pool, close to the Gulf of Mexico, recently renova ...
From $405 per night (USD)Expedia
From $680 per night (USD)VRBO
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) The Space Where calm meets connection, Serenity Now of ...
From $680 per night (USD)VRBO
From $243 per night (USD)Expedia
West Bay Point Moorings 42 - Condo 2 Bedroom/ 2 Bath , maximum occupancy of 6 people.
- 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 $243 per night (USD)Expedia
From $301 per night (USD)VRBO
Hart of the Gulf: 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 $301 per night (USD)VRBO
From $223 per night (USD)Expedia
West Bay Point Moorings 155 - Condo 2 Bedroom/ 2 Bath , maximum occupancy of 4 people.
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
West Bay Point Moorings 155 - Anna Maria Island - Condo 2 Bedroom/ 2 Bath , maximum occupancy of 4 people. Vrc#20-000123 ...
From $223 per night (USD)Expedia
From $313 per night (USD)VRBO
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 $313 per night (USD)VRBO
From $276 per night (USD)Expedia
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 $276 per night (USD)Expedia
From $226 per night (USD)VRBO
Terrace Condo 6 · 3 Balconies · 300 Yds Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
VRC16-000268 2BR · 2BA · Sleeps 6 · Three Private Balconies · 300 Yards to Gulf · Heated Pool (6 Units Only) · Publix A ...
From $226 per night (USD)VRBO
From $216 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 $216 per night (USD)Expedia
From $641 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 $641 per night (USD)VRBO
From $369 per night (USD)Expedia
TranquiliSea 1: Pet friendly, long term discount, shared resort-style pool!
- 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 $369 per night (USD)Expedia
From $369 per night (USD)VRBO
TranquiliSea 2: Pet friendly, long term discount, shared resort-style pool!
- 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 $369 per night (USD)VRBO
From $296 per night (USD)Expedia
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 $296 per night (USD)Expedia
From $172 per night (USD)VRBO
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 $172 per night (USD)VRBO
From $465 per night (USD)Expedia
Beachfront Gulf Place Condo Unit 14| Heated Pool, Tennis Gulf Views, Sleeps 6 | Anna Maria Island | Great Sunsets
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Perfectly located on the Gulf of Mexico in the heart of Anna Maria Island, Gulf Place offers a relaxing beachfront setti ...
From $465 per night (USD)Expedia
From $433 per night (USD)VRBO
Large Private Duplex, Heated Pool and Spa!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Breezy Beach by Anna Maria Vacations Duplex in Holmes Beach, Florida VPR16-000336 Escape to Breezy Beach, a beautiful ...
From $433 per night (USD)VRBO
From $312 per night (USD)Expedia
AMI Duplex with Private Pool, 5 Minutes to the Beach! - Hawaiian Hideaway
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Hawaiian Hideaway by Anna Maria Vacations Duplex in Holmes Beach, Florida VRC16-000298 Welcome to Hawaiian Hideawa ...
From $312 per night (USD)Expedia
From $446 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 VRC18-000050 Experience the perfect family vacation at Villa Portofino, a char ...
From $446 per night (USD)VRBO
From $650 per night (USD)Expedia
Sunset Views from Rooftop, Heated Pool, Game Room- Caribbean Dream
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Home in Holmes Beach, Florida VRC17-000129 Experience the ultimate Gulf Coast escape at Caribbean Dream, a luxurious ...
From $650 per night (USD)Expedia
From $608 per night (USD)VRBO
Beach Home with Pool, Tiki Bar, and Game Room!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Mango Breeze by Anna Maria Vacations Home in Holmes Beach, Florida VRC17-000130 Welcome to Mango Breeze, a charming ...
From $608 per night (USD)VRBO
From $898 per night (USD)Expedia
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 Home in Holmes Beach, Florida VRC16-000749 Experience coastal luxury at V ...
From $898 per night (USD)Expedia
From $396 per night (USD)VRBO
Private Home with Private Pool, Spa, and Ping Pong! New Renovations, Close to Be
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Calypso Cottage by Anna Maria Vacations Home in Holmes Beach, Florida VRC16-000622 Your island vacation starts at Cal ...
From $396 per night (USD)VRBO
From $890 per night (USD)Expedia
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 Home in Holmes Beach, Florida VRC16-000263 Welcome to Tiki Beach, a stunning three ...
From $890 per night (USD)Expedia
From $571 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 Home in Holmes Beach, Florida VRC16-000247 Experience the best of Anna Maria Isla ...
From $571 per night (USD)VRBO
From $278 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 Duplex in Holmes Beach, Florida VRC17-000059 Escape to Hawaiian Tide, a bright ...
From $278 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 Vacations Home in Holmes Beach, Florida VRC16-000366 Enjoy the perfect blend of islan ...
From $327 per night (USD)VRBO
From $341 per night (USD)Expedia
Home with Pool, Outdoor Bar, Ping Pong, Close to Beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Dolphin House by Anna Maria Vacations Duplex in Holmes Beach, Florida VRC16-000338 Experience the tropical charm and l ...
From $341 per night (USD)Expedia
From $360 per night (USD)VRBO
Away To Play! Pool, Balconies and Steps to Beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Away To Play by Anna Maria Vacations Home in Holmes Beach, Florida VRC20-000047 Welcome to Away To Play, a charming ...
From $360 per night (USD)VRBO
From $405 per night (USD)Expedia
Updated Home with Pool, Spa, and Outdoor Bar! By the Beach!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Pineapple Key by Anna Maria Vacations Home in Holmes Beach, Florida VRC16-000364 Welcome to Pineapple Key, a charmi ...
From $405 per night (USD)Expedia
From $493 per night (USD)VRBO
10 Minute Walk to the Beach! Private Heated Pool, Pet Friendly
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Ocean Breeze by Anna Maria Vacations Duplex in Holmes Beach, Florida VPR16-000337 Discover Ocean Breeze, a perfect ...
From $493 per night (USD)VRBO
From $391 per night (USD)Expedia
Beautiful Home Private Pool, Game Room, and Close to Beach!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Key Lime Beach House by AMI Locals Home in Holmes Beach, Florida VRC000324 Welcome to Key Lime Beach House, a stun ...
From $391 per night (USD)Expedia
From $733 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, Florida Escape to Gulfside Oasis, a stunning multi-level ...
From $733 per night (USD)VRBO
From $533 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 Condo in Holmes Beach, Florida VRC16-000044 Welcome to Hidden Cove #4, a beauti ...
From $533 per night (USD)Expedia
From $424 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, Florida VR16-000501 Escape to Sand Dollar, a blissful i ...
From $424 per night (USD)VRBO
From $235 per night (USD)Expedia
Beach Front Duplex! With Direct Beach Access and Scenic Views
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Whispering Waves East by Anna Maria Vacations Duplex in Holmes Beach, Florida VRC16-000273 Welcome to Whispering Wav ...
From $235 per night (USD)Expedia
From $270 per night (USD)VRBO
Oceanfront Duplex with Scenic Beach Views!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Whispering Waves West by Anna Maria Vacations Duplex in Holmes Beach, Florida VRC16-000272 Welcome to Whispering Wave ...
From $270 per night (USD)VRBO
From $270 per night (USD)Expedia
Beachfront Condo, Pool, Tennis Court, and Private Balcony - Sun Plaza West 110
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Sun Plaza West Unit 110 by Anna Maria Vacations Holmes Beach Beachside Condo VRC17-000125 Experience Island life a ...
From $270 per night (USD)Expedia
From $298 per night (USD)VRBO
Vacation Escape with Private Pool, Grill and Beach Gear! Near Beach and Dining
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Sugar Beach by Anna Maria Vacations Duplex in Holmes Beach, Florida VRC16-000340 Make your vacation dreams come tru ...
From $298 per night (USD)VRBO
From $507 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, Florida VPR16-000304 Welcome to Stay Calm, a beautiful gro ...
From $507 per night (USD)Expedia
From $291 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 Home in Holmes Beach, Florida VRC16-000743 Welcome to Villa Sandpiper, a s ...
From $291 per night (USD)VRBO
From $410 per night (USD)Expedia
Vacation Home with Private Pool and Ping Pong Table! Short Walk to Beach!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Villa Florence by Anna Maria Vacations Home in Holmes Beach, Florida VRC16-000355 Welcome to Villa Florence, a magnif ...
From $410 per night (USD)Expedia
From $284 per night (USD)VRBO
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, Florida VRC17-000189 Welcome to Castaway Cottage, a t ...
From $284 per night (USD)VRBO
From $320 per night (USD)Expedia
Beachfront Condo with Private Balcony and Pool Access
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Gulf Sands #102 by Anna Maria Vacations Condo in Holmes Beach, Florida VRC16-000363 Welcome to Gulf Sands #102, a ch ...
From $320 per night (USD)Expedia
From $479 per night (USD)VRBO
AMI Home with Heated Pool! 6 Minute Walk to Beach! - Egrets Nest
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Egrets Nest by Anna Maria Vacations Duplex in Holmes Beach, Florida VRC16-000610 Welcome to Egrets Nest, a beauti ...
From $479 per night (USD)VRBO
From $644 per night (USD)Expedia
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 $644 per night (USD)Expedia
From $337 per night (USD)VRBO
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 Condo in Holmes Beach, Florida VRC16-000081 Welcome to Gulf Shores #106, a ...
From $337 per night (USD)VRBO
From $289 per night (USD)Expedia
Beach Home with Pool and Gas Grill! 2 min walk to Beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Tiki Sunrise by Anna Maria Vacations Duplex in Holmes Beach, Florida VRC19-000045 Welcome to Tiki Sunrise, a delightf ...
From $289 per night (USD)Expedia
From $252 per night (USD)VRBO
Buckeye Haven - Beachfront Community with Tennis, and Pickleball Courts!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Buckeye Haven is situated in the sought after community of Playa Encantada on Anna Maria Island. Come enjoy this tropica ...
From $252 per night (USD)VRBO
From $410 per night (USD)Expedia
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 $410 per night (USD)Expedia
From $317 per night (USD)VRBO
Beachfront Bliss with Gulf Views & Heated Pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Property Highlights • Beachfront resort-style condo on Holmes Beach • Two private balconies with Gulf and pool views ...
From $317 per night (USD)VRBO
From $426 per night (USD)Expedia
5 Minute Short Walk To Beach, Shops and Restaurants - Single Level Home
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Recently renovated with a brand-new kitchen, bathrooms, and all new furniture! Welcome to Blue Bella on Anna Maria Isla ...
From $426 per night (USD)Expedia
From $380 per night (USD)VRBO
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 $380 per night (USD)VRBO
From $311 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 $311 per night (USD)Expedia