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 $413 per night (USD)
VRBO
Beachfront Balcony, Stylish Gulf-View Escape
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Palm Gables 110 by Anna Maria Vacations Holmes Beach Beachfront Condo 110 36th St, Holmes Beach, FL 34217 Welcome to ...
From $413 per night (USD)
VRBO
From $241 per night (USD)
Expedia
Canal front Cottage Near the Beach!
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Stars on the Water by AMI Locals Canal Front Vacation Home with Dock near Manatee Beach VRC21-000115 Perfect for beac ...
From $241 per night (USD)
Expedia
From $456 per night (USD)
VRBO
Happy Island Cottage with Heated Private Pool
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
A 2000 sq/ft, 3 bedroom modern beach house with heated* and very private pool. A perfect location just steps from the be ...
From $456 per night (USD)
VRBO
From $438 per night (USD)
VRBO
Private Pool - Manna-Tee Beach House by SeaBreeze Vacation
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
If you are ready to put your "heels in the sand", look no further. Manna-Tee Beach House is the perfect vacation spot fo ...
From $438 per night (USD)
VRBO
From $302 per night (USD)
VRBO
Beachfront Condominium on the white sandy beach of Anna Maria Island.
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Welcome to Sun Plaza West Beachfront Condominiums. This complex is ON the beach. It doesn’t get better than that. This b ...
From $302 per night (USD)
VRBO
From $422 per night (USD)
Expedia
Gulf Place Unit 10 in Holmes Beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
**ASK ABOUT LAST-MINUTE DEALS! Enjoy a fabulous stay at the beach in this beautifully remodeled two-bedroom, two-bath u ...
From $422 per night (USD)
Expedia
From $581 per night (USD)
VRBO
Buddy’s Beach House Private Heated Pool and Spa- Pet Friendly
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Welcome to Buddy's Beach House, a completely remodeled, beachy chic getaway just 2 blocks to the beach. Stroll to the be ...
From $581 per night (USD)
VRBO
Click For Pricing
Expedia
Dog Friendly Home with Private Pool and Spa! Close to Beach - Sunset and Sands
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Sunset and Sands by Anna Maria Island Accommodations 200 81st Street, Holmes Beach, 34217 VRC17-000117 Welcome to Suns ...
Click For Pricing
Expedia
From $424 per night (USD)
VRBO
Fun family vacation home, just one block to the AMI beach. You'll love the pool!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Blue Pineapple by AMI Locals Home in Holmes Beach, Florida CAA20-000023 Paradise awaits at Blue Pineapple, a gorgeo ...
From $424 per night (USD)
VRBO
From $743 per night (USD)
Expedia
PRIVATE HOUSE and Pool on AMI. Close to beach, shopping, restaurants, marina.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
SALTY DOGS ON ANNA MARIA ISLAND IS WAITING FOR YOU! SALTY DOGS IS A SINGLE-FAMILY BEACH HOUSE. You get the entire h ...
From $743 per night (USD)
Expedia
From $290 per night (USD)
VRBO
Steps to Beach - Tropical Sunset 1 by SeaBreeze Vacation
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Looking for the perfect beach destination? Well, it doesn't get better than this! This 2 bedroom/2 bath condo, recently ...
From $290 per night (USD)
VRBO
From $380 per night (USD)
Expedia
Coastal living at its finest! Inviting two bedroomwith Pool & Jacuzzi
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to your tranquil haven nestled in the heart of Anna Maria Island! This enchanting 2-bedroom, 2-bathroom residenc ...
From $380 per night (USD)
Expedia
From $352 per night (USD)
VRBO
Esxape to Paradise! Beachside retreat with shared pool spa. 5 min walk to beach!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Escape to paradise. Serene 2-Bedroom Retreat with Pool and Jacuzzi Experience the epitome of modern comfort at this go ...
From $352 per night (USD)
VRBO
From $415 per night (USD)
Expedia
Private paradise w/ all the beach supplies & toys!
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Casa Laguna is a privately owned home with private amenities and entry via smart locks. The home is surrounded by lush ...
From $415 per night (USD)
Expedia
From $359 per night (USD)
VRBO
Coconuts 116 - Anna Maria Island - Condo -1 Bedroom/ 1 Bath- maximum...
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Coconuts 116 - Anna Maria Island - 1 Bedroom/ 1 Bath - maximum occupancy of 6 people. VRC21-000194 Distance to the ...
From $359 per night (USD)
VRBO
From $590 per night (USD)
Expedia
Sunsets on Carissa - Coastal Retreat w/ Heated Pool, Game Room & Steps from Gulf
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to Sunsets on Carissa! On Anna Maria Island (Holmes Beach, FL) Experience Sunsets On Carissa – A Modern Coastal ...
From $590 per night (USD)
Expedia
From $492 per night (USD)
VRBO
Fins Up – AMI Cozy Island Retreat w/ Private Pool & 4-Min Walk To Beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to Fins Up! On Anna Maria Island (Holmes Beach, FL) Discover Fins Up, An AMI Island Getaway Where A Private Poo ...
From $492 per night (USD)
VRBO
From $270 per night (USD)
Expedia
Spinnakers Cottages - Cabin 1 - Dog Friendly - 250 Steps to Beach, Pool
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Cabin 1 Spinnakers Cottages by Anna Maria Life Vacation Rentals 204 56th St. #1, Holmes Beach, FL 34217 What You'll Lov ...
From $270 per night (USD)
Expedia
From $337 per night (USD)
VRBO
Island Vibe 5: Close to Beach with Private Heated Pool
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to Island Vibe 5! This is a newly renovated 2-bedroom, 2-bathroom home with private, heated and cooled pool, tro ...
From $337 per night (USD)
VRBO
From $589 per night (USD)
Expedia
Beach Escape in Holmes Beach
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Welcome to "Beach Escape" on beautiful Anna Maria Island. Appropriately named, this Mediterranean-inspired beach house ...
From $589 per night (USD)
Expedia
From $464 per night (USD)
VRBO
Anna Maria Island!1 Block to the Beach. Private Home with Heated Pool.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Experience the ultimate luxury of this beautiful private home just minutes from the white private sandy beaches of Anna ...
From $464 per night (USD)
VRBO
From $344 per night (USD)
Expedia
Perfect Vacation Home with Private Pool! Close to the Beach! - Gulf Breeze
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Gulf Breeze by AMI Locals 306 65th St, Unit A, Holmes Beach, FL 34217 VRC21-000001 Welcome to Gulf Breeze, a charming ...
From $344 per night (USD)
Expedia
From $349 per night (USD)
VRBO
Charming Island Pool Home! Walk to Holmes Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Sea Breeze by AMI Locals 306 65th St, Unit B | Holmes Beach, Florida VRC21-000002 Welcome to Sea Breeze, a peaceful ...
From $349 per night (USD)
VRBO
From $328 per night (USD)
Expedia
Cozy Home with Private Pool, Close to the Beach! Don't Miss Out!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Island Escape by AMI Locals 6506 Holmes Blvd, Holmes Beach, FL 34217 VRC21-000012 Welcome to Island Escape, a charmin ...
From $328 per night (USD)
Expedia
From $221 per night (USD)
VRBO
Gulf Beach Apartment - with Pool & Beach Access
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Pristine,spacious1 bedroom apartment sleeps 4, only steps to the beautiful white sandy beach of Anna Marie Island. Fresh ...
From $221 per night (USD)
VRBO
From $274 per night (USD)
VRBO
Your island destination steps from the beach!<br>
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Tortuga tides is your extended vacation oasis steps from the white sands of Anna Maria Island beaches. The master bedroo ...
From $274 per night (USD)
VRBO
From $235 per night (USD)
VRBO
Newly renovated Cozy Beach Cottage B 1/2 of a duplex, 3min walk to beach
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Welcome to our newly remodeled 2beds/1bath 1/2 of the duplex, just short walk (3-5min)to the white sandy beaches of Anna ...
From $235 per night (USD)
VRBO
From $266 per night (USD)
Expedia
Newly renovated Cozy Beach Cottage A1/2 of a duplex, 3min walk to beach
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Welcome to our newly remodeled 2beds/1bath 1/2 of the duplex, UNIT A - just short walk (3-5min)to the white sandy beach ...
From $266 per night (USD)
Expedia
From $881 per night (USD)
VRBO
Surfside AMI; backyard oasis steps to beach, heated pool, putting green,+gear!
Bedrooms:
4
Bathrooms:
4
Sleeps:
12
Recently renovated in 2025, new kitchen, flooring and updated furnishings! Private beach getaway with a backyard oasis i ...
From $881 per night (USD)
VRBO
From $421 per night (USD)
Expedia
Villa Verde-4 bedroom with private pool with restaurants and boutiques nearby
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
311 61st Street is a lovely elevated 4 bedroom and 3.5 bathroom tucked away in the heart of Holmes Beach just a short tw ...
From $421 per night (USD)
Expedia
From $551 per night (USD)
VRBO
Golf Cart, Island Haven by SeaBreeze Vacation
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
6 PERSON GOLF CART INCLUDED ON ALL RESERVATIONS STAYING DURING 2025! All Drivers must be over the age of 21. Drivers mus ...
From $551 per night (USD)
VRBO
From $408 per night (USD)
VRBO
Bay Palms,3BR 2B , Private Pool with Spa--Entire Home recently renovated.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Our home has 3 bedrooms, master with queen bed and ensuite bathroom, 2nd bedroom has a queen bed, 3rd bedroom has two tw ...
From $408 per night (USD)
VRBO
From $416 per night (USD)
VRBO
Emerald Cove: Beachfront condo with gorgeous views!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Come soak in the picturesque gulf views of Anna Maria Island at this newly renovated, contemporary beach condo! This 1 b ...
From $416 per night (USD)
VRBO
From $219 per night (USD)
Expedia
Perfect Family Vacation home just off the beach! Private Pool!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Island Hideaway by AMI Locals Home in Holmes Beach, FL Features: • Private heated pool • Ground-level home, very access ...
From $219 per night (USD)
Expedia
From $423 per night (USD)
VRBO
Sun Plaza West Unit 204, gulf front complex on AMI
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
*Important Update, Pool will be closed from July to Mid- September 2025* Come experience Unit 204 at Sun Plaza Wes ...
From $423 per night (USD)
VRBO
From $381 per night (USD)
Expedia
Recently Renovated Luxury Ground Floor Island Home Close to Beach!o Sleeps 4
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to Limbo Cottage - the west side of 'Gumbo Limbo' duplex. Located just 7 houses from the Gulf beaches of Anna Ma ...
From $381 per night (USD)
Expedia
From $315 per night (USD)
VRBO
Starfish Landing in Holmes Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
**ASK ABOUT LAST MINUTE DEALS! Welcome to your Anna Maria Island vacation! You will enjoy your time at this beautiful ...
From $315 per night (USD)
VRBO
$CONTEMPORARY BEACH CHIC HOME WITH OCEAN VIEWS, STEPS TO THE BEACH/HEATED POOL\n$
From $597 per night (USD)
VRBO
CONTEMPORARY BEACH CHIC HOME WITH OCEAN VIEWS, STEPS TO THE BEACH/HEATED POOL\n
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
THE POOL IS PRIVATE AND ONLY FOR THE USE OF THE GUESTS IN THIS HOME WHICH IS SEABREEZE SANDS. IT IS NOT SHARED WITH ANY ...
From $597 per night (USD)
VRBO
From $395 per night (USD)
VRBO
LaBella Casa: Games, updated beachy chic home moments to the Gulf!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
With a bright green-colored exterior and vibrant greenery surrounding the property, LaBella Casa is hard to miss! And, y ...
From $395 per night (USD)
VRBO
From $313 per night (USD)
VRBO
Old Florida living only 200 steps to the beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Paradise found! With only 200 steps to the beach, this lovely beach house offers a great value for you vacation. A sho ...
From $313 per night (USD)
VRBO
From $325 per night (USD)
VRBO
Pool/Spa - Bahama Mama by SeaBreeze Vacation
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This is it - Paradise! This fabulous Key West style elevated 3 bedroom/2 bath single family home has so many wonderful f ...
From $325 per night (USD)
VRBO
From $412 per night (USD)
Expedia
Anna Maria Island! All New Remodeled Private Heated Pool + Walk to the Beach! 🌞
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
"Calypso" is a Newly remodeled cottage with a lush tropical backyard, which boasts a Private Heated pool with Waterfall, ...
From $412 per night (USD)
Expedia
From $337 per night (USD)
VRBO
Island Vibe 6: Close to Beach with Private Heated Pool
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to Island Vibe 6! This is a newly renovated 2-bedroom, 2-bathroom home with private, heated and cooled pool, tro ...
From $337 per night (USD)
VRBO
From $399 per night (USD)
Expedia
Palms Beach West - Holmes Beach Vacation Villa - 3 Bedroom with Private Pool - B
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Make memories that last a lifetime when you stay at gorgeous Anna Maria Island vacation rental home “Palms Beach West”. ...
From $399 per night (USD)
Expedia
From $143 per night (USD)
VRBO
Sandy Pointe II Holmes Beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
This is a light and bright 2 bedroom/2 bath Condo that backs up to the lovely and serene mangroves (nature preserve). T ...
From $143 per night (USD)
VRBO
From $191 per night (USD)
Expedia
STEPS TO GULF BEACH!
Bedrooms:
2
Bathrooms:
1
Sleeps:
4
Authentic ground floor Bungalow with private parking and seashell courtyard just steps away from the Gulf Beaches. Cozy ...
From $191 per night (USD)
Expedia
From $519 per night (USD)
VRBO
Direct Beachfront 2 BD Condo On Florida’s Beautiful Gulf Coast!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Florida Vacation Dream Spot - easy and fun! This 2 Bedroom, 2 Bath condo is direct beachfront with wide open views up a ...
From $519 per night (USD)
VRBO
From $435 per night (USD)
Expedia
Sandcastle by the Sea managed by Beach Retreats FL Anna Maria Island
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
213 76th St. Bradenton Beach, Fl 34217 VRC21-000119 “You are vacationing in a residential area. Please be a good neighb ...
From $435 per night (USD)
Expedia
From $270 per night (USD)
VRBO
Close to the beach on Anna Maria Island, 2 bedroom, condo & community pool!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
We welcome you to our beautifully remodeled Anna Maria Island vacation rental condo! Summer of 2020 brought many updates ...
From $270 per night (USD)
VRBO
From $298 per night (USD)
Expedia
Pet-Friendly - Rum Dog by SeaBreeze Vacation
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Perfect for a family vacation or a couple's retreat, this newly listed and newly updated, furnished 2 bedroom/2 bath dup ...
From $298 per night (USD)
Expedia
From $374 per night (USD)
VRBO
One Day More: Spectacular Oasis Backyard with Pool & Spa by Anna Maria Life Vacation Rentals
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
403 72nd St., Holmes Beach, FL 34217 What You'll Love About this Home: Location! 4 Blocks to the Beach! Centrally Locat ...
From $374 per night (USD)
VRBO
From $401 per night (USD)
Expedia
Beautiful AMI Beach House with Pool and Fenced Backyard, Dog Friendly!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Sol y Mar by AMI Locals 221 84th Street, Holmes Beach, FL 34217 VRC21-000118 Welcome to Sol y Mar, a bright and newly ...
From $401 per night (USD)
Expedia
From $252 per night (USD)
VRBO
END OF SUMMER SPECIAL- Private patio-Central location & trolley-3min to beach
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
This is a fabulously styled cottage is set back 30 yards from the Gulf ocean (one house off the beach as the crow flies) ...
From $252 per night (USD)
VRBO
From $249 per night (USD)
VRBO
END OF SUMMER RATES! Cozy cottage central location-Private patio-3 min to beach!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Discover this boutique-styled cottage and the white sandy beaches that make Anna Maria Island so famous. The Cottage is ...
From $249 per night (USD)
VRBO
From $369 per night (USD)
VRBO
One Bedroom Condo at Beachfront Resort!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Welcome to Coconuts Courtyard! This amazing condo is located within the iconic Coconuts Beach Resort located directly on ...
From $369 per night (USD)
VRBO
From $620 per night (USD)
Expedia
Unwind Sunshine - heated pool, steps to the local's favorite beach, free bikes
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
***WEEKLY RENTAL**** This Luxury beach chic cottage home has it all....location, fully stocked luxury kitchen, and beac ...
From $620 per night (USD)
Expedia
From $404 per night (USD)
VRBO
Gulf Place Unit 22 in Holmes Beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
**ASK ABOUT LAST MINUTE DEALS! Enjoy a fabulous stay at the beach in this beautifully remodeled two bedroom, two bath u ...
From $404 per night (USD)
VRBO
From $532 per night (USD)
Expedia
Large Private Pool Home with Spa - 150 yards to the Beach - By Island Real Estat
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
“Catchin’ Rays” is an excellent choice for your next Anna Maria Island vacation! This centrally located home offers ever ...
From $532 per night (USD)
Expedia
From $274 per night (USD)
VRBO
Sam's Cove! Second Floor Condo Overlooking Water
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
IMPORTANT: Per homeowner's association, a minimum monthly stay is required, as well as an application. Please allow at l ...
From $274 per night (USD)
VRBO
From $552 per night (USD)
Expedia
Stillpoint: Heated pool, 2-min walk to beach, sleeps 8
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Photos updated March 2025 Welcome to the graceful beauty of Stillpoint, an island retreat for family and friends just s ...
From $552 per night (USD)
Expedia
From $203 per night (USD)
VRBO
Stylish, Sunny, Steps to the Sand
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
VRC22-000010 Tucked into a quiet street and with your beach access across the street, Made in the Shade A is a one-bedr ...
From $203 per night (USD)
VRBO
From $197 per night (USD)
Expedia
Coastal Calm Steps from the Beach
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
VRC22-000022 Hidden just feet from the Gulf of Mexico’s powder-soft sands, Made in the Shade B offers everything you ne ...
From $197 per night (USD)
Expedia
From $491 per night (USD)
VRBO
Cozy corner beach house with pool- 1 block from beach!
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Casa de Palmas is a charming 3 bedroom and 3 bath private beach house, located one block from the turquoise waters of th ...
From $491 per night (USD)
VRBO
From $416 per night (USD)
Expedia
Blue Palm Paradise: Dog friendly, Pool, 3 Minute Walk to Beach by Anna Maria Life Vacation Rentals
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Blue Palm Paradise by Anna Maria Life Vacation Rentals 205 65th St, Holmes Beach, FL 34217 What You'll Love About This ...
From $416 per night (USD)
Expedia
From $367 per night (USD)
VRBO
Charming Ground Level Resort Style 3unit condo unit B a few steps from the beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to our newly updated ground level 2 beds/2bath unit B of the triplex located on the southern end of Holmes Beach ...
From $367 per night (USD)
VRBO
From $492 per night (USD)
Expedia
Sea Breeze: Pool home in perfect central location
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This 3 bed 2 bath island oasis will take you back to the days of old Florida charm, but in a modern and well appointed s ...
From $492 per night (USD)
Expedia
From $221 per night (USD)
VRBO
A Getaway Retreat A 2/2 Pet Friendly
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
A fabulous totally remodeled and decorated west side unit 2 Bedroom, 2 Bath elevated two level duplex home. New tile flo ...
From $221 per night (USD)
VRBO
From $221 per night (USD)
Expedia
A Getaway Retreat B 2/2 Pet Friendly
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
A fabulous totally remodeled and decorated east side unit 2 Bedroom, 2 Bath elevated two level duplex home. New tile flo ...
From $221 per night (USD)
Expedia
From $376 per night (USD)
VRBO
'Chic on the Beach': Anna Maria Island Escape!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Experience the very best that Florida has to offer at this luxury Holmes Beach vacation rental! Located on Anna Maria Is ...
From $376 per night (USD)
VRBO
From $274 per night (USD)
VRBO
Steps to Beach - SunSet Azul by SeaBreeze Vacation
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Sunset Azul is a fully-updated 2 bedroom/1 bath gulf-side ground level villa on the southern end of Holmes Beach. It's ...
From $274 per night (USD)
VRBO
Click For Pricing
VRBO
Blue Haven Beach House - 3BR Coastal Retreat w/ Heated Pool, Gulf Views & Steps to the Beach
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Welcome to Blue Haven Beach House! On Anna Maria Island (Holmes Beach, FL) Discover island charm and modern comforts at ...
Click For Pricing
VRBO
From $353 per night (USD)
Expedia
Chic Island Escape with Pool, Spa and Short Walk to the Beach
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Island Princess by AMI Locals 213 84th St, Holmes Beach, FL, 34217 VCR19-000296 Welcome to Island Princess, a beaut ...
From $353 per night (USD)
Expedia
From $475 per night (USD)
VRBO
Putting Green - Flip Flops Forever by SeaBreeze Vacation
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Recently renovated! Flip Flops Forever is a traditional Florida home just steps from the beach nestled in the quiet resi ...
From $475 per night (USD)
VRBO
From $1844 per night (USD)
Expedia
Luxury home just steps away from the beach with pool, spa & rooftop!
Bedrooms:
6
Bathrooms:
7
Sleeps:
14
The Ritz by Anna Maria Island Locals Home in Holmes Beach, FL Highlights: • Rooftop deck • Heated pool and spa • Coffee ...
From $1844 per night (USD)
Expedia
From $282 per night (USD)
VRBO
Steps from Beach! Grill - Wif
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Beach Walk 3 is a 1 bedroom, 1 bath suite on the 2nd level, just steps from the beach and includes a heated pool. Unit a ...
From $282 per night (USD)
VRBO
From $241 per night (USD)
Expedia
Beach Walk #2 Beach Side Villa
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Beach Walk 2 is a 1 bedroom, 1 bath second level villa, just steps from the beach and includes a heated pool. Amenities ...
From $241 per night (USD)
Expedia
From $300 per night (USD)
VRBO
Private 2 bedroom, 2 bath ground level cottage west of Gulf Drive!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
This colorful, recently updated 2-bedroom, 1.5-bathroom ground level home is delightfully placed just a block and a half ...
From $300 per night (USD)
VRBO
From $288 per night (USD)
Expedia
2 bedroom unit, West of Gulf Drive. Only steps to the beach!
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Welcome! This quaint 2-bedroom, 1-bathroom single level home is nestled on Anna Maria Island. The master suite has a ...
From $288 per night (USD)
Expedia
From $295 per night (USD)
VRBO
Delightful, comfortable villa just steps from the beach!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Placed in the heart of Anna Maria Island, this wonderful, single story, fully furnished 2-bedroom, 2-bathroom home is ne ...
From $295 per night (USD)
VRBO
From $537 per night (USD)
Expedia
Gulf-front, heated pool, stocked kitchen, and private parking!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
A beautiful, beachfront condo has 2 bedrooms and 2 bathrooms and a gorgeous balcony view of the Gulf of Mexico. The smal ...
From $537 per night (USD)
Expedia
From $207 per night (USD)
VRBO
Inviting Condo with Shared Pool, High-Speed WiFi, and Central AC
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Mangrove Oasis Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $207 per night (USD)
VRBO
From $483 per night (USD)
VRBO
Cozy Night Side Cottage, 2 BR, Heated Pool on quiet street on Anna Maria Island
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
VRC# 19-000219 This cozy 2 bedroom 2 full bath cottage is half of our A Lazy River Day and Night duplex. You will feel ...
From $483 per night (USD)
VRBO
From $591 per night (USD)
VRBO
Four Beach Lovers 2 | Beach Right At Your Door
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
VRC16-000517 Four Beach Lovers is thoroughly cleaned and sanitized prior to your arrival. We pay special attention to h ...
From $591 per night (USD)
VRBO
From $425 per night (USD)
Expedia
Sapphire Beach House by Duncan Real Estate
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome back to Sapphire Beach House! Casual yet luxurious, this three-bedroom duplex with a private, heated pool and cl ...
From $425 per night (USD)
Expedia
From $451 per night (USD)
VRBO
Gulf Shores Beachfront Condo Gorgeous views and only steps to the sand!
Bedrooms:
2
Bathrooms:
3
Sleeps:
4
View dolphins, terns, gulls, sandpipers, and other shorebirds from your 22 foot wide screened lanai. Walk directly out t ...
From $451 per night (USD)
VRBO
From $496 per night (USD)
Expedia
Ideal Family Getaway: Private Pool 2 Mins from the Beach - Lay'By, Too
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Lay'By, Too by AMI Locals Home in Holmes Beach, Florida VRC16-000175 Welcome to Lay'By, Too! This vibrant ground-level ...
From $496 per night (USD)
Expedia
From $359 per night (USD)
VRBO
Sailfish Gulf Suites #2, Beachfront, Steps to the Sand
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Sailfish Gulf Suites is a Gulf front, Old Florida style ground level accommodation which guarantees your most memorable ...
From $359 per night (USD)
VRBO
From $476 per night (USD)
Expedia
TranquiliSea: Pet friendly, long term discount, sleeps 12, resort-style pool!
Bedrooms:
4
Bathrooms:
6
Sleeps:
12
LONG-TERM DISCOUNT: Stays of 4-weeks (28 nights) or more enjoy a 5% discount on the nightly rate. (This discount is app ...
From $476 per night (USD)
Expedia
From $551 per night (USD)
VRBO
A Lazy River Day & Night 4 Bedrm w lazy river heated pool! Bikes & Beach Gear!
Bedrooms:
3
Bathrooms:
4
Sleeps:
9
VRC# 19-000218 VRC# 19-000219 Versatile 4 bedroom 3 1/2 bath home perfect for families or friends traveling together b ...
From $551 per night (USD)
VRBO
From $194 per night (USD)
Expedia
Palm Cay 3 2/1 Condo Pool Near White Sandy Beach Close To Dining & Shopping
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
VRC16-000554 Palm Cay Condominium #3 is located at 3000 Gulf Drive in Holmes Beach, on the west side of the street for ...
From $194 per night (USD)
Expedia
From $229 per night (USD)
VRBO
Ocean Park Terrace 202 Gulf Front Spacious 2/2 Pool Condo Rooftop Deck
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Ocean Park Terrace #202, located directly on the beautiful Gulf of Mexico at 2700 Gulf Drive in Bradenton Beach, feature ...
From $229 per night (USD)
VRBO
From $315 per night (USD)
Expedia
While Away A: Beach Bliss Reimagined
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
VRC16-000510 Modern Charm Meets Island Ease Step into While Away A, where laid-back Florida vibes meet modern elegance ...
From $315 per night (USD)
Expedia
From $196 per night (USD)
VRBO
WE 106 Lovely Gulf Front 1/1 Pool Condo Relax On Sugar Sand Beach
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
VRC21-000074 Waters Edge Unit 106S, located at 5806 Gulf Drive in the northern end of Holmes Beach, is a spacious one b ...
From $196 per night (USD)
VRBO
From $389 per night (USD)
Expedia
Seaside Condo – Pool & Epic Sunset Views
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
VRC16-000507 Seaside Beach House #201 located at 102 68th Street in Holmes Beach is a direct Gulf front complex with a ...
From $389 per night (USD)
Expedia
From $749 per night (USD)
VRBO
Sunkissed&Salty: Prime Location!
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
No hurricane damage from Helene or Milton! We are welcoming guests for 2025! Dreamy Amenities. Prime Island Location. ...
From $749 per night (USD)
VRBO
From $229 per night (USD)
Expedia
Anna Maria Beach Place 5 Directly Across The Street From The Beach With Pool
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
VRC 21-000062 Anna Maria Beach Place 5 is thoroughly cleaned and sanitized prior to your arrival. We pay special attent ...
From $229 per night (USD)
Expedia
From $242 per night (USD)
VRBO
Anna Cabana Bungalow #2. Cute And Cozy 1 Bedroom With A Pool
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
VRC 19-000212 Anna Cabana Bungalow is thoroughly cleaned and sanitized prior to your arrival. We pay special attention ...
From $242 per night (USD)
VRBO
From $165 per night (USD)
Expedia
Anna Cabana Bungalow 3 Cute And Cozy Efficiency With Pool
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
VRC 19-000213 Embrace the charm of Anna Cabana Bungalow #3, where you're never more than a short walk from the beach, a ...
From $165 per night (USD)
Expedia
From $209 per night (USD)
VRBO
Sea Esta 3/2 Duplex Private Pool Close To Tennis Boat Ramp Dining
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
VRC19-000216 Sea-Esta located at 409 63rd St in Holmes Beach is a three bedroom two bathroom, ground level unit, that s ...
From $209 per night (USD)
VRBO
From $229 per night (USD)
Expedia
Relax, recharge, repeat—AMI style
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Cozy Island Escape Just Steps from the Gulf Tucked within a charming six-unit complex in Holmes Beach, this beautifully ...
From $229 per night (USD)
Expedia

Search Your Destination Now!

Holmes Beach Rentals

Rental Rates ($USD weekly)

Guests

Check Rates & Availability:

Results: 1,000 Rentals