
Holmes Beach Rentals

- From $1448 per night (USD)
VRBO
Summer Paradise-Rooftop deck and private heated pool\/spa
- Bedrooms:
- 7
- Bathrooms:
- 7
- Sleeps:
- 15
At A Glance Two houses down from beach access Rooftop deck with Gulf and Bay views Private heated pool with spa, water ...
From $1448 per night (USD)VRBO
- From $1535 per night (USD)
Expedia
Luxury Pool Home near Beach with Rooftop Deck and Games! - Malibu Beach
- Bedrooms:
- 7
- Bathrooms:
- 8
- Sleeps:
- 16
Malibu Beach by AMI Locals Home in Holmes Beach, Florida VRC18-000067 Get ready for the ultimate beach vacation at Ma ...
From $1535 per night (USD)Expedia
- From $489 per night (USD)
VRBO
Beautiful Cottage with Private Pool, Great Location!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
Coconut Cottage #1 by AMI Locals Condo in Holmes Beach, FL VRC18-000069 Highlights • 1-minute walk from the Beach • Priv ...
From $489 per night (USD)VRBO
- From $310 per night (USD)
Expedia
Ground-floor home with fast WiFi, shared pool, & central AC - close to beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
The Villas, Condo 1A Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
From $310 per night (USD)Expedia
- From $1576 per night (USD)
VRBO
Perfect Family Vacation Home with Private Pool and Spa!
- Bedrooms:
- 7
- Bathrooms:
- 8
- Sleeps:
- 16
Surf View by Anna Maria Island Locals Home in Holmes Beach, FL Highlights: • Pool with sundeck, spa, swim-up Tiki tabl ...
From $1576 per night (USD)VRBO
- From $777 per night (USD)
Expedia
Home 5 Mins to Beach with Private Pool & Pool Table - Three Little Birds Cottage
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 6
Palma Royale by Anna Maria Island Accommodations Home in Holmes Beach, FL 34217 Welcome to Palma Royale! This beauti ...
From $777 per night (USD)Expedia
- From $598 per night (USD)
VRBO
Beautiful Beach Home Right Near the Water with Private Pool, AC, & Fast WiFi
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Joy Abounds Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desire ...
From $598 per night (USD)VRBO
- From $454 per night (USD)
Expedia
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 $454 per night (USD)Expedia
- From $463 per night (USD)
VRBO
NO Busy Roads to Cross to Get to the Beach! 5 min walk to beach! Sleeps 6
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
No Sharing! Single Family Home. Free HEATED POOL Nov15-Apr15! Quick 5min walk to the Beach! No A&B sides and NO shared p ...
From $463 per night (USD)VRBO
- From $254 per night (USD)
VRBO
Family Friendly Townhome across Street from Beautiful Gulf Beach
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Spacious 3 bedroom and 3 bathroom townhome in Holmes Beach on Anna Maria Island. Recently remodeled. Beach access is d ...
From $254 per night (USD)VRBO
- From $432 per night (USD)
VRBO
ANNA MARIA ISLAND COTTAGE
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Original, Quaint and Quiet Island Beach Cottage in Holmes Beach on Beautiful Anna Maria Island only minutes from the Isl ...
From $432 per night (USD)VRBO
- From $1468 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 $1468 per night (USD)Expedia
- From $1377 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 $1377 per night (USD)VRBO
- From $1038 per night (USD)
Expedia
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 $1038 per night (USD)Expedia
- From $1045 per night (USD)
VRBO
Coastal Sunrise- Luxury 3 bedroom gulf front condo with stunning views with pool
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Luxury Direct Gulf Front Condo Very large unit- 2100 sq ft-Top Floor, Corner Unit Panoramic Gulf views-private stairs fr ...
From $1045 per night (USD)VRBO
- From $1221 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 $1221 per night (USD)Expedia
- From $396 per night (USD)
VRBO
BEACHFRONT condo, sleeps 6, updated, stocked with everything, popular location
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Recently all remodeled and beautifully updated, this 2 bedroom 2 bath condo is located conveniently to restaurants and ...
From $396 per night (USD)VRBO
- From $441 per night (USD)
Expedia
Great Cottage with private pool, so close to beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Coconut Cottage #4 By Anna Maria Island Locals Condo in Holmes Beach, FL Located across the street from the Manatee Pub ...
From $441 per night (USD)Expedia
- From $597 per night (USD)
VRBO
Steps To The Beach, Private & Heated Pool, Renovated - Now Booking Summer\/Fall!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
3 bedroom, sleeps 8, private heated pool, steps to the beach Please note that there is a 7 day minimum reservation, ex ...
From $597 per night (USD)VRBO
- From $334 per night (USD)
Expedia
The Cozzi Cottage by SeaBreeze Vacation
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Brimming with historic character, this charming ground level 1 bedroom/1 bath cottage has a bright modern, organic feel– ...
From $334 per night (USD)Expedia
- From $669 per night (USD)
VRBO
~ WE ARE OPEN! ~ BEACHFRONT ~ YES! THAT'S YOUR VIEW! ~
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
We are pleased to announce that our Coconuts beachfront condo is open! We didn't have any damage to our unit from the re ...
From $669 per night (USD)VRBO
- From $935 per night (USD)
Expedia
Big Family House Close to Beach, Heated Lagoon Pool, Infant\/Pet friendly
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 10
Stay at the home of a NY Times best-selling food writer and her tech husband! Pet friendly, lots of space and charm, gre ...
From $935 per night (USD)Expedia
- From $224 per night (USD)
VRBO
Steps from the Beach 2BR
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Casa Coconut AMI unit 1, located at 4104 4th Avenue in Holmes Beach, on Anna Maria Island, a delightful island locale di ...
From $224 per night (USD)VRBO
- Click For Pricing
Expedia
Great location near Manatee Beach 1BR
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Great work or study from "home" while on vacation. This unit has large office space in addition to the living area and i ...
Click For PricingExpedia
- From $228 per night (USD)
VRBO
2BR Steps from Manatee Beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Casa Coconut AMI unit 2 is located at 4104 4th Avenue in Holmes Beach, on Anna Maria Island, a delightful island locale ...
From $228 per night (USD)VRBO
- From $692 per night (USD)
VRBO
Golf cart+4BR\/3B 2100sq Renovated, Large Pool and deck
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Recent Review: " I can’t say enough good stuff about this house and location. We stayed for 7 days and the house was sup ...
From $692 per night (USD)VRBO
- From $1390 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 $1390 per night (USD)VRBO
- From $252 per night (USD)
Expedia
Terrace Condo 1 Pool Condo Relaxing Tropical Pool Deck Close To Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
VRC 19-00237 The Terrace Condominium #1, located at 3100 Gulf Drive in Holmes Beach is a beautifully and comfortably fu ...
From $252 per night (USD)Expedia
- From $679 per night (USD)
VRBO
Turtle's Bay managed by Beach Retreats
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 6
306 Clark drive (B) Holmes Beach, FL 34217 VRC17-000009 Dog Friendly! Beautiful open concept home. 3 king bedrooms with ...
From $679 per night (USD)VRBO
- From $462 per night (USD)
Expedia
Salt Air East managed by Beach Retreats
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
VRC19-000278 Book with confidence: You may cancel your reservation up to 60 days before check-in for a full refund minu ...
From $462 per night (USD)Expedia
- From $1238 per night (USD)
VRBO
Oasis by the Beach managed by the Beach Retreats
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
202 69 th Street - Holmes Beach - FL 34217 VRC17-000120 Book with confidence: You may cancel your reservation up to 60 ...
From $1238 per night (USD)VRBO
- From $807 per night (USD)
Expedia
Seahorse Beach House managed by Beach Retreats
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
202 81 st Street - Holmes Beach - Fl 34217 VRC17-000118 Book with confidence: You may cancel your reservation up to 60 ...
From $807 per night (USD)Expedia
- From $655 per night (USD)
VRBO
Crosswind Cottage managed by Beach Retreats
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 6
312 A 61st Street Holmes Beach, FL 34217 VRC19-000277 You may cancel your reservation up to 60 days before check-in for ...
From $655 per night (USD)VRBO
- From $216 per night (USD)
VRBO
No damage to condo after hurricanes supermarket \/beach close once open. Locals book now. VR can DEC.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Condo is in perfect condition after Helene and Milton. The exterior building is having some repair. The Publix market is ...
From $216 per night (USD)VRBO
- From $251 per night (USD)
VRBO
⚓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 $251 per night (USD)VRBO
- From $431 per night (USD)
Expedia
Sunrise Bay Unit B! Heated pool! Walk to beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This is a spacious completely updated ground floor 2/2. Unit B is part of a 2 unit duplex with a private porch and grill ...
From $431 per night (USD)Expedia
- From $386 per night (USD)
VRBO
Beachside getaway! Adorable home with pool spa access! 5 min walk to beach!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This is unit A in a 2 unit duplex. The place has been completely upgraded from top to bottom with brand new everything. ...
From $386 per night (USD)VRBO
- From $819 per night (USD)
Expedia
AMI Villa by Beach Boutique Rentals
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 6
Welcome to Paradise - AMI Villa! Make this charming 3 bedroom, 3 bath Mediterranean beach villa your home away from home ...
From $819 per night (USD)Expedia
- From $295 per night (USD)
VRBO
Updated Resort Retreat on Anna Maria Island!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Map out your coastal Florida escape to this warm and welcoming 2-bedroom, 2-bathroom vacation rental located on Anna Mar ...
From $295 per night (USD)VRBO
- Click For Pricing
Expedia
Island Get Away
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 4
This newly updated and furnished condo in Holmes Beach is a picturesque and luxurious two bedroom two bath bay front con ...
Click For PricingExpedia
- From $1602 per night (USD)
VRBO
Sizzling Summer Rates at Surf Side Beach House GULF VIEWS Elevator (Beach Retreats)
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 8
6605 Gulf Drive Holmes Beach, FL 34217 VRC19-00290 Right across the street from the beach and the Beach Bistro! Gulf Vie ...
From $1602 per night (USD)VRBO
- From $441 per night (USD)
Expedia
Perfect island getaway for families! Private pool, close to the beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Coconut Cottage #3 by Anna Maria Island Locals Condo in Holmes Beach, FL Located across the street from the Manatee Pub ...
From $441 per night (USD)Expedia
- From $368 per night (USD)
VRBO
Casa Sierra 203A - 2BR Condo with Pool By Island Real Estate Vacations
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This small quiet complex is just a two minute walk to the beautiful white sand beach. A ground level unit, find an outdo ...
From $368 per night (USD)VRBO
- From $617 per night (USD)
Expedia
Emerald Bay managed by Beach Retreats
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
306 (A) Clark St - Holmes Beach - FL 34217 VRC17-000006 You may cancel your reservation up to 60 days before check-in f ...
From $617 per night (USD)Expedia
- From $356 per night (USD)
VRBO
Casa Sierra 205B - 2BR Condo with Pool - By Island Real Estate Vacations
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
When you visit the quiet four unit Casa Sierra complex you’ll enjoy great amenities like the shared heated pool with per ...
From $356 per night (USD)VRBO
- From $391 per night (USD)
Expedia
Casa Sierra 205A - 2BR Condo with Pool - By Island Real Estate Vacations
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Just a two minute walk to the beach! Casa Sierra 205 A 36th Street in Holmes Beach. Sleeps (6), (2) Bedroom (2) Bathroom ...
From $391 per night (USD)Expedia
- From $1041 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 $1041 per night (USD)VRBO
- From $516 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 $516 per night (USD)Expedia
- From $436 per night (USD)
VRBO
Ride The Tide in Holmes Beach
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Come visit this beautifully renovated 3 bedroom, 3 bath, elevated pool home in the heart of Holmes Beach, just one bloc ...
From $436 per night (USD)VRBO
- From $238 per night (USD)
Expedia
Fountainhead Condo 3 2\/2 Condo Steps To white Sugar Sand Beach, Large Pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
VRC21-000076 Fountainhead Condo #3, located at 3402 6th Avenue in Holmes Beach is just a few steps from the beautiful b ...
From $238 per night (USD)Expedia
- From $413 per night (USD)
VRBO
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 $413 per night (USD)VRBO
- From $1083 per night (USD)
Expedia
TIKI AMAZING BEACH FRONT VIEWS- Just Renovated December 2021
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
VRC16-000568 The Tiki, located at 3214 Gulf Drive in Holmes Beach is a spectacular three bedroom, two bath home directl ...
From $1083 per night (USD)Expedia
- From $550 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 $550 per night (USD)VRBO
- From $465 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 $465 per night (USD)Expedia
- From $346 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 $346 per night (USD)VRBO
- From $1084 per night (USD)
Expedia
Watch Spectacular Sunsets Beach Front Home
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
VRC16-000530 Breakers 1 is thoroughly cleaned and sanitized prior to your arrival. We pay special attention to high to ...
From $1084 per night (USD)Expedia
- From $429 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 $429 per night (USD)VRBO
- From $530 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 $530 per night (USD)Expedia
- From $569 per night (USD)
VRBO
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 $569 per night (USD)VRBO
- From $568 per night (USD)
Expedia
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 $568 per night (USD)Expedia
- From $282 per night (USD)
VRBO
SS Salamander S Updated Pool Duplex Quiet Residential Location Steps To Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
VRC16-000500 Welcome to the SS Salamander, South unit at 121 50th Street in Holmes Beach. This recently updated two bed ...
From $282 per night (USD)VRBO
- From $465 per night (USD)
Expedia
Peace N Paradise Private Relaxing Pool\/Spa 300 Yards To White Sandy Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
VRC20-000280 Peace 'n Paradise, located at 5405 B Gulf Drive in Holmes Beach is a comfortable two bedroom, two bath dup ...
From $465 per night (USD)Expedia
- From $290 per night (USD)
VRBO
Sea Pirate 3 Attractive 2\/1 Condo With Pool Just Steps To Beach
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
VRC16-000556 Sea Pirate Condo #3, located at 3303 Gulf Drive in the heart of Holmes Beach is just across the street fro ...
From $290 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 $282 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 $282 per night (USD)VRBO
- From $655 per night (USD)
Expedia
Beautiful Private Pool Home Just A Few Steps To The Beach Beachside
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
VRC16-000521 Beachside is thoroughly cleaned and sanitized prior to your arrival. We pay special attention to high tou ...
From $655 per night (USD)Expedia
- From $398 per night (USD)
VRBO
Beautiful three-bedroom two-bath elevated beach front home in Holmes Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
VRC20-000178 Breakers 3, is a beautiful elevated three-bedroom, two-bath Gulf-front beach home located on a quiet, sec ...
From $398 per night (USD)VRBO
- From $1161 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 $1161 per night (USD)Expedia
- From $232 per night (USD)
VRBO
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 $232 per night (USD)VRBO
- From $347 per night (USD)
Expedia
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 $347 per night (USD)Expedia
- From $581 per night (USD)
VRBO
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 $581 per night (USD)VRBO
- From $558 per night (USD)
Expedia
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 $558 per night (USD)Expedia
- From $374 per night (USD)
VRBO
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 $374 per night (USD)VRBO
- From $531 per night (USD)
Expedia
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 $531 per night (USD)Expedia
- From $458 per night (USD)
VRBO
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 $458 per night (USD)VRBO
- From $259 per night (USD)
Expedia
Sunbow Bay Unit 215 in Holmes Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
We at Beachrentals.mobi LOVE Sunbow Bay for its awesome amenities and affordable prices! This lovely two-bedroom, two-ba ...
From $259 per night (USD)Expedia
- From $441 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 $441 per night (USD)VRBO
- From $629 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 $629 per night (USD)Expedia
- From $211 per night (USD)
VRBO
Cove At Sandy Point 208 Overlooking Natural Preserve With A Pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
VRC19-000217 Unit 208 is a two-bedroom, two-bathroom condo located at the Cove at Sandy Pointe. Under new ownership, ma ...
From $211 per night (USD)VRBO
- From $315 per night (USD)
Expedia
MI Happy Place Sea Horse Fresh And Fun Updated 2\/1 Unit Shared Large Pool
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
VRC19-000207 Welcome to the Sea Horse unit at MI Happy Place Island Resort! Fresh and fun, this recently updated unit ...
From $315 per night (USD)Expedia
- From $276 per night (USD)
VRBO
MI Happy Place Sea Turtle Fresh And Fun Updated 2\/1 Unit Shared Large Pool
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
VRC19-000208 A fun and relaxing vacation beckons at the Sea Turtle unit at MI Happy Place Island Resort! This unit fea ...
From $276 per night (USD)VRBO
- From $267 per night (USD)
Expedia
MI Happy Place Sand Dollar Fresh And Fun Updated 2\/1 Unit Shared Large Pool
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
VRC19-000210 The Sand Dollar unit at MI Happy Place Island Resort is a fantastic two bedroom, one bath unit that sleeps ...
From $267 per night (USD)Expedia
- From $296 per night (USD)
VRBO
MI Happy Place Sand Castle Fresh And Fun Updated 2\/1 Unit Shared Large Pool
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
VRC19-000209 MI Happy Place Island Resort - Sand Castle is a delightful Anna Maria Island locale situated directly acro ...
From $296 per night (USD)VRBO
- From $1773 per night (USD)
Expedia
Absolutely Perfect Private Beach Front Pool Home
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
VRC16-000512 Absolutely Perfect is thoroughly cleaned and sanitized prior to your arrival. We pay special attention ...
From $1773 per night (USD)Expedia
- From $1017 per night (USD)
VRBO
Valhalla Both Units Duplex On Beach Covered Deck Unforgettable Sunsets
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 9
VRC's 16-000569 & VRC 16-000570 The Valhalla located at 3216 Gulf Drive in Holmes is a wonderful five bedroom, three ba ...
From $1017 per night (USD)VRBO
- From $390 per night (USD)
Expedia
Gulf Sands 201 2\/2 Condo Gulf Front With Large Pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
VRC16-000492 Gulfsands Condo #201, located at 4200 Gulf Drive in Holmes Beach, is a beautifully furnished two bedroom, ...
From $390 per night (USD)Expedia
- From $201 per night (USD)
VRBO
Fountainhead Condo 4 2\/2 Condo Steps To white Sugar Sand Beach, Large Pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
VRC16-000542 Fountainhead Condo #4, located at 3402 6th Avenue in Holmes Beach only a few steps from the beautiful beac ...
From $201 per night (USD)VRBO
- From $289 per night (USD)
Expedia
Anna Maria Beach Place 6 Directly Across The Street From The Beach With Pool
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
VRC 21-000063 Anna Maria Beach Place 6 is thoroughly cleaned and sanitized prior to your arrival. We pay special attent ...
From $289 per night (USD)Expedia
- From $460 per night (USD)
VRBO
Two Bedroom Cottage with Tropical Landscaping Surrounding Private Heated Pool!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Welcome to Surf Camp Cottage located just 3 houses down from the Gulf beaches of Anna Maria Island. Surf Camp Cottage is ...
From $460 per night (USD)VRBO
- From $595 per night (USD)
Expedia
Siboney 3\/2 Private Pool Home
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
VRC16-000563 The Siboney located at 3700 Gulf Drive in Holmes Beach, is an exquisite, executive level home with a priva ...
From $595 per night (USD)Expedia
- From $408 per night (USD)
VRBO
Ground Floor home for 5, short walk to beach and private heated pool! Lovely open living area
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Welcome to Citrus Cottage located steps from the Gulf beaches of Anna Maria Island. Citrus Cottage is a ground level hal ...
From $408 per night (USD)VRBO
- From $390 per night (USD)
Expedia
Palm Cay 5 3\/2 Pool Condo Near White Sandy Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
VRC16-000555 Palm Cay Condominium #5 located at 3000 Gulf Drive in Holmes Beach is a very spacious three bedroom, two b ...
From $390 per night (USD)Expedia
- From $532 per night (USD)
VRBO
Seaside Beach House 101 Gulf Front Condo Pool Unforgettable Sunset Views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
VRC16-000502 Seaside Beach House #101 located at 102 68th Street in Holmes Beach is a direct Gulf front complex with a ...
From $532 per night (USD)VRBO
- From $928 per night (USD)
Expedia
Gulf Place Unit 3 in Holmes Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This direct Gulf-front property is sure to be a hit! It has been completely renovated recently. There are spectacular su ...
From $928 per night (USD)Expedia
- From $468 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 $468 per night (USD)VRBO
- From $1276 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 $1276 per night (USD)Expedia
- From $456 per night (USD)
VRBO
3 bedroom home on Anna Maria Island, private heated pool, super location!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
This stunning tropical oasis called Sunbreeze features hardwood and tile floors throughout the home, front and back deck ...
From $456 per night (USD)VRBO
- From $1226 per night (USD)
Expedia
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 $1226 per night (USD)Expedia
- From $728 per night (USD)
VRBO
Bradenton Beach Club 3\/2 Beach Front Condo
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
*DUE TO HURRICANES THE ELEVATOR AT THIS PROPERTY IS OUT OF SERVICE AT THIS TIME Welcome to your dream getaway – a stunn ...
From $728 per night (USD)VRBO
- From $571 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 $571 per night (USD)Expedia