Holmes Beach Rentals
From $288 per night (USD)VRBO
Steps to Beach - The Cozzi Cottage by SeaBreeze Vacation
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Brimming with historic character, this charming ground level 1 bedroom/1 bath cottage has a bright modern, organic feel– ...
From $288 per night (USD)VRBO
From $579 per night (USD)Expedia
~ BEACHFRONT ~ YES, THAT'S YOUR VIEW! ~ END OF SUMMER SPECIALS ~
- 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 $579 per night (USD)Expedia
From $405 per night (USD)VRBO
Twin Palms: Big 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 architectural designer/tech husband! Pet friendly, lots ...
From $405 per night (USD)VRBO
From $254 per night (USD)Expedia
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 $254 per night (USD)Expedia
From $229 per night (USD)VRBO
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 ...
From $229 per night (USD)VRBO
From $223 per night (USD)Expedia
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 $223 per night (USD)Expedia
From $621 per night (USD)VRBO
Golf cart+4BR/3B 2100sq Renovated, Large Pool and deck
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
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 $621 per night (USD)VRBO
From $912 per night (USD)Expedia
Stylish Coastal Escape with Pool Near Beach and Trolley
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Take Me Away by AMI Locals 214 69th Street, Holmes Beach, FL 34217 VRC20-000170 Escape to Take Me Away, a beautiful ...
From $912 per night (USD)Expedia
From $233 per night (USD)VRBO
Terrace Condo 1 Pool Condo Relaxing Tropical Pool Deck Close To Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
VRC 19-00237 The Terrace Condominium #1, located at 3100 Gulf Drive in Holmes Beach is a beautifully and comfortably fu ...
From $233 per night (USD)VRBO
From $540 per night (USD)Expedia
Turtle's Bay managed by Beach Retreats FL Anna Maria Island
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
306 Clark drive (B) Holmes Beach, FL 34217 VRC17-000009 Dog Friendly! Beautiful open concept home. 3 king bedrooms with ...
From $540 per night (USD)Expedia
From $436 per night (USD)VRBO
Salt Air East managed by Beach Retreats FL Anna Maria Island
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
VRC19-000278 Book with confidence: NO CANCELATION FEES Cancellation Policy (Effective for reservations made on or afte ...
From $436 per night (USD)VRBO
From $1042 per night (USD)Expedia
Oasis by the Beach managed by Beach Retreats FL Anna Maria Island
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
202 69 th Street - Holmes Beach - FL 34217 VRC17-000120 Book with confidence: NO CANCELATION FEES Cancellation Policy ...
From $1042 per night (USD)Expedia
From $511 per night (USD)VRBO
Seahorse Beach House managed by Beach Retreats FL Anna Maria Island
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
202 81 st Street - Holmes Beach - Fl 34217 VRC17-000118 Book with confidence: NO CANCELATION FEES Cancellation Policy ...
From $511 per night (USD)VRBO
From $488 per night (USD)Expedia
Crosswind Cottage managed by Beach Retreats FL Anna Maria Island
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
🌴 Crosswind Cottage 📍 312 A 61st Street, Holmes Beach, FL 34217 📌 VRC19-000277 | 3 Bedrooms | 2.5 Bathrooms | Sleeps ...
From $488 per night (USD)Expedia
From $246 per night (USD)VRBO
⚓3/2.5 Private Canal Front Pool Home on AMI⚓Close To Beaches
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Location, Location (see map): There are seven miles of pristine, quartz sand beaches shimmering along our island and you ...
From $246 per night (USD)VRBO
From $362 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 $362 per night (USD)Expedia
From $287 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 $287 per night (USD)VRBO
From $611 per night (USD)Expedia
AMI Villa by Beach Boutique Rentals
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Paradise - AMI Villa! Make this charming 3 bedroom, 3 bath Mediterranean beach villa your home away from home ...
From $611 per night (USD)Expedia
From $228 per night (USD)VRBO
Walk to Beach: Home w/ Porch on Anna Maria Island!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Map out your coastal Florida escape to this warm and welcoming 2-bedroom, 2-bathroom vacation rental located on Anna Mar ...
From $228 per night (USD)VRBO
From $442 per night (USD)Expedia
Ebb Tide by Duncan Real Estate
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Come to this Island home and have a vacation of a lifetime! Totally remodeled, this 3-bedroom, 3-bath pool home is well ...
From $442 per night (USD)Expedia
From $921 per night (USD)VRBO
Surf Side Beach House GULF VIEWS hosted by Beach Retreats Vacation Rentals
- Bedrooms:
- 4
- Bathrooms:
- 4
- 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 $921 per night (USD)VRBO
From $320 per night (USD)Expedia
Island Getaway! Private pool, Close to the Beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Coconut Cottage #3 by AMI Locals 108 39th Street, Unit 3, Holmes Beach, FL 34217 VRC18-000071 Welcome to Coconut Cott ...
From $320 per night (USD)Expedia
From $345 per night (USD)VRBO
Casa Sierra 203A - 2BR Condo with Pool By Island Real Estate Vacations
- Bedrooms:
- 2
- Bathrooms:
- 2
- 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 $345 per night (USD)VRBO
From $614 per night (USD)Expedia
Emerald Bay managed by Beach Retreats FL Anna Maria Island
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
🌊 Emerald Bay 📍 306A Clark Street, Holmes Beach, FL 34217 📌 VRC17-000006 | 3 Bedrooms | 3.5 Bathrooms | Sleeps 6 | He ...
From $614 per night (USD)Expedia
From $322 per night (USD)VRBO
Casa Sierra 205B - 2BR Condo with Pool - By Island Real Estate Vacations
- Bedrooms:
- 2
- Bathrooms:
- 2
- 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 $322 per night (USD)VRBO
From $345 per night (USD)Expedia
Casa Sierra 205A - 2BR Condo with Pool - By Island Real Estate Vacations
- Bedrooms:
- 2
- Bathrooms:
- 2
- 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 $345 per night (USD)Expedia
From $659 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 $659 per night (USD)VRBO
From $404 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 $404 per night (USD)Expedia
From $359 per night (USD)VRBO
Ride The Tide in Holmes Beach
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
**ASK ABOUT LAST MINUTE DEALS! Forget your cares at this thoughtfully renovated 3 bedroom, 3 bath, pool home in the hea ...
From $359 per night (USD)VRBO
From $201 per night (USD)Expedia
Fountainhead Condo 3 2/2 Condo Steps To white Sugar Sand Beach, Large Pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- 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 $201 per night (USD)Expedia
From $721 per night (USD)VRBO
Tiki a Gulf-Front Escape with Unmatched Views
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
VRC16-000568 Tiki | Gulf-Front Escape with Unmatched Views Your Private Slice of Paradise Awaits! Perched directly on ...
From $721 per night (USD)VRBO
From $286 per night (USD)Expedia
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 $286 per night (USD)Expedia
From $403 per night (USD)VRBO
Coastal cute on Anna Maria Island, 2 bedroom with private pool! Pet friendly
- Bedrooms:
- 2
- Bathrooms:
- 2
- 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 $403 per night (USD)VRBO
From $227 per night (USD)Expedia
A Wright Place 2/2 Private Pool Duplex Short Block To Beautiful Beaches
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
VRC16-000511 A Wright Place, located at 6803 Holmes Blvd., is a comfortable two bedroom, two bath duplex with poolside ...
From $227 per night (USD)Expedia
From $806 per night (USD)VRBO
Breakers 1 | A Classic Old Florida Beach Cottage – Fully Restored
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Some homes are more than just a place to stay—they hold a story. Breakers 1 is one of the few remaining Old Florida coas ...
From $806 per night (USD)VRBO
From $370 per night (USD)Expedia
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 $370 per night (USD)Expedia
From $496 per night (USD)VRBO
3 bedroom, luxury beach house on Anna Maria Island, private pool!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Palm Villa welcomes you to sunny AMI! Palm Villa is a very comfortable, casual, but well-appointed Florida island getawa ...
From $496 per night (USD)VRBO
From $292 per night (USD)Expedia
Holmes Beach Cottage Steps to the Beach with Heated Pool!
- Bedrooms:
- 1
- 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 $292 per night (USD)Expedia
From $328 per night (USD)VRBO
SS Salamander South | Steps to the Beach + Heated Pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
VRC16-000500 YOU CAN ALSO RENT THE ADJACENT PROPERTY Your Holmes Beach Escape Awaits Tucked just one block from the pr ...
From $328 per night (USD)VRBO
From $328 per night (USD)Expedia
Peace N Paradise Private Relaxing Pool/Spa 300 Yards To White Sandy Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- 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 $328 per night (USD)Expedia
From $280 per night (USD)VRBO
Sea Pirate 3 Attractive 2/1 Condo With Pool Just Steps To Beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- 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 $280 per night (USD)VRBO
From $246 per night (USD)Expedia
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 $246 per night (USD)Expedia
From $565 per night (USD)VRBO
Beachside. Private Pool Home Steps To Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
VRC16-000521 Beachside is thoroughly cleaned and sanitized prior to your arrival. We pay special attention to high tou ...
From $565 per night (USD)VRBO
From $654 per night (USD)Expedia
Breakers 3 | Classic Old Florida Beachfront Cottage
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
VRC20-000178 Timeless Charm with Panoramic Gulf Views Step back in time to the charm of Old Florida at Breakers 3, a cl ...
From $654 per night (USD)Expedia
From $668 per night (USD)VRBO
One house to the Beach with expansive heated pool!! Sleeps 8
- Bedrooms:
- 4
- 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 $668 per night (USD)VRBO
From $273 per night (USD)Expedia
Seaside Condo – Pool & Epic Sunset Views
- Bedrooms:
- 1
- Bathrooms:
- 1
- 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 $273 per night (USD)Expedia
From $301 per night (USD)VRBO
Seaside Condo – Pool & Epic Sunset Views
- Bedrooms:
- 1
- 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 $301 per night (USD)VRBO
From $315 per night (USD)Expedia
Two Bedroom Cozy Island Home Right Around the Corner from Gulf Beaches. Lots of Amenities!
- Bedrooms:
- 1
- 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 $315 per night (USD)Expedia
From $370 per night (USD)VRBO
Beautiful cottage just around the corner from the beach with Private Pool!
- Bedrooms:
- 1
- 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 $370 per night (USD)VRBO
From $381 per night (USD)Expedia
Ground Floor Cottage with 2 Master Suites and Private Heated Pool - Close to Beach!!!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Castaway Cottage located 2 houses down from the Gulf beaches of Anna Maria Island. Castaway Cottage is a grou ...
From $381 per night (USD)Expedia
From $345 per night (USD)VRBO
Two Bedroom Ground Floor Island Home Sleeps 5 and Includes Heated Pool.
- Bedrooms:
- 1
- 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 $345 per night (USD)VRBO
From $186 per night (USD)Expedia
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 $186 per night (USD)Expedia
From $250 per night (USD)VRBO
MI Happy Place Sea Horse 3 | Beach Across St | Pool
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
VRC19-000207 Newly renovated in late 2024, this 2BR/1BA retreat features a brand-new kitchen with granite counter tops, ...
From $250 per night (USD)VRBO
From $222 per night (USD)Expedia
MI Happy Place Sea Turtle 4 | Beach Across St | Pool
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
VRC19-000208 Fully renovated in late 2024, this 2BR/1BA coastal retreat features a brand-new kitchen with granite count ...
From $222 per night (USD)Expedia
From $208 per night (USD)VRBO
MI Happy Place Sand Dollar 2 | Beach Across St | Pool
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
VRC19-000210 Fully renovated in late 2024, this 2BR/1BA retreat now features a brand-new kitchen with granite counter t ...
From $208 per night (USD)VRBO
From $219 per night (USD)Expedia
MI Happy Place Sand Castle1 Beach Across St & Pool
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
VRC19-000209 Your Relaxing Getaway on Anna Maria Island Freshly renovated in late 2024, MI Happy Place Sand Castle 1 no ...
From $219 per night (USD)Expedia
From $860 per night (USD)VRBO
Absolutely Perfect Private Beach Front Pool Home
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
VRC16-000512 Absolutely Perfect is thoroughly cleaned and sanitized prior to your arrival. We pay special attention ...
From $860 per night (USD)VRBO
From $816 per night (USD)Expedia
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 $816 per night (USD)Expedia
From $329 per night (USD)VRBO
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 $329 per night (USD)VRBO
From $196 per night (USD)Expedia
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 $196 per night (USD)Expedia
From $232 per night (USD)VRBO
Anna Maria Beach Place 6 Directly Across The Street From The Beach With Pool
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
VRC 21-000063 Anna Maria Beach Place 6 is thoroughly cleaned and sanitized prior to your arrival. We pay special attent ...
From $232 per night (USD)VRBO
From $381 per night (USD)Expedia
Two Bedroom Cottage with Tropical Landscaping Surrounding Private Heated Pool!
- Bedrooms:
- 1
- 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 $381 per night (USD)Expedia
From $381 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 $381 per night (USD)VRBO
From $303 per night (USD)Expedia
Palm Cay 5, Newly Remodeled Townhome Steps from the Beach. Heated Pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
VRC16-000555 Palm Cay 5 | Newly Remodeled Townhome Steps from the Beach Freshly Updated & Designed for Comfort Welcome ...
From $303 per night (USD)Expedia
From $414 per night (USD)VRBO
Seaside Condo – Pool & Epic 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 $414 per night (USD)VRBO
From $501 per night (USD)Expedia
Gulf Place Unit 3 in Holmes Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
**ASK ABOUT LAST MINUTE DEALS! This direct Gulf-front property is sure to be a hit! It has been completely renovated re ...
From $501 per night (USD)Expedia
From $329 per night (USD)VRBO
Seaside Condo – Pool & Epic Sunset Views
- Bedrooms:
- 1
- 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 $329 per night (USD)VRBO
From $633 per night (USD)Expedia
Beautiful Island Home with Great Amenities, Pool, Grill, located close to the Gulf Beaches
- Bedrooms:
- 4
- 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 $633 per night (USD)Expedia
From $427 per night (USD)VRBO
3 bedroom home on Anna Maria Island, private heated pool, super location!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This stunning tropical oasis called Sunbreeze features hardwood and tile floors throughout the home, front and back deck ...
From $427 per night (USD)VRBO
From $596 per night (USD)Expedia
Luxury Four Bedroom Home with Easy Access to Beach. Pool and private Patio.
- Bedrooms:
- 4
- 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 $596 per night (USD)Expedia
From $428 per night (USD)VRBO
Bradenton Beach Club unit D | 3/2 Beach Front Condo
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to your dream getaway – a stunning 3-bedroom, 2-bathroom gulf-front condo that embodies beauty, tranquility, and ...
From $428 per night (USD)VRBO
From $325 per night (USD)Expedia
Ground Floor Two Bedroom Island Styled Home on Beautiful Anna Maria. Close to Beaches!!
- Bedrooms:
- 1
- 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 $325 per night (USD)Expedia
From $378 per night (USD)VRBO
Coastal cute on Anna Maria Island, 2 bedroom with private pool! Pet friendly
- Bedrooms:
- 2
- Bathrooms:
- 2
- 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 $378 per night (USD)VRBO
From $384 per night (USD)Expedia
A Shore Thing by Beach Boutique Rentals
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
A Shore Thing is a beautifully renovated key west style 3 bedroom beach house. Plenty of room for the whole family and f ...
From $384 per night (USD)Expedia
From $276 per night (USD)VRBO
Sandy Point 109 - Anna Maria Island - Condo 2 Bedroom/ 2 Bath, maximum...
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Sandy Point 109 - Anna Maria Island - 2 Bedroom/ 2 Bath, maximum occupancy of 6 people. VRC19-000084 Distan ...
From $276 per night (USD)VRBO
From $701 per night (USD)Expedia
Paradise Beach House managed by Beach Retreats FL Anna Maria Island
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 10
403 42nd Street, Holmes Beach FL 34217 VRC19-000276 Book with confidence: NO CANCELATION FEES Cancellation Policy (Eff ...
From $701 per night (USD)Expedia
From $183 per night (USD)VRBO
Charming! 1.5 blocks to Beach! Quiet & Convenient.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Adorable cottage-style duplex only 1.5 blocks to beautiful Gulf of Mexico beach in Holmes Beach. 3min. walk to beach ...
From $183 per night (USD)VRBO
From $253 per night (USD)Expedia
Island Townhouse - 200 Steps to the Beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Fantastic 2 bedroom / 2 bath town home just 200 steps to the Beach. Sleeps 4. This is the end unit closest to the beac ...
From $253 per night (USD)Expedia
From $356 per night (USD)VRBO
1 BR / 1 BA, Anna Maria Island,Holmes Beach Florida, Gulf Coast, Beach Condo
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Perfect summer or winter hideaway!!! Located on Quiet Avenue E not busy Gulf Drive. Completely renovated one bedroom, o ...
From $356 per night (USD)VRBO
From $406 per night (USD)Expedia
Royal Palm: Pool, 2 Blocks to Beach, Close to Dining & Shopping by Anna Maria Life Vacation Rentals
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Royal Palm by Anna Maria Life Vacation Rentals 5701 Holmes Blvd, Unit A, Holmes Beach, FL 34217 What You'll Love About ...
From $406 per night (USD)Expedia
From $407 per night (USD)VRBO
Tiki Cottage: 2.5 Blocks to Beach, Pool with Swim up Tiki Bar by Anna Maria Live Vacation Rentals
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Tiki Cottage by Anna Maria Life Vacation Rentals 303 64th St, Unit B, Holmes Beach, FL 34217 What You'll Love About Thi ...
From $407 per night (USD)VRBO
From $465 per night (USD)Expedia
Happy Place: 1.5 Blocks to Beach, Pool Home, Florida Room by Anna Maria Life Vacation Rentals
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Happy Place by Anna Maria Life Vacation Rentals 210 55th St, Holmes Beach, FL 34217 What You'll Love About This Home: L ...
From $465 per night (USD)Expedia
From $329 per night (USD)VRBO
Chiki Tiki West: Eclectic Beach House, Tiki Bar & Pool, 2.5 Blocks to Beach by Anna Maria Life
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Chiki Tiki West by Anna Maria Life Vacation Rentals 303 64th St, Unit A, Holmes Beach, FL 34217 What You'll Love About ...
From $329 per night (USD)VRBO
From $282 per night (USD)Expedia
Castnetter Beach Resort 5
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Our Holmes Beach property is located at Gulf Drive & 41st Street. Conveniently located at the (7) Acre Lifeguard protec ...
From $282 per night (USD)Expedia
From $194 per night (USD)VRBO
Anna Maria by the Bay (30 day minimum)
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Beautifully furnished bayside condo with gorgeous relaxing view. End unit, many windows let the sights in from every an ...
From $194 per night (USD)VRBO
From $687 per night (USD)Expedia
Angel Sea managed by Beach Retreats FL Anna Maria Island
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 12
🌴 Angel Sea by Beach Retreats Vacation Rentals VRC19-000188 📍 4118 5th Ave, Holmes Beach, FL 34217 🏡 6 Bedrooms | 3.5 ...
From $687 per night (USD)Expedia
From $302 per night (USD)VRBO
Casa Sierra 203B - 2BR Condo with Pool - By Island Real Estate Vacations
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Casa Sierra Resort is a private Mediterranean style four unit complex in Holmes Beach on beautiful Anna Maria Island. Th ...
From $302 per night (USD)VRBO
From $642 per night (USD)Expedia
Paradise Found managed by Beach Retreats FL Anna Maria Island
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 12
401 42nd Street Holmes Beach, FL 34217 VRC17-000010 Book with confidence: You may cancel your reservation up to 60 days ...
From $642 per night (USD)Expedia
From $423 per night (USD)VRBO
Coconuts108 - GULFFRONT - 1BR/1BA with pool - By Island Real Estate Vacations
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
“The Coconuts Beach Resort 108” is a 1 bed 1 bath beach front condo, nestled in the heart of Holmes Beach. Apart of the ...
From $423 per night (USD)VRBO
From $386 per night (USD)Expedia
Chapter 2: Renovated pool home, tiki hut and close to beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Chapter 2 Create some magic memories in a slice of “Old Florida”. Relax outside in the heated saltwater p ...
From $386 per night (USD)Expedia
From $303 per night (USD)VRBO
Cottage with Private Pool! 4 Homes from the Beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Coconut Cottage #2 by AMI Locals 108 39th Street, Unit 2, Holmes Beach, FL 34217 VRC18-000070 Welcome to Coconut Cottag ...
From $303 per night (USD)VRBO
From $1093 per night (USD)VRBO
6 BR/5.5 Bth-Huge Heated Pool/Spa/Water Slide,,NO STORM DAMAGE! -1 Min Beach Wlk
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 12
Featuring 6 bedrooms (sleeps 14), 5.5 baths and a fantastic location...NO STORM DAMAGE!!! - just a 1 minute walk to the ...
From $1093 per night (USD)VRBO
From $455 per night (USD)VRBO
🌴”Kiwi Cottage at Holmes Beach” - Private Heated Pool +Spa+Walk to the Beach! 🌞
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Kiwi Coastal Cottage is under new ownership and every space has been thoughtfully redecorated with a cozy coastal island ...
From $455 per night (USD)VRBO
From $610 per night (USD)Expedia
Island Retreat- Stunning 4 bedroom with private heated pool and walk to beach
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Island Retreat 4805 2nd Avenue, Holmes Beach, FL 34217 What you will love about this property: • Private pool • Short wa ...
From $610 per night (USD)Expedia
From $268 per night (USD)VRBO
Two bedroom1 bath unit with pool Steps to the 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 20 ...
From $268 per night (USD)VRBO
From $878 per night (USD)Expedia
Blue Water View- 6 bedrooms with amazing rooftop deck and private heated pool
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 12
At A Glance On our Professional Linen Service Program Beautiful Gulf water views, only 1 minute walk to the beach-locat ...
From $878 per night (USD)Expedia
From $425 per night (USD)VRBO
Pool and Beach Access: Ultimate Friends Getaway! - Coconuts Gulf View #117
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Coconuts Gulf View #117 by AMI Locals Condo in Holmes Beach, FL Coconuts Gulf View #117 is the ultimate spot for a fri ...
From $425 per night (USD)VRBO
From $373 per night (USD)Expedia
Sunny 3BR/3BA Home. 8 Houses from Beach. Two Master Suites.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Private single family home on a quiet side street, 8 houses from the beautiful world-class beaches of Anna Maria Island. ...
From $373 per night (USD)Expedia
From $792 per night (USD)VRBO
Canal Front with Boat Dock! Perfect Location! Game Room! -A Pirate's Dream
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
A Pirate’s Dream by AMI Locals Home in Holmes Beach, Florida Highlights • Private dock • Private pool (Heated betwee ...
From $792 per night (USD)VRBO
From $339 per night (USD)Expedia
Summer Special! Beautiful home, moments from the beach with beach gear and Grill
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
We call this Home Beach Beauty for good reason! This beautiful home is West of Gulf Drive and only 175 steps to the beac ...
From $339 per night (USD)Expedia