
Holmes Beach Rentals

- From $952 per night (USD)
VRBO
MY BIG FAT BEACH HOUSE - 5bd home on Anna Maria Island
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
My Big Fat Beach House can be your tropical paradise! 2 short blocks to the white sandy beaches of Anna Maria Island. M ...
From $952 per night (USD)VRBO
- From $346 per night (USD)
Expedia
Peacock Crossing by AMI Locals - NEWLY Remodeled! Walk to Beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Peacock Crossing! This charming 3 Bedroom, 2 Bath is your island getaway oasis tucked away in a serene neigh ...
From $346 per night (USD)Expedia
- From $320 per night (USD)
VRBO
Quiet 3BDR House, Walk to Beach, Private Pool <br>
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Private Island Home with heated pool! This is a single whole house. The walk to beach is 4-5 minutes! Call me to arrange ...
From $320 per night (USD)VRBO
- From $225 per night (USD)
VRBO
Bring your Boat to this Comfy Waterfront Canal Condo just 3 blocks to beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
With a private dock just 15' out the back door, you will wake up to fish jumping in the canal and Egrets waiting to eat ...
From $225 per night (USD)VRBO
- From $320 per night (USD)
VRBO
PRIVATE / NOT SHARED POOL, WALK TO BEACH
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This beautiful ground-level duplex offers three bedrooms (two king rooms and one twin room with two twin beds). The over ...
From $320 per night (USD)VRBO
- From $533 per night (USD)
Expedia
3 Bedroom Townhouse - Your private Holmes Beach vacation home
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Welcome to the spacious Unit 12, a three-bedroom, three-bathroom townhouse attractively adorned with white walls, cool p ...
From $533 per night (USD)Expedia
- From $212 per night (USD)
VRBO
AMI Moana Villa | 3-minute walk to the beach plus community heated pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Find everything you need for a fun and memorable beach getaway at this three-bedroom Holmes Beach rental! You'll have a ...
From $212 per night (USD)VRBO
- From $516 per night (USD)
Expedia
Summer Retreat-Rooftop deck with Gulf and Bay view private heated saltwater pool
- Bedrooms:
- 11
- Bathrooms:
- 6
- Sleeps:
- 12
At a Glance • Less than 2-minute walk to soft white powdery Manatee beach • Rooftop deck with both Gulf and Bay views ...
From $516 per night (USD)Expedia
- From $593 per night (USD)
VRBO
Summer House-8 bedroom with private pool and short beach walk- HOT SUMMER RATES
- Bedrooms:
- 6
- Bathrooms:
- 8
- Sleeps:
- 16
At A Glance Short walk to the beach Rooftop deck with Gulf and Bay views Private heated salt water pool with spa, water ...
From $593 per night (USD)VRBO
- From $165 per night (USD)
VRBO
Gulfside 1Br/1Ba Apartment On Anna Maria Island
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Delightful private fully furnished one bedroom apartment on second floor of old Florida house located less than 100 feet ...
From $165 per night (USD)VRBO
- From $700 per night (USD)
VRBO
Summer Paradise-Rooftop deck and private heated pool/spa- SUMMER RATES LOWERED!!
- Bedrooms:
- 11
- Bathrooms:
- 6
- 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 $700 per night (USD)VRBO
- From $675 per night (USD)
Expedia
Perfect island vacation home for families! 8 bedroom luxury pool home near beach
- Bedrooms:
- 7
- Bathrooms:
- 8
- Sleeps:
- 16
Malibu Beach by Anna Maria Island Locals Home in Holmes Beach, FL Highlights: • Rooftop deck with breathtaking views • ...
From $675 per night (USD)Expedia
- From $167 per night (USD)
VRBO
Beautiful Cottage with Private Pool, Great Location!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Coconut Cottage #1 by AMI Locals Condo in Holmes Beach, FL VRC18-000069 Highlights • 1-minute walk from the Beach • Priv ...
From $167 per night (USD)VRBO
- From $148 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 $148 per night (USD)Expedia
- From $730 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 $730 per night (USD)VRBO
- From $434 per night (USD)
VRBO
Palma Royale - Brand new! Private Pool! Pool Table!
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
Palma Royale 2 Blocks to Beach Palma Royale is a brand new custom built home located in Holmes Beach. This stunning mo ...
From $434 per night (USD)VRBO
- From $205 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 $205 per night (USD)VRBO
- From $250 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 $250 per night (USD)Expedia
- Click For Pricing
VRBO
PARADISAICAL ENCLAVE 5* WATERFRONT POOL HOME-DOCK-KAYAK-FISHING-BIKES-FAMILY FUN
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Adriel'sPlace is an open design, spacious beach house, located in a private sub-island within Anna Maria. A quiet golf r ...
Click For PricingVRBO
- Click For Pricing
Expedia
211 83rd Street in Holmes Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
211 83rd Street - Anna Maria Island - 2 Bedroom / 2 Bath, maximum occupancy of 6 people. VRC#19-000026 Private Po ...
Click For PricingExpedia
- From $401 per night (USD)
VRBO
NO Busy Roads to Cross to Get to the Beach! Sleeps 6--Summer Rates Now!!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
No Sharing! Single Family Home. HEATED POOL! Quick 5min walk to the Beach! No A&B sides and NO shared pools! No crossing ...
From $401 per night (USD)VRBO
- From $174 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 $174 per night (USD)VRBO
- From $600 per night (USD)
VRBO
Spectacular House With Gulf Views Only Steps To Beautiful Beach
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Spacious 3-level House with 2 large decks overlooking the beautiful Gulf of Mexico. House is fully furnished with 4 flat ...
From $600 per night (USD)VRBO
- From $300 per night (USD)
VRBO
Anna Maria Island Cottage
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Quaint and quiet Island cottage in Holmes Beach on Anna Maria Island just 3 blocks from the Island’s finest beach. The T ...
From $300 per night (USD)VRBO
- From $860 per night (USD)
VRBO
Large Home Directly on the Beach
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 14
Family friendly with fantastic views and directly on the Gulf of Mexico sound like your idea of a perfect vacation renta ...
From $860 per night (USD)VRBO
- From $590 per night (USD)
Expedia
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 $590 per night (USD)Expedia
- From $478 per night (USD)
VRBO
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 $478 per night (USD)VRBO
- From $607 per night (USD)
Expedia
Coastal Sunrise- Luxury 3 bedroom gulf front condo with stunning views with pool
- Bedrooms:
- 7
- Bathrooms:
- 3
- Sleeps:
- 6
Luxury Direct Gulf Front Condo Very large unit- 2100 sq ft-Top Floor, Corner Unit Panoramic Gulf views-private stairs f ...
From $607 per night (USD)Expedia
- From $550 per night (USD)
VRBO
Coastal Bliss- Stunning 6 bedrooms block to the beach with pool- SUMMER RATES!!
- 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 $550 per night (USD)VRBO
- From $350 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 $350 per night (USD)VRBO
- From $207 per night (USD)
VRBO
Great Cottage with private pool, so close to beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Coconut Cottage #4 By Anna Maria Island Locals Condo in Holmes Beach, FL Located across the street from the Manatee Pub ...
From $207 per night (USD)VRBO
- From $345 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 $345 per night (USD)VRBO
- From $210 per night (USD)
VRBO
Cozzi Cottage located only steps to the white sandy beaches complete with rooftop terrace
- 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 $210 per night (USD)VRBO
- From $545 per night (USD)
VRBO
~ BEACHFRONT CONDO ~ LAST MIN SPECIAL ~ YES! THAT'S YOUR VIEW! ~
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
**** DIRECT BEACHFRONT ~ SPECTACULAR SUNSETS ~ FREE WIFI**** **** NO DAILY RESORT FEES HERE!!! ~ BREATHTAKING VIEW AND ...
From $545 per night (USD)VRBO
- From $299 per night (USD)
VRBO
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 $299 per night (USD)VRBO
- From $203 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 $203 per night (USD)Expedia
- From $208 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 $208 per night (USD)VRBO
- From $201 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 $201 per night (USD)Expedia
- From $525 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 $525 per night (USD)VRBO
- Click For Pricing
Expedia
ISLAND PARADISE! KEY WEST STYLED COTTAGE! STEPS TO THE BEACH! BOOK NOW!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
One level tropical Villa with private courtyard! This is one of those coastal homes where you have to say its all about ...
Click For PricingExpedia
- From $538 per night (USD)
VRBO
Beautifully remodeled beach house - Perfect Location, private pool
- 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 $538 per night (USD)VRBO
- From $166 per night (USD)
Expedia
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 $166 per night (USD)Expedia
- From $456 per night (USD)
VRBO
Turtle's Bay managed by Beach Retreats
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
306 Clark drive (B) Holmes Beach, FL 34217 VRC17-000009 Book with confidence: Cancellations up to 30 days prior to arri ...
From $456 per night (USD)VRBO
- From $313 per night (USD)
VRBO
Salt Air East managed by Beach Retreats
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
VRC19-000278 Book with confidence: Cancellations up to 30 days prior to arrival result in a refund of 70% of the grand ...
From $313 per night (USD)VRBO
- From $714 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: Cancellations up to 30 days prior to arr ...
From $714 per night (USD)VRBO
- From $458 per night (USD)
VRBO
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: Cancellations up to 30 days prior to arri ...
From $458 per night (USD)VRBO
- From $507 per night (USD)
VRBO
Crosswind Cottage managed by Beach Retreats
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
312 A 61st Street Holmes Beach, FL 34217 VRC19-000277 Book with confidence: Cancellations up to 30 days prior to arriva ...
From $507 per night (USD)VRBO
- From $133 per night (USD)
VRBO
Walk to the beach, from this remodeled condo! Pool, WIFI, restaurants, shopping , free trolley !
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Looking for an island getaway without all the hassle? We’ve pretty much thought of everything, so you don’t have to.We h ...
From $133 per night (USD)VRBO
- From $241 per night (USD)
VRBO
Our Little Secret ⚓ 3/2.5 Canal Front Pool Home ⚓ Close to the 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 $241 per night (USD)VRBO
- From $305 per night (USD)
Expedia
Sunrise Bay Unit B! Heated pool! Walk to beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- 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 $305 per night (USD)Expedia
- From $1200 per night (USD)
VRBO
Beachfront Cottage -Ground Floor, Family Friendly! Great location. Free wi-fi
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
You won't want to leave our cute and cozy gulf front cottage, which we've named 'Can't Wait'.... We are 'right on th ...
From $1200 per night (USD)VRBO
- From $199 per night (USD)
VRBO
Beach View 6 in Holmes Beach. Newly remodeled! 2 Bed-Bath 5 min to beach, shops
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Spacious and comfortable, this condo sleeps six. It has a large living room with a 39" TV. The recently updated kitchen ...
From $199 per night (USD)VRBO
- From $214 per night (USD)
VRBO
Sunrise Bay Unit A! Heated pool! Walk to beach!
- Bedrooms:
- 1
- Bathrooms:
- 1
- 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 $214 per night (USD)VRBO
- From $275 per night (USD)
VRBO
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 $275 per night (USD)VRBO
- From $169 per night (USD)
VRBO
Updated Resort Retreat 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 $169 per night (USD)VRBO
- From $311 per night (USD)
VRBO
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 $311 per night (USD)VRBO
- From $155 per night (USD)
VRBO
Island Get Away
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This newly updated and furnished condo in Holmes Beach is a picturesque and luxurious two bedroom two bath bay front con ...
From $155 per night (USD)VRBO
- From $946 per night (USD)
VRBO
Sizzling Summer Rates at Surf Side Beach House GULF VIEWS Elevator (Beach Retreats)
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
6605 Gulf Drive Holmes Beach, FL 34217 VRC19-00290 Book with confidence: Cancellations up to 30 days prior to arrival r ...
From $946 per night (USD)VRBO
- From $196 per night (USD)
VRBO
Perfect island getaway for families! Private pool, close to the beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Coconut Cottage #3 by Anna Maria Island Locals Condo in Holmes Beach, FL Located across the street from the Manatee Pub ...
From $196 per night (USD)VRBO
- From $204 per night (USD)
Expedia
Casa Sierra 203A - 2BR Condo with Pool
- 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 $204 per night (USD)Expedia
- From $326 per night (USD)
VRBO
Osprey in Blue Lagoon - 2BR Condo with Pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
The Blue Lagoon is a small upscale 6 unit complex and this holiday rentals is just a short stroll from the best beaches ...
From $326 per night (USD)VRBO
- From $533 per night (USD)
VRBO
Emerald Bay managed by Beach Retreats
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
306 (A) Clark St - Holmes Beach - FL 34217 VRC17-000006 Book with confidence: Cancellations up to 30 days prior to arr ...
From $533 per night (USD)VRBO
- From $232 per night (USD)
VRBO
Casa Sierra 205B - 2BR Condo with Pool
- 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 $232 per night (USD)VRBO
- From $224 per night (USD)
Expedia
Casa Sierra 205A - 2BR Condo with Pool
- 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 $224 per night (USD)Expedia
- From $427 per night (USD)
VRBO
Private Heated Pool Home in Holmes Beach - Fernweh
- 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 $427 per night (USD)VRBO
- From $321 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 $321 per night (USD)Expedia
- From $412 per night (USD)
VRBO
Beautiful 3Bed/3 Bath, Heated Pool, WiFi & Trolley, Stroll to Pristine 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 th ...
From $412 per night (USD)VRBO
- From $168 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 $168 per night (USD)Expedia
- From $150 per night (USD)
VRBO
Two bedroom private heated pool, on Anna Maria Island - pet friendly!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Island Delight is a cozy 2 bedroom one bath half-duplex with a private heated saltwater pool in the Seaside Gardens neig ...
From $150 per night (USD)VRBO
- From $839 per night (USD)
Expedia
TIKI AMAZING BEACH FRONT VIEWS- Just Renovated December 2021
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Newly renovated December 2021 VRC16-000568 The Tiki, located at 3214 Gulf Drive in Holmes Beach is a spectacular three ...
From $839 per night (USD)Expedia
- From $250 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 $250 per night (USD)VRBO
- From $276 per night (USD)
Expedia
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 $276 per night (USD)Expedia
- From $172 per night (USD)
VRBO
1 King bedroom, on Anna Maria Island with private heated, Pool!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Gertie's Beach House East is a vibrant, well maintained and equipped island duplex. Just steps from the white sands and ...
From $172 per night (USD)VRBO
- From $254 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 $254 per night (USD)Expedia
- From $734 per night (USD)
VRBO
Watch Spectacular Sunsets Beach Front Home
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
VRC16-000530 Breakers 1 is thoroughly cleaned and sanitized prior to your arrival. We pay special attention to high to ...
From $734 per night (USD)VRBO
- From $270 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 $270 per night (USD)Expedia
- From $200 per night (USD)
VRBO
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 $200 per night (USD)VRBO
- From $320 per night (USD)
Expedia
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 $320 per night (USD)Expedia
- From $296 per night (USD)
VRBO
2 bedroom, Gulf front condo in Anna Maria Island with pool!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Marbella! This gorgeous vacation villa is located on the top floor of a beach front condo complex. Enjoy the ...
From $296 per night (USD)VRBO
- From $255 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 $255 per night (USD)Expedia
- From $260 per night (USD)
VRBO
SS Salamander S Updated Pool Duplex Quiet Residential Location Steps To Beach
- Bedrooms:
- 1
- 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 $260 per night (USD)VRBO
- From $331 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 $331 per night (USD)Expedia
- From $204 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 $204 per night (USD)VRBO
- From $290 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 $290 per night (USD)Expedia
- From $164 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 $164 per night (USD)VRBO
- From $560 per night (USD)
Expedia
Beautiful Private Pool Home Just A Few Steps To The Beach Beachside
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
VRC16-000521 Beachside is thoroughly cleaned and sanitized prior to your arrival. We pay special attention to high tou ...
From $560 per night (USD)Expedia
- From $274 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 $274 per night (USD)VRBO
- From $204 per night (USD)
VRBO
Anna Maria Island Beach Paradise 5-Heated Pool-Free Wi-Fi-Linen Service
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Bed Configuration: -Master bedroom - one queen bed -Second bedroom - two twin beds -Living room - one queen sleeper sofa ...
From $204 per night (USD)VRBO
- From $190 per night (USD)
VRBO
Anna Maria Island Beach Paradise 6-Heated Pool, Free Wi-Fi-Linen Service
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
There are two condos at the Beach Paradise location. Both share the pool provided both are rented at the same time. Be ...
From $190 per night (USD)VRBO
- From $514 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 $514 per night (USD)Expedia
- From $185 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 $185 per night (USD)VRBO
- From $545 per night (USD)
Expedia
Anna Cabana Resort Spectacular Resort , Sleeps 10 With Pool
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
VRC's 19-000211,19-000212, 19-000213 & 19-000214 Anna Cabana Resort is thoroughly cleaned and sanitized prior to your a ...
From $545 per night (USD)Expedia
- From $255 per night (USD)
VRBO
Seaside Beach House 102 Gulf Front Condo Pool Unforgettable Sunset Views
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
VRC16-000503 “Seaside Beach House is undergoing a construction project the Fall of 2023. Please call the office for ava ...
From $255 per night (USD)VRBO
- From $248 per night (USD)
Expedia
Seaside Beach House 205 Gulf Front Condo Pool Unforgettable Sunset Views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
VRC16-000508 “Seaside Beach House is undergoing a construction project the Fall of 2023. Please call the office for ava ...
From $248 per night (USD)Expedia
- From $255 per night (USD)
VRBO
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 $255 per night (USD)VRBO
- Click For Pricing
Expedia
Anna Maria Island Beach Condo w/ Stunning Views!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Your ultimate Sunshine State getaway starts here at this 2-bedroom, 2-bath Holmes Beach vacation rental, situated right ...
Click For PricingExpedia
- From $193 per night (USD)
VRBO
Sandcastle - Spacious home with amazing private pool - only minutes to beach!
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 4
You will love this home on Anna Maria Island. The Island is like the sleepy beach villages of long ago: no rides, no boa ...
From $193 per night (USD)VRBO
- From $255 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 $255 per night (USD)Expedia
- From $280 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 $280 per night (USD)VRBO
- From $256 per night (USD)
Expedia
Heated Pool & Spa FREE WiFi & Trolley, Close to Beach & Bay with Dock on the...
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
**ASK ABOUT LAST-MINUTE DEALS! We at Beachrentals.mobi LOVE Sunbow Bay for its awesome amenities and affordable pr ...
From $256 per night (USD)Expedia