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Holmes Beach Rentals

$Newly renovated Cozy Beach Cottage B 1\/2 of a duplex, 3min walk to beach$
From $293 per night (USD)
VRBO
Newly renovated Cozy Beach Cottage B 1\/2 of a duplex, 3min walk to beach
Bedrooms:
1
Bathrooms:
3
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 $293 per night (USD)
VRBO
$Newly renovated Cozy Beach Cottage A1\/2 of a duplex, 3min walk to beach$
From $306 per night (USD)
Expedia
Newly renovated Cozy Beach Cottage A1\/2 of a duplex, 3min walk to beach
Bedrooms:
1
Bathrooms:
3
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 $306 per night (USD)
Expedia
From $881 per night (USD)
VRBO
Golf Cart, Island Haven by SeaBreeze Vacation
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
6 PERSON GOLF CART INCLUDED ON ALL NEW RESERVATIONS WITH A CHECK-IN DATE AFTER SEPTEMBER 23, 2023! All Drivers must be o ...
From $881 per night (USD)
VRBO
From $364 per night (USD)
Expedia
Perfect Family Vacation home just off the beach! Private Pool!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Island Hideaway by AMI Locals Home in Holmes Beach, FL Features: • Private heated pool • Ground-level home, very access ...
From $364 per night (USD)
Expedia
From $452 per night (USD)
VRBO
Sun Plaza West Unit 204
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Come experience Unit 204 at Sun Plaza West on beautiful Anna Maria Island. This 2 bedroom 2 bathroom Condo is located in ...
From $452 per night (USD)
VRBO
From $1289 per night (USD)
Expedia
Sprawling Private Beach, Tiki Bar, and Beautiful Pool! Don't miss this property!
Bedrooms:
7
Bathrooms:
8
Sleeps:
14
The Tiki by Anna Maria Island Locals Home in Holmes Beach, FL Stunning Beachfront Property Highlights: • Private pool ...
From $1289 per night (USD)
Expedia
From $428 per night (USD)
VRBO
Recently Renovated Luxury Ground Floor Island Home Close to Beach!o Sleeps 4
Bedrooms:
3
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 $428 per night (USD)
VRBO
From $487 per night (USD)
Expedia
🌴”Calypso” - Awesome for Couples! Private Pool + Walk to the Beach! 🌞
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
"Calypso" is a Newly remodeled cottage with a lush tropical backyard, which boasts a Private Heated pool with Waterfall, ...
From $487 per night (USD)
Expedia
From $820 per night (USD)
VRBO
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 $820 per night (USD)
VRBO
From $250 per night (USD)
Expedia
Close to the beach on Anna Maria Island, 2 bedroom, condo & community pool!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
We welcome you to our beautifully remodeled Anna Maria Island vacation rental condo! Summer of 2020 brought many updates ...
From $250 per night (USD)
Expedia
From $297 per night (USD)
VRBO
Rum Dog by SeaBreeze Vacation
Bedrooms:
2
Bathrooms:
3
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 $297 per night (USD)
VRBO
From $873 per night (USD)
Expedia
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 $873 per night (USD)
Expedia
From $502 per night (USD)
VRBO
Beautiful Beach House with Heated Pool and Fenced Backyard!
Bedrooms:
4
Bathrooms:
4
Sleeps:
6
Sol y Mar by Anna Maria Island Locals Home in Holmes Beach, FL Highlights: • Outdoor Shower • 2 Paddle Boards • 1 Kaya ...
From $502 per night (USD)
VRBO
From $378 per night (USD)
Expedia
1 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 $378 per night (USD)
Expedia
$GULF FRONT Beautiful Condo w\/Heated Pool, FREE WiFi & Trolley, Great Sunsets!$
From $473 per night (USD)
VRBO
GULF FRONT Beautiful Condo w\/Heated Pool, FREE WiFi & Trolley, Great Sunsets!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
**ASK ABOUT LAST MINUTE DEALS! Enjoy a fabulous stay at the beach in this beautifully remodeled two bedroom ...
From $473 per night (USD)
VRBO
From $699 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 $699 per night (USD)
Expedia
From $215 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 $215 per night (USD)
VRBO
From $366 per night (USD)
Expedia
New To The Rental Market Just Steps To The Beach!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
VRC22-000010 and VRC22-000022 Made In the Shade is thoroughly cleaned and sanitized prior to your arrival. We pay speci ...
From $366 per night (USD)
Expedia
From $201 per night (USD)
VRBO
New To The Rental Market Just Steps To The Beach!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
VRC22-000010 Made In the Shade is thoroughly cleaned and sanitized prior to your arrival. We pay special attention to h ...
From $201 per night (USD)
VRBO
From $195 per night (USD)
Expedia
New To The Rental Market Just Steps To The Beach!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
VRC22-000022 Made In the Shade is thoroughly cleaned and sanitized prior to your arrival. We pay special attention to h ...
From $195 per night (USD)
Expedia
From $561 per night (USD)
VRBO
Blue Palm Paradise: No Storm Damage! Pool Open, Dog friendly, by Anna Maria Life Vacation Rentals
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Blue Palm Paradise is ready for your vacation! We had to take a brief pause to regroup but…Blue Palm Paradise is ready ...
From $561 per night (USD)
VRBO
$A Getaway Retreat A 2\/2 Pet Friendly$
From $300 per night (USD)
Expedia
A Getaway Retreat A 2\/2 Pet Friendly
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
A fabulous totally remodeled and decorated west side unit 2 Bedroom, 2 Bath elevated two level duplex home. New tile flo ...
From $300 per night (USD)
Expedia
$A Getaway Retreat B 2\/2 Pet Friendly$
From $239 per night (USD)
VRBO
A Getaway Retreat B 2\/2 Pet Friendly
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
A fabulous totally remodeled and decorated east side unit 2 Bedroom, 2 Bath elevated two level duplex home. New tile flo ...
From $239 per night (USD)
VRBO
From $374 per night (USD)
Expedia
Anna Maria Island Escape, Walk to Beaches!
Bedrooms:
3
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 $374 per night (USD)
Expedia
From $356 per night (USD)
VRBO
Charming Ground Level Resort Style 3 units Condo of a TRIPLEX- unit A
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Welcome to our newly updated ground level 2 beds/1bath unit A of the triplex located on the southern end of Holmes Beach ...
From $356 per night (USD)
VRBO
From $366 per night (USD)
Expedia
Charming Ground Level Resort Style 3unit condo unit B a few steps from the beach
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Welcome to our newly updated ground level 2 beds/1bath unit B of the triplex located on the southern end of Holmes Beach ...
From $366 per night (USD)
Expedia
$Thanksgiving dinner included: 15lb Turkey\/Sweet Potato Mash\/Pumpkin Pie$
From $810 per night (USD)
VRBO
Thanksgiving dinner included: 15lb Turkey\/Sweet Potato Mash\/Pumpkin Pie
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 $810 per night (USD)
VRBO
From $671 per night (USD)
VRBO
Flip Flops Forever by SeaBreeze Vacation
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Flip Flops Forever is a traditional Florida home just steps from the beach nestled in the quiet residential area in the ...
From $671 per night (USD)
VRBO
From $232 per night (USD)
VRBO
Steps from Beach! Grill - Wifi - By LoveRentals
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 $232 per night (USD)
VRBO
From $282 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 $282 per night (USD)
Expedia
From $220 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 $220 per night (USD)
VRBO
From $299 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 $299 per night (USD)
Expedia
From $312 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 $312 per night (USD)
VRBO
From $567 per night (USD)
Expedia
Blue Haven Beach House - Ready for Guests, November 2024!
Bedrooms:
3
Bathrooms:
4
Sleeps:
6
Welcome to Blue Haven Beach House! On Anna Maria Island (Holmes Beach, FL) Recently updated & AMAZING LOCATION! This L ...
From $567 per night (USD)
Expedia
From $449 per night (USD)
VRBO
Luxury home in the perfect location, 2 blocks to beach - Island Princess
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Island Princess by AMI Locals Home in Holmes Beach, FL VCR19-000296 Welcome to Island Princess! This stunning custom-b ...
From $449 per night (USD)
VRBO
From $1473 per night (USD)
Expedia
Luxury home just steps away from the beach with pool, spa & rooftop!
Bedrooms:
7
Bathrooms:
8
Sleeps:
14
The Ritz by Anna Maria Island Locals Home in Holmes Beach, FL Highlights: • Rooftop deck • Heated pool and spa • Coffee ...
From $1473 per night (USD)
Expedia
From $662 per night (USD)
VRBO
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 $662 per night (USD)
VRBO
From $175 per night (USD)
Expedia
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 $175 per night (USD)
Expedia
From $200 per night (USD)
VRBO
Seabreeze Condo B Close to the beach, Pet Friendly, With A Pool.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
VRC16-000531 Seabreeze Condo B is thoroughly cleaned and sanitized prior to your arrival. We pay special attention to h ...
From $200 per night (USD)
VRBO
From $1002 per night (USD)
Expedia
Mainsail Beach Inn Charming Beach Condo
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Located on the first floor of Mainsail Beach Inn, offering a small patio and close proximity to the pool, an amazing val ...
From $1002 per night (USD)
Expedia
From $591 per night (USD)
VRBO
Walk Out Your Front Door And Your Toes Will Meet The Sand Four Beach Lovers 2
Bedrooms:
1
Bathrooms:
2
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 $1603 per night (USD)
Expedia
Beach Front 4 Units at Four Beach Lovers All Units
Bedrooms:
4
Bathrooms:
4
Sleeps:
16
VRC16-000516 VRC16-000517 VRC16-000518 VRC16-000519 Four Beach Lovers is thoroughly cleaned and sanitized prior to your ...
From $1603 per night (USD)
Expedia
From $585 per night (USD)
VRBO
Sapphire Beach House by Duncan Real Estate
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Casual yet luxurious, this three-bedroom duplex with a private, heated pool and close proximity to the beach is the perf ...
From $585 per night (USD)
VRBO
$WBC 223 Beautiful 2\/2 Remodeled Close to Beach, Tennis, 2 Heated Pools$
From $174 per night (USD)
Expedia
WBC 223 Beautiful 2\/2 Remodeled Close to Beach, Tennis, 2 Heated Pools
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
VRC21-000082 West Bay Cove 223 located at 600 Manatee is a picturesque and luxurious two bedroom two bath condo which ...
From $174 per night (USD)
Expedia
From $534 per night (USD)
VRBO
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 $534 per night (USD)
VRBO
From $350 per night (USD)
Expedia
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 $350 per night (USD)
Expedia
From $404 per night (USD)
VRBO
FantaSea, a single family pool home located in Holmes Beach.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
**Security cameras in use** Come feel right at home while staying at this updated, well appointed, beach hideaway! The ...
From $404 per night (USD)
VRBO
From $207 per night (USD)
Expedia
2 Bedroom Townhouse for Unforgettable Vacations!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to La Playita #2 a spacious 2 bedroom, 2 bath townhouse in a small quiet complex just 1 block to the beach. � ...
From $207 per night (USD)
Expedia
$New! 7 Min Walk to Beach w\/views-3BR\/3BA spacious end unit townhome - Pool$
Click For Pricing
VRBO
New! 7 Min Walk to Beach w\/views-3BR\/3BA spacious end unit townhome - Pool
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Mangrove Pointe View is the perfect island getaway. With 2 formal bedrooms, it also includes a den set up as a queen bed ...
Click For Pricing
VRBO
$Palm Cay 3 2\/1 Condo Pool Near White Sandy Beach Close To Dining & Shopping$
From $258 per night (USD)
Expedia
Palm Cay 3 2\/1 Condo Pool Near White Sandy Beach Close To Dining & Shopping
Bedrooms:
1
Bathrooms:
3
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 $258 per night (USD)
Expedia
$Ocean Park Terrace 202 Gulf Front Spacious 2\/2 Pool Condo Rooftop Deck$
From $297 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 $297 per night (USD)
VRBO
From $1078 per night (USD)
Expedia
Franks Beach House Beautiful 3 Bedroom Home With Spectacular Beach Views
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
VRC16-000543 Franks Beach House is a beautiful three bedroom, two bath direct Gulf front home located at 3212 Gulf Driv ...
From $1078 per night (USD)
Expedia
From $229 per night (USD)
VRBO
Stylish Duplex Retreat with Pool
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
VRC16-000510 Discover The While Away at 6203 Holmes Blvd., where modern elegance meets island charm. This 2-bedroom, 2- ...
From $229 per night (USD)
VRBO
$WE 106 Lovely Gulf Front 1\/1 Pool Condo Relax On Sugar Sand Beach$
From $173 per night (USD)
Expedia
WE 106 Lovely Gulf Front 1\/1 Pool Condo Relax On Sugar Sand Beach
Bedrooms:
1
Bathrooms:
2
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 $173 per night (USD)
Expedia
From $592 per night (USD)
VRBO
Seaside Beach House 201 Gulf Front Condo Pool Unforgettable 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 $592 per night (USD)
VRBO
From $278 per night (USD)
Expedia
Anna Maria Beach Place 5 Directly Across The Street From The Beach With Pool
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
VRC 21-000062 Anna Maria Beach Place 5 is thoroughly cleaned and sanitized prior to your arrival. We pay special attent ...
From $278 per night (USD)
Expedia
From $444 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 $444 per night (USD)
VRBO
From $202 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 $202 per night (USD)
Expedia
From $1143 per night (USD)
VRBO
Mi Happy Place Resort 4 Unit Resort For Family Gatherings, Large Pool
Bedrooms:
4
Bathrooms:
12
Sleeps:
24
VRC's 19-000207, 19-000208, 19-000209 & 19-000210 The MI Happy Place Island Resort (formerly Garden Villas) is excited ...
From $1143 per night (USD)
VRBO
$Sea Esta 3\/2 Duplex Private Pool Close To Tennis Boat Ramp Dining$
From $381 per night (USD)
Expedia
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 $381 per night (USD)
Expedia
From $235 per night (USD)
VRBO
Anna Maria Beach Place 3 Directly Across The Street From The Beach With Pool
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
VRC16-000523 This property is thoroughly cleaned and sanitized prior to your arrival. We pay special attention to high ...
From $235 per night (USD)
VRBO
From $596 per night (USD)
Expedia
Anna Cabana Bungalow 4 Cute And Cozy 2 Bedroom With A Pool
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
VRC 19-000214 Anna Cabana Bungalow is thoroughly cleaned and sanitized prior to your arrival. We pay special attention ...
From $596 per night (USD)
Expedia
$Beach Therapy Beautiful Retreat 3\/2 Pool Townhouse Close To Beaches$
From $404 per night (USD)
VRBO
Beach Therapy Beautiful Retreat 3\/2 Pool Townhouse Close To Beaches
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
VRC 21-000087 Beach Therapy is located at 6323 Gulf Dr. in Holmes Beach. This townhome is a light, bright and recently ...
From $404 per night (USD)
VRBO
$Coco Cabana Beautiful 3\/2 Home With Tropical Pool$
From $493 per night (USD)
Expedia
Coco Cabana Beautiful 3\/2 Home With Tropical Pool
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
VRC 20-000211 This property has keyless, no-contact check in for your convenience. Coco Cabana located at 309 A 58th S ...
From $493 per night (USD)
Expedia
From $421 per night (USD)
VRBO
Garden View On Beach Front Property Four Beach Lovers 3
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
VRC16-000518 Four Beach Lovers is thoroughly cleaned and sanitized prior to your arrival. We pay special attention to ...
From $421 per night (USD)
VRBO
From $357 per night (USD)
Expedia
Garden View On Beach Front Property Four Beach Lovers 4
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
VRC16-000519 Four Beach Lovers is thoroughly cleaned and sanitized prior to your arrival. We pay special attention to h ...
From $357 per night (USD)
Expedia
From $543 per night (USD)
VRBO
Walk Out Your Front Door And Your Toes Will Meet The Sand Four Beach Lovers 1
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
VRC16-000516 Four Beach Lovers is thoroughly cleaned and sanitized prior to your arrival. We pay special attention to ...
From $543 per night (USD)
VRBO
From $304 per night (USD)
Expedia
Bollinger Duplex Both Sides 3 Bedroom Pet Friendly
Bedrooms:
4
Bathrooms:
5
Sleeps:
12
VRC16-000478 & VRC16-000479 Bollinger Duplex is thoroughly cleaned and sanitized prior to your arrival. We pay special a ...
From $304 per night (USD)
Expedia
From $805 per night (USD)
VRBO
Sunkissed & Salty: Guest Favorite! Prime Island Location with Dreamy Amenities
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Dreamy Amenities. Prime Island Location. First-class guest service. Sunkissed & Salty sits just steps away from the beac ...
From $805 per night (USD)
VRBO
From $277 per night (USD)
Expedia
Anna Cabana Bungalow 1 Cute And Cozy 1 Bedroom With Pool
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
VRC 19-00211 Anna Cabana Bungalow is thoroughly cleaned and sanitized prior to your arrival. We pay special attention t ...
From $277 per night (USD)
Expedia
$Sirena Del Mar 3\/2 Pool Home Short Walk To White Sandy Beach Close To Dining$
From $274 per night (USD)
VRBO
Sirena Del Mar 3\/2 Pool Home Short Walk To White Sandy Beach Close To Dining
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
VRC20-000200 Sirena del Mar is a three bedroom, two bath home located at 201 30th Street in Holmes Beach. This home has ...
From $274 per night (USD)
VRBO
$WE 102 Beautiful Gulf Front 2\/2 Pool Condo Relax On Sugar Sand Beach$
From $291 per night (USD)
Expedia
WE 102 Beautiful Gulf Front 2\/2 Pool Condo Relax On Sugar Sand Beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
VRC21-000027 Waters Edge Condo 102N is a newly renovated two bedroom, two bath unit, located at 5808 Gulf Drive in Holm ...
From $291 per night (USD)
Expedia
$Sandy Point 210 2\/2 Pool Condo Mangrove Preserve$
From $235 per night (USD)
VRBO
Sandy Point 210 2\/2 Pool Condo Mangrove Preserve
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
VRC19-000215 Sandy Pointe Condo #210, at 3607 East Bay Drive is a cheerful, two bedroom and two bath condo in a seclude ...
From $235 per night (USD)
VRBO
From $234 per night (USD)
Expedia
Bollinger Duplex A Pet Friendly 2 Bedroom One Block From Beach
Bedrooms:
3
Bathrooms:
5
Sleeps:
6
VRC16-000478 Bollinger Duplex is thoroughly cleaned and sanitized prior to your arrival. We pay special attention to hi ...
From $234 per night (USD)
Expedia
From $558 per night (USD)
VRBO
Relax the Day Away - Palm Isle Village on Anna Maria Island - By Island Real Est
Bedrooms:
2
Bathrooms:
1
Sleeps:
4
Relax the Day Away - Palm Isle Village on Anna Maria Island. 3215 Gulf Drive at Palm Isle Village in Holmes Beach, FL - ...
From $558 per night (USD)
VRBO
From $537 per night (USD)
VRBO
Best Value on Anna Maria Island, Heated Pool, 1.5 Blocks from Beach, Pets OK!
Bedrooms:
4
Bathrooms:
6
Sleeps:
12
This upper and lower unit duplex home is located steps from the Gulf of Mexico on historic Anna Maria Island. These Holm ...
From $537 per night (USD)
VRBO
$Bright and sunny luxury vacation home, one block to the beach w\/ Pool and Spa!$
From $1291 per night (USD)
VRBO
Bright and sunny luxury vacation home, one block to the beach w\/ Pool and Spa!
Bedrooms:
4
Bathrooms:
6
Sleeps:
12
Coral Escape by Anna Maria Island Locals Home in Holmes Beach, FL Only 6 houses away from the beach! Highlights: • Gor ...
From $1291 per night (USD)
VRBO
From $1734 per night (USD)
Expedia
Beautiful luxury home! Pool, rooftop deck, steps from the beach!
Bedrooms:
4
Bathrooms:
5
Sleeps:
8
Avalon by Anna Maria Island Locals Home in Holmes Beach, FL Features: • Private Pool and Spa • Rooftop Deck with stunn ...
From $1734 per night (USD)
Expedia
Click For Pricing
VRBO
Luxury home just 2 blocks to beach, private pool and spa!
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Beachy Keen by AMI Locals Home in Holmes Beach, Florida VRC18-000062 Welcome to Beachy Keen, an adorable coastal cottag ...
Click For Pricing
VRBO
From $652 per night (USD)
Expedia
Charming Cottage, one block off beach with a private pool and gorgeous backyard!
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
Caribbean Reef by Anna Maria Island Locals Home in Holmes Beach, FL Highlights: • Private heated pool • Private patio ...
From $652 per night (USD)
Expedia
From $559 per night (USD)
VRBO
Ground level home with private pool, just steps to the beach!
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
Mermaids Watch by Anna Maria Island Locals Home in Holmes Beach, FL Highlights: • Private backyard with a heated pool ...
From $559 per night (USD)
VRBO
From $427 per night (USD)
Expedia
Lovely 3 bedroom duplex on Anna Maria Island, Private pool, pet friendly!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Isle Haven A is the perfect home for you to make memories that will last a life time! It is a dreamy beach getaway to re ...
From $427 per night (USD)
Expedia
From $783 per night (USD)
VRBO
Luxury home with private pool and spa, short walk to beach! - Mojito Splash
Bedrooms:
4
Bathrooms:
6
Sleeps:
10
Mojito Splash by AMI Locals Home in Holmes Beach 34217 VRC18-000068 Welcome to Mojito Splash! This stunning five-bed ...
From $783 per night (USD)
VRBO
From $483 per night (USD)
Expedia
2 MIN WALK TO GULF BEACHES, LG HEATED POOL, XLG LANAI - GAS GRILL and More
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Whispering Palms Villa at North Beach Village is a bright and sunny, tastefully decorated beach style townhouse located ...
From $483 per night (USD)
Expedia
From $675 per night (USD)
VRBO
Beautiful bungalow with private pool! Close to beach!
Bedrooms:
4
Bathrooms:
3
Sleeps:
6
Day Break Bungalow by Anna Maria Island Locals Home in Holmes Beach, FL Features: • Pool • BBQ grill, Backyard patio po ...
From $675 per night (USD)
VRBO
$Thanksgiving dinner included: 15lb Turkey\/Sweet Potato Mash\/Pumpkin Pie$
From $970 per night (USD)
Expedia
Thanksgiving dinner included: 15lb Turkey\/Sweet Potato Mash\/Pumpkin Pie
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
This beautiful 5-bedroom, 4-bathroom vacation home in Holmes Beach is just steps from the beach with fantastic Gulf view ...
From $970 per night (USD)
Expedia
$SUPER CLEAN @ Sunbow Bay. Sleeps 6, easy walk to gulf\/groceries, nice amenities!$
From $159 per night (USD)
VRBO
SUPER CLEAN @ Sunbow Bay. Sleeps 6, easy walk to gulf\/groceries, nice amenities!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
CLEAN, CLEAN, CLEAN!! This beautiful, clean and conveniently located Holmes Beach condo has fresh furnishings and nice, ...
From $159 per night (USD)
VRBO
From $981 per night (USD)
Expedia
5 Bedrooms*Close to Beach*Heated Pool*Tiki Hut
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Ground level home with large -heated pool and tiki bar. This spacious ground floor home is located about a block (we cou ...
From $981 per night (USD)
Expedia
From $479 per night (USD)
VRBO
Private pool and close to beach! Near shopping and dining!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Blissful Bungalow by AMI Locals Home in Holmes Beach Florida VRC21-000131 Welcome to Blissful Bungalow, a chic ranch-st ...
From $479 per night (USD)
VRBO
From $511 per night (USD)
Expedia
Luxury home on Anna Maria Island, private heated pool, pet friendly!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
It's My Dream is a brand new and lovely island-themed private duplex with 3 bedrooms and 2 bathrooms. Equipped with a pr ...
From $511 per night (USD)
Expedia
From $457 per night (USD)
VRBO
Private pool, 3 bedroom on Anna Maria Island, only minutes to the beach!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
The comfort in Egret's Landing is stunning. The home is fully equipped with everything you need like a full kitchen with ...
From $457 per night (USD)
VRBO
From $504 per night (USD)
Expedia
Steps to the beach! PRIVATE HEATED POOL w covered lanai. Central location.
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Two minute walk to beach access at the end of our street! PRIVATE heated pool. Air conditioned 2 bedroom 2 bath home. P ...
From $504 per night (USD)
Expedia
From $504 per night (USD)
VRBO
Two minute walk to beach! PRIVATE HEATED POOL w covered lanai. Great location!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Two minute walk to beach access at the end of our street! PRIVATE heated pool. Air conditioned 2 bedroom 2 bath home. P ...
From $504 per night (USD)
VRBO
$GREAT COTTAGE w\/Heated Pool, Dog*(See Note) Allowed, FREE WiFi\/Trolley, Steps...$
From $658 per night (USD)
Expedia
GREAT COTTAGE w\/Heated Pool, Dog*(See Note) Allowed, FREE WiFi\/Trolley, Steps...
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
**ASK ABOUT LAST-MINUTE DEALS! This Anna Maria Island cottage offers relaxation in this charming two-bedroo ...
From $658 per night (USD)
Expedia
From $1092 per night (USD)
VRBO
Luana Breeze in Holmes Beach
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Welcome to "Luana Breeze" located at 208 68th Street, Holmes Beach. Find ease and relaxation the moment you arrive, this ...
From $1092 per night (USD)
VRBO
From $812 per night (USD)
Expedia
Beautifully remodeled with private pool and spa! Located near beach & shopping!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Last Resort by AMI Locals Home in Holmes Beach, Florida VRC19-000160 Welcome to Last Resort, the perfect ground-level, ...
From $812 per night (USD)
Expedia
From $275 per night (USD)
VRBO
Expansive Views, Walk to Beach and Grocer, Anna Maria Island Vacation Rental
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
Enjoy quiet sunsets from your private screened balcony at this two bedroom two bathroom third floor condo with preserve ...
From $275 per night (USD)
VRBO
From $343 per night (USD)
Expedia
Newly renovated condo with community pool
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Sea You Soon by AMI Locals Condo in Holmes Beach VRC22-000162 Welcome to Sea You Soon, a newly refreshed three-level ...
From $343 per night (USD)
Expedia
From $366 per night (USD)
VRBO
Sea Pirate Condominium in Holmes Beach - 2BR Condo with Pool - By Island Real Es
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
"Sea Pirate 2" is a bright and sunny, ground-floor vacation rental condo that features beach decor, has an oversized hea ...
From $366 per night (USD)
VRBO
From $384 per night (USD)
Expedia
Sun Plaza West 214 by SeaBreeze Vacation
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Sun Plaza West is a beautiful beachfront property offering all of the conveniences you would want in an island stay. Thi ...
From $384 per night (USD)
Expedia

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