Holmes Beach, Florida Vacation Rentals. Book Beach Rentals, Lake Houses, Condos, Cabins, Villas, and Homes in Holmes Beach, Florida on RentalSaver.com!

Holmes Beach Rentals

$Water Front\/Heated Pool\/Dock\/Walk To Beach\/Self Check In-Out\/High cleaning\/WiFi.$
From $753 per night (USD)
VRBO
Water Front\/Heated Pool\/Dock\/Walk To Beach\/Self Check In-Out\/High cleaning\/WiFi.
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Cool and calming tiled floors, modern furnishings, and updated appliances give this vacation home an air of Tommy Bahama ...
From $753 per night (USD)
VRBO
From $367 per night (USD)
Expedia
Direct Beach Front, FREE WiFi & Trolley, Heated Pool and Awesome Sunsets
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
**ASK ABOUT LAST-MINUTE DEALS! Stay DIRECTLY on the beach in this gorgeous two-bedroom, two-bath condo! Our ...
From $367 per night (USD)
Expedia
$2 Bedroom \/ 2 Bath Ground Level With a Heated Pool$
From $306 per night (USD)
VRBO
2 Bedroom \/ 2 Bath Ground Level With a Heated Pool
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
This listing is for a Weekly rental located in the heart of Anna Maria Island at 305 61st St, Unit A, Holmes Beach, FL, ...
From $306 per night (USD)
VRBO
From $381 per night (USD)
Expedia
Coastal Chic Waterfront Condo Anna Maria Island Westbay Point 195 Holmes Beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Experience the charm of Anna Maria Island and its relaxed coastal lifestyle, just minutes from the beach. Enjoy fishing, ...
From $381 per night (USD)
Expedia
From $738 per night (USD)
VRBO
Beautiful home with fenced yard, heated pool, hot tub, and elevator!
Bedrooms:
4
Bathrooms:
6
Sleeps:
10
Sand Castle by Anna Maria Island Accommodations Holmes Beach, FL 34217 VRC19-000022 Welcome to Sand Castle! Nestled in ...
From $738 per night (USD)
VRBO
From $420 per night (USD)
Expedia
Beautiful home near the beach with heated pool
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Highlights • Less than a five-minute walk to the beach • Private pool • Washer and dryer • Less than a 10-minute troll ...
From $420 per night (USD)
Expedia
From $270 per night (USD)
VRBO
Great Condo 3 Mins from the Beach! Community Pool - Seabreeze D
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Seabreeze D by Anna Maria Island Accommodations Condo in Holmes Beach, FL 34217 VRC16-000111 Welcome to Seabreeze D! T ...
From $270 per night (USD)
VRBO
From $544 per night (USD)
Expedia
Family Home with Pool Near Gulf Beaches - Corona Joe's Beach Cottage
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Corona Joe's Beach Cottage by AMI Accommodations Home in Holmes Beach, FL VRC17-000163 Experience the perfect family g ...
From $544 per night (USD)
Expedia
$Beautiful, Ground Level 4 bedroom\/3 bath home, just a short block to the beach$
From $674 per night (USD)
VRBO
Beautiful, Ground Level 4 bedroom\/3 bath home, just a short block to the beach
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Simply Chic 1.5 Blocks to Beach Beautiful, Ground Level 4 bedroom/3 bath home, just a short block to the beach. Beaut ...
From $674 per night (USD)
VRBO
From $297 per night (USD)
Expedia
Home with Private Backyard and Heated Pool - Gulf Breeze Villa B
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Gulf Breeze Villa B by Anna Maria Island Accommodations Home in Holmes Beach, FL 34217 VRC16-000146 Gulf Breeze Vill ...
From $297 per night (USD)
Expedia
From $982 per night (USD)
VRBO
Tropical Pool, Sunset Views, Game Room - It's a Jungle Out There
Bedrooms:
4
Bathrooms:
6
Sleeps:
12
It's a Jungle Out There by Anna Maria Island Accommodations Home in Holmes Beach, FL 34217 VRC19-000173 It’s a Ju ...
From $982 per night (USD)
VRBO
From $595 per night (USD)
Expedia
Private home with Pool, Spa, and Ping Pong! 6 mins to Beach! - Banana Cabana
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
Banana Cabana by Anna Maria Island Accommodations 318 64th St Holmes Beach, FL 34217 Relaxation awaits at Banana Caba ...
From $595 per night (USD)
Expedia
From $266 per night (USD)
VRBO
Adorable ground-level condo near the beach. Large heated pool!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Palm Cay 6 by Anna Maria Island Accommodations Condo in Holmes Beach, FL 34217 VRC16-000127 Welcome to Palm Cay 6, a g ...
From $266 per night (USD)
VRBO
From $571 per night (USD)
Expedia
Luxury home with Pool, Spa, and Dock -Bayshores
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Bayshores by Anna Maria Island Accommodations Home in Holmes Beach, FL 34217 VRC18-000040 Welcome to Bayshores, a breat ...
From $571 per night (USD)
Expedia
From $555 per night (USD)
VRBO
Centrally located. 3 blocks to the beach. Private pool and hot tub.
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
Sand Dollar by Anna Maria Island Accommodations Home in Holmes Beach, FL 34217 VRC16-000117 Welcome to Sand Dollar, a ...
From $555 per night (USD)
VRBO
From $289 per night (USD)
Expedia
Family-Friendly Condo, just 1 block from the Beach! - Seabreeze A
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Seabreeze A by Anna Maria Island Accommodations Condo in Holmes Beach, FL 34217 VRC16-000112 Welcome to Seabreeze A, y ...
From $289 per night (USD)
Expedia
From $575 per night (USD)
VRBO
Anna Maria Island Beach Cottage with Private Pool and Spa
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Beach Cottage by Anna Maria Island Accommodations 211 71st St Holmes Beach, FL 34217 VRC16-000178 Welcome to Beach C ...
From $575 per night (USD)
VRBO
From $602 per night (USD)
Expedia
Calico AMI – Steps to Sand, Family Paradise!
Bedrooms:
5
Bathrooms:
5
Sleeps:
8
Are you dreaming of mornings by the pool and evenings watching sunsets on the sand? Are you travelling with little ones ...
From $602 per night (USD)
Expedia
From $416 per night (USD)
VRBO
Stay at Sun Daze: Private Pool, 3 Minutes to the Beach!
Bedrooms:
2
Bathrooms:
3
Sleeps:
4
Sun Daze by Anna Maria Island Accommodations 126 51st St, Unit B Holmes Beach, FL 34217 VRC16-000103 Discover the perfe ...
From $416 per night (USD)
VRBO
From $510 per night (USD)
Expedia
Beautifully outfitted home with a heated pool and tropical backyard!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Seahorse Paradise 2.5 Blocks to Beach Highlights: • Heated Pool • Tropical Backyard • Large Covered Patio • Poolside ...
From $510 per night (USD)
Expedia
From $527 per night (USD)
VRBO
Enjoy Endless Summer Fun with a Private Heated Pool at Key Largo Cottage!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Key Largo Cottage by Anna Maria Island Accommodations Home in Holmes Beach, FL 34217 Discover your ultimate family g ...
From $527 per night (USD)
VRBO
From $419 per night (USD)
Expedia
Coastal home with pool and tropical landscaping!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Pineapple Palms by AMI Accommodations Holmes Beach, FL 2.5 Blocks to Beach Highlights: • Private heated pool • Beaut ...
From $419 per night (USD)
Expedia
From $723 per night (USD)
VRBO
1.5 Blocks to Gulf Beaches, Private Heated Pool - No Bad Days
Bedrooms:
3
Bathrooms:
5
Sleeps:
8
No Bad Days by Anna Maria Island Accommodations Home in Holmes Beach, FL VRC18-000057 Welcome to No Bad Days, an invit ...
From $723 per night (USD)
VRBO
From $521 per night (USD)
Expedia
Large Pool Home Near Beach! Games Galore! - Attitude by Latitude
Bedrooms:
3
Bathrooms:
4
Sleeps:
6
Attitude By Latitude by Anna Maria Island Accommodations Home in Holmes Beach, FL 34217 VRC16-000182 Welcome to Attitud ...
From $521 per night (USD)
Expedia
From $280 per night (USD)
VRBO
Heated Pool! 200 Steps to Gulf Beach!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Blue Lagoon 1 by Anna Maria Island Accommodations Home in Holmes Beach, FL 1.5 Blocks to Beach Highlights: • Complex ...
From $280 per night (USD)
VRBO
From $440 per night (USD)
Expedia
Spacious family home with heated Pool and Spa - Shamrock Palms
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
Shamrock Palms by Anna Maria Island Accommodations Home in Holmes Beach, FL 34217 VRC16-000106 Welcome to Shamrock Palm ...
From $440 per night (USD)
Expedia
From $508 per night (USD)
VRBO
Close to Beach home with Putting Green and Pool!
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
Sea Turtle by Anna Maria Island Accommodations Home in Holmes Beach, FL 34217 VRC16-000113 Welcome to Sea Turtle, your ...
From $508 per night (USD)
VRBO
From $371 per night (USD)
Expedia
Off The Clock: Family-Friendly Home with Games on Anna Maria Island!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Off The Clock by Anna Maria Island Accommodations Home in Holmes Beach, FL 34217 Welcome to Off The Clock, a modern thr ...
From $371 per night (USD)
Expedia
From $341 per night (USD)
VRBO
Beautiful Condo Just Steps to the Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
The Palms 2 by Anna Maria Island Accommodations Condo in Holmes Beach, FL 1 Block to Beach Highlights: • Heated Pool ...
From $341 per night (USD)
VRBO
From $347 per night (USD)
Expedia
Ground-level home with heated pool and hot tub!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Island Mojo by Anna Maria Island Accommodations Home in Holmes Beach, FL 34217 VRC16-000143 Welcome to Island Mojo, an ...
From $347 per night (USD)
Expedia
From $545 per night (USD)
VRBO
Beach Dream Cottage: Steps from the Beach with Private Pool and Spa!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Beach Dream Cottage by Anna Maria Island Accommodations Home in Holmes Beach, FL 34217 VRC16-000637 Welcome to Beach ...
From $545 per night (USD)
VRBO
From $511 per night (USD)
Expedia
Completely Updated Anna Maria Island Home with Pool: Peach Bellini
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Peach Bellini by Anna Maria Island Accommodations Holmes Beach, FL 34217 Welcome to Peach Bellini, your idyllic isla ...
From $511 per night (USD)
Expedia
From $522 per night (USD)
VRBO
Couple Blocks to Beach! Walk to Holmes Beach City Center Shops & Restaurants!
Bedrooms:
3
Bathrooms:
5
Sleeps:
8
Seahorse Cove by Anna Maria Island Accommodations Home in Holmes Beach, FL 34217 VRC16-000109 Welcome to Seahorse Cove, ...
From $522 per night (USD)
VRBO
From $493 per night (USD)
Expedia
Villa with heated pool and swim-up tiki bar!
Bedrooms:
3
Bathrooms:
5
Sleeps:
8
La Mer by Anna Maria Island Accommodations Home in Holmes Beach, FL 34217 VRC18-000126 Welcome to La Mer, a fabulous b ...
From $493 per night (USD)
Expedia
From $643 per night (USD)
VRBO
Perfect family vacation home with pool, lounge, and ping pong!
Bedrooms:
3
Bathrooms:
4
Sleeps:
6
Coconut Cottage by Anna Maria Island Accommodations Home in Holmes Beach, FL 34217 VRC16-000159 Welcome to Coconut Cot ...
From $643 per night (USD)
VRBO
From $383 per night (USD)
Expedia
Home with Private Pool, Two Blocks from the Beach! - Queen Palms
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Queen Palm by Anna Maria Island Accommodations Home in Holmes Beach, FL 34217 VRC19-000042 Welcome to Queen Palm! Th ...
From $383 per night (USD)
Expedia
Click For Pricing
VRBO
Ground level home with pool, spa and lanai! - Coastal Breeze
Bedrooms:
3
Bathrooms:
5
Sleeps:
8
Coastal Breeze by Anna Maria Island Accommodations Home in Holmes Beach, FL 34217 VRC17-000063 Welcome to Coastal Bre ...
Click For Pricing
VRBO
From $948 per night (USD)
Expedia
Quaint Canal Front Family Home with Private Dock and Heated Pool!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Jackie's Cottage by Anna Maria Island Accommodations Home in Holmes Beach, FL 34217 VRC18-000190 Welcome to Jackie’s C ...
From $948 per night (USD)
Expedia
From $680 per night (USD)
VRBO
Gorgeous home within walking distance of amazing Gulf beaches! - Ohana
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Ohana by Anna Maria Island Accommodations Home in Holmes Beach, FL 34217 This gorgeous four-bedroom, three-and-a-half ...
From $680 per night (USD)
VRBO
From $848 per night (USD)
Expedia
Margarita-Ville: Vacation Home with Pool & Tiki Bar Oasis, 2 Min Walk to Beach
Bedrooms:
5
Bathrooms:
7
Sleeps:
12
Margarita-Ville by Anna Maria Island Accommodations Home in Holmes Beach, FL 34217 VRC16-000136 Live the island life ...
From $848 per night (USD)
Expedia
From $286 per night (USD)
VRBO
Beachy Home with Pool Access and Private Patio with BBQ Grill - Little Dream
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Little Dream by Anna Maria Accommodations Home in Holmes Beach, FL 34217 VRC16-000139 Welcome to Little Dream! This ch ...
From $286 per night (USD)
VRBO
From $672 per night (USD)
Expedia
Beautiful home with pool, elevator, and ping pong table
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Beach Retreat by Anna Maria Island Accommodations Home in Holmes Beach, FL 1 Block to Beach Highlights • 2-minute wa ...
From $672 per night (USD)
Expedia
From $903 per night (USD)
VRBO
Near the Beach with Balconies and Tiki Bar
Bedrooms:
5
Bathrooms:
6
Sleeps:
12
Two Pina Coladas by Anna Maria Island Accommodations Home in Holmes Beach, FL 1 Block to Beach Highlights: • Heated P ...
From $903 per night (USD)
VRBO
From $695 per night (USD)
Expedia
Gulf front condo with amazing views and beach access! - Palm Gables 112
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Palm Gables 112 by Anna Maria Island Accommodations Home in Holmes Beach, FL 34217 VRC18-000128 Experience the epit ...
From $695 per night (USD)
Expedia
From $1579 per night (USD)
VRBO
Luxury Family Vacation Home with Rooftop Deck, Games, Pool - Poseidons Palace
Bedrooms:
6
Bathrooms:
9
Sleeps:
16
Poseidons Palace by Anna Maria Island Accommodations 202 72nd St Holmes Beach, FL 34217 VRC16-000122 Welcome to Pos ...
From $1579 per night (USD)
VRBO
From $872 per night (USD)
Expedia
Sea Oats: Anna Maria Island Family Retreat with Pool Just Steps from the Beach!
Bedrooms:
5
Bathrooms:
7
Sleeps:
12
Sea Oats by Anna Maria Island Accommodations Home in Holmes Beach, Florida VRC16-000115 Welcome to Sea Oats, your ul ...
From $872 per night (USD)
Expedia
From $491 per night (USD)
VRBO
Beautiful Home with Private Pool, One Block to the Beach! - Ainsley Beach House
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
Ainsley Beach House by Anna Maria Island Accommodations Home in Holmes Beach, FL 34217 VRC16-000185 Come and experie ...
From $491 per night (USD)
VRBO
From $607 per night (USD)
Expedia
Coral Palms: 3BR Updated Rental with Private Pool near Gulf of Mexico Beaches
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Coral Palms by Anna Maria Island Accommodations Home in Holmes Beach, FL 34217 VRC16-000157 Welcome to Coral Palms, a ...
From $607 per night (USD)
Expedia
From $352 per night (USD)
VRBO
Quiet Villa, Steps to Beach, Close To Trolley Stop and Shopping!
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Sea Glass Villa by Anna Maria Island Accommodations Home in Holmes Beach, Florida Your beach getaway awaits at Sea Gla ...
From $352 per night (USD)
VRBO
$5 houses from the Gulf beaches w\/Private Pool! - Ocean's 77$
From $533 per night (USD)
Expedia
5 houses from the Gulf beaches w\/Private Pool! - Ocean's 77
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Ocean's 77 by Anna Maria Island Accommodations Home in Holmes Beach, FL 34217 VRC19-000012 Welcome to Ocean's 77, a cha ...
From $533 per night (USD)
Expedia
From $560 per night (USD)
VRBO
Beautiful Villa near the Beach with Pool! - Mermaid's Hideaway
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Mermaid's Hideaway by Anna Maria Island Accommodations Home in Holmes Beach, FL 34217 VRC16-000135 Kick back and r ...
From $560 per night (USD)
VRBO
From $488 per night (USD)
Expedia
Family-Friendly Addison's Beach House: Steps from the Beach with Private Pool
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
Addison's Beach House by Anna Maria Island Accommodations Home in Holmes Beach, FL 34217 VRC16-000188 Location, loca ...
From $488 per night (USD)
Expedia
$Gorgeous 3 Bedroom\/2 Bath Villa, with Private Heated Pool and Large Tiki Bar$
From $564 per night (USD)
VRBO
Gorgeous 3 Bedroom\/2 Bath Villa, with Private Heated Pool and Large Tiki Bar
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Serendipity 1 Block to Beach Gorgeous 3 Bedroom/2 Bath Villa, with Private Heated Pool and Large Tiki Bar. Featuring ...
From $564 per night (USD)
VRBO
From $473 per night (USD)
Expedia
Perfect family vacation home with private pool
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Aggies Treasure by Anna Maria Island Accommodations 203 70th St, Unit A (West Unit) Holmes Beach, FL 34217 One Block to ...
From $473 per night (USD)
Expedia
From $710 per night (USD)
VRBO
Palm Gables 110 - Gulf Front! Gorgeous Views! Heated Pool!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Palm Gables 110 110 36th St Holmes Beach, FL 34217 Gulf Front The pristine Palm Gables condos are centrally located in ...
From $710 per night (USD)
VRBO
Click For Pricing
Expedia
Beach Front Home with Unforgettable Views
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Cottage By The Sea by Anna Maria Island Accommodations Home in Holmes Beach, FL Highlights: • Beach Front Property • ...
Click For Pricing
Expedia
From $253 per night (USD)
VRBO
Canal front cottage near the beach!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Stars on the Water by AMI Locals Duplex in Holmes Beach, Florida VRC21-000115 Perfect for anglers and beachgoers, Stars ...
From $253 per night (USD)
VRBO
From $417 per night (USD)
Expedia
Happy Island Cottage with Heated Private Pool
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
A 2000 sq/ft, 3 bedroom modern beach house with heated* and very private pool. A perfect location just steps from the be ...
From $417 per night (USD)
Expedia
$Walk to Shore: Holmes Beach Home w\/ Pool & Hot Tub$
From $527 per night (USD)
VRBO
Walk to Shore: Holmes Beach Home w\/ Pool & Hot Tub
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Pet Friendly w/ Fee + Owner Approval | Beach Gear w/ Wagon Nestled in a quiet cul-de-sac on the west side of Anna Marie ...
From $527 per night (USD)
VRBO
From $426 per night (USD)
Expedia
Private Pool - Manna-Tee Beach House by SeaBreeze Vacation
Bedrooms:
3
Bathrooms:
4
Sleeps:
6
If you are ready to put your "heels in the sand", look no further. Manna-Tee Beach House is the perfect vacation spot fo ...
From $426 per night (USD)
Expedia
From $330 per night (USD)
VRBO
Beachfront Condominium on the white sandy beach of Anna Maria Island.
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Welcome to Sun Plaza West Beachfront Condominiums. This complex is ON the beach. It doesn’t get better than that. This b ...
From $330 per night (USD)
VRBO
From $507 per night (USD)
Expedia
GULF FRONT Beautiful Condo, Heated Pool, FREE WiFi & Trolley, Great Sunsets!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
**ASK ABOUT LAST-MINUTE DEALS! Enjoy a fabulous stay at the beach in this beautifully remodeled two-bedroom ...
From $507 per night (USD)
Expedia
From $505 per night (USD)
VRBO
Buddy’s Beach House Private Heated Pool and Spa- Pet Friendly
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Welcome to Buddy's Beach House, a completely remodeled, beachy chic getaway just 2 blocks to the beach. Stroll to the be ...
From $505 per night (USD)
VRBO
From $568 per night (USD)
Expedia
Dog Friendly Home with Private Pool and Spa, Close to Beach - Sunset and Sands
Bedrooms:
3
Bathrooms:
5
Sleeps:
8
Sunset and Sands by Anna Maria Island Accommodations Home in Holmes Beach, FL 34217 Gather your crew for unforgettab ...
From $568 per night (USD)
Expedia
From $584 per night (USD)
VRBO
Fun family vacation home, just one block to the AMI beach. You'll love the pool!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Blue Pineapple by AMI Locals Home in Holmes Beach, Florida CAA20-000023 Paradise awaits at Blue Pineapple, a gorgeo ...
From $584 per night (USD)
VRBO
From $798 per night (USD)
Expedia
PRIVATE HOUSE and Pool on AMI. Close to beach, shopping, restaurants, marina.
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
SALTY DOGS ON ANNA MARIA ISLAND IS WAITING FOR YOU! SALTY DOGS IS A SINGLE-FAMILY BEACH HOUSE. You get the entire h ...
From $798 per night (USD)
Expedia
From $390 per night (USD)
VRBO
Steps to Beach - Tropical Sunset 1 by SeaBreeze Vacation
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Looking for the perfect beach destination? Well, it doesn't get better than this! This 2 bedroom/2 bath condo, recently ...
From $390 per night (USD)
VRBO
From $499 per night (USD)
Expedia
Coastal living at its finest! Inviting two bedroomwith Pool & Jacuzzi
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to your tranquil haven nestled in the heart of Anna Maria Island! This enchanting 2-bedroom, 2-bathroom residenc ...
From $499 per night (USD)
Expedia
From $441 per night (USD)
VRBO
Esxape to Paradise! Beachside retreat with shared pool spa. 5 min walk to beach!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Escape to paradise. Serene 2-Bedroom Retreat with Pool and Jacuzzi Experience the epitome of modern comfort at this go ...
From $441 per night (USD)
VRBO
$Private paradise w\/ all the beach supplies & toys!$
From $493 per night (USD)
Expedia
Private paradise w\/ all the beach supplies & toys!
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Casa Laguna is a privately owned home with private amenities and entry via smart locks. The home is surrounded by lush ...
From $493 per night (USD)
Expedia
$Coconuts 116 - Anna Maria Island - Condo -1 Bedroom\/ 1 Bath- maximum...$
From $302 per night (USD)
VRBO
Coconuts 116 - Anna Maria Island - Condo -1 Bedroom\/ 1 Bath- maximum...
Bedrooms:
1
Bathrooms:
1
Sleeps:
6
Coconuts 116 - Anna Maria Island - 1 Bedroom/ 1 Bath - maximum occupancy of 6 people. VRC21-000194 Distance to the ...
From $302 per night (USD)
VRBO
$Sunsets on Carissa - Coastal Retreat w\/ Heated Pool, Game Room, & Steps to Gulf Beaches$
From $644 per night (USD)
Expedia
Sunsets on Carissa - Coastal Retreat w\/ Heated Pool, Game Room, & Steps to Gulf Beaches
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
Welcome to Sunsets on Carissa! On Anna Maria Island (Holmes Beach, FL) A Stunning Beachside Escape with a Private Heate ...
From $644 per night (USD)
Expedia
From $582 per night (USD)
VRBO
Fins Up – Cozy Island Retreat, Private Pool, 4-Min Walk to Beach
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Welcome to Fins Up! On Anna Maria Island (Holmes Beach, FL) A cozy vacation home with a private heated pool, just a 4-m ...
From $582 per night (USD)
VRBO
From $193 per night (USD)
Expedia
Spinnakers Cottages - Cabin 1 - Dog Friendly - 250 Steps to Beach, Pool
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Cabin 1 Spinnakers Cottages by Anna Maria Life Vacation Rentals 204 56th St. #1, Holmes Beach, FL 34217 What You'll Lov ...
From $193 per night (USD)
Expedia
From $352 per night (USD)
VRBO
Island Vibe 5: Close to Beach with Private Heated Pool
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Rent with attached duplex Island Vibe 6 (VRBO# 1930033) if you need 4 bedrooms! Welcome to Island Vibe 5, a newly renov ...
From $352 per night (USD)
VRBO
From $623 per night (USD)
Expedia
Beach Escape in Holmes Beach
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Welcome to "Beach Escape" on beautiful Anna Maria Island. Appropriately named, this Mediterranean-inspired beach house ...
From $623 per night (USD)
Expedia
From $652 per night (USD)
VRBO
Anna Maria Island!1 Block to the Beach. Private Home with Heated Pool.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Experience the ultimate luxury of this beautiful private home just minutes from the white private sandy beaches of Anna ...
From $652 per night (USD)
VRBO
From $392 per night (USD)
Expedia
Perfect Vacation Home! Just steps to the Beach - Gulf Breeze
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Gulf Breeze by AMI Locals Home in Holmes Beach, Florida VRC21-000001 Welcome to Gulf Breeze, a three-bedroom and two-ba ...
From $392 per night (USD)
Expedia
From $453 per night (USD)
VRBO
Awesome home with pool and gorgeous tropical backyard! Close to beach!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Sea Breeze by AMI Locals Home in Holmes Beach, Florida VRC21-000002 Fun and relaxation await you at Sea Breeze, a thr ...
From $453 per night (USD)
VRBO
From $428 per night (USD)
Expedia
Charming cottage with Pool, close to the Beach! Don't Miss Out!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Island Escape by AMI Locals Home in Holmes Beach, FL Features: • Private heated pool • Ground-level home, very accessi ...
From $428 per night (USD)
Expedia
$Golf cart Inc + 4bd\/2bth + private pool!$
From $690 per night (USD)
VRBO
Golf cart Inc + 4bd\/2bth + private pool!
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Recent Review: "This is an incredible place to stay. The location is awesome, the communication is phenomenal and the ho ...
From $690 per night (USD)
VRBO
From $261 per night (USD)
Expedia
Gulf Beach Apartment - with Pool & Beach Access
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Pristine,spacious1 bedroom apartment sleeps 4, only steps to the beautiful white sandy beach of Anna Marie Island. Fresh ...
From $261 per night (USD)
Expedia
From $262 per night (USD)
VRBO
Your island destination steps from the beach!<br>
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Tortuga tides is your extended vacation oasis steps from the white sands of Anna Maria Island beaches. The master bedroo ...
From $262 per night (USD)
VRBO
$Newly renovated Cozy Beach Cottage B 1\/2 of a duplex, 3min walk to beach$
From $312 per night (USD)
Expedia
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 $312 per night (USD)
Expedia
$Newly renovated Cozy Beach Cottage A1\/2 of a duplex, 3min walk to beach$
From $315 per night (USD)
VRBO
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 $315 per night (USD)
VRBO
From $1305 per night (USD)
Expedia
Surfside AMI; backyard oasis steps to beach, heated pool, putting green,+gear!
Bedrooms:
4
Bathrooms:
4
Sleeps:
12
Recently renovated in 2025, new kitchen, flooring and updated furnishings! Private beach getaway with a backyard oasis i ...
From $1305 per night (USD)
Expedia
From $530 per night (USD)
VRBO
Villa Verde-4 bedroom with private pool with restaurants and boutiques nearby
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
311 61st Street is a lovely elevated 4 bedroom and 3.5 bathroom tucked away in the heart of Holmes Beach just a short tw ...
From $530 per night (USD)
VRBO
From $586 per night (USD)
Expedia
Golf Cart, Island Haven by SeaBreeze Vacation
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
6 PERSON GOLF CART INCLUDED ON ALL RESERVATIONS THAT CHECK OUT BEFORE 1/3/26 All Drivers must be over the age of 21. Dri ...
From $586 per night (USD)
Expedia
From $436 per night (USD)
VRBO
Bay Palms,3BR 2B , Private Pool with Spa--Entire Home recently renovated.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Our home has 3 bedrooms, master with queen bed and ensuite bathroom, 2nd bedroom has a queen bed, 3rd bedroom has two tw ...
From $436 per night (USD)
VRBO
From $414 per night (USD)
Expedia
Emerald Cove: Beachfront condo with gorgeous views!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Come soak in the picturesque gulf views of Anna Maria Island at this newly renovated, contemporary beach condo! This 1 b ...
From $414 per night (USD)
Expedia
From $353 per night (USD)
VRBO
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 $353 per night (USD)
VRBO
From $471 per night (USD)
Expedia
Sun Plaza West Unit 204, gulf front complex on AMI
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 in the hea ...
From $471 per night (USD)
Expedia
From $436 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 $436 per night (USD)
VRBO
$BEAUTIFUL 3\/2 TOWNHOME w\/ HEATED PRIVATE POOL. STEPS FROM THE GULF BEACHES!!$
From $506 per night (USD)
Expedia
BEAUTIFUL 3\/2 TOWNHOME w\/ HEATED PRIVATE POOL. STEPS FROM THE GULF BEACHES!!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
**ASK ABOUT LAST MINUTE DEALS! Welcome to your Anna Maria Island vacation! You will enjoy your time at thi ...
From $506 per night (USD)
Expedia
$CONTEMPORARY BEACH CHIC HOME WITH OCEAN VIEWS, STEPS TO THE BEACH\/HEATED POOL\n$
From $661 per night (USD)
VRBO
CONTEMPORARY BEACH CHIC HOME WITH OCEAN VIEWS, STEPS TO THE BEACH\/HEATED POOL\n
Bedrooms:
4
Bathrooms:
3
Sleeps:
6
THANK YOU TO ALL OUR PAST, FUTURE AND POTENTIAL GUESTS WHO HAVE REACHED OUT TO US IN THE LAST FEW WEEKS TO INQUIRE ABOUT ...
From $661 per night (USD)
VRBO
$Lovely corner home near the beach with private pool\/spa, WiFi & central AC$
From $344 per night (USD)
Expedia
Lovely corner home near the beach with private pool\/spa, WiFi & central AC
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Mermaid Sunset Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $344 per night (USD)
Expedia
From $338 per night (USD)
VRBO
LaBella Casa: Games, updated beachy chic home moments to the Gulf!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
With a bright green-colored exterior and vibrant greenery surrounding the property, LaBella Casa is hard to miss! And, y ...
From $338 per night (USD)
VRBO
From $313 per night (USD)
Expedia
Old Florida living only 200 steps to the beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Paradise found! With only 200 steps to the beach, this lovely beach house offers a great value for you vacation. A sho ...
From $313 per night (USD)
Expedia
$Pool\/Spa - Bahama Mama by SeaBreeze Vacation$
From $387 per night (USD)
VRBO
Pool\/Spa - Bahama Mama by SeaBreeze Vacation
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This is it - Paradise! This fabulous Key West style elevated 3 bedroom/2 bath single family home has so many wonderful f ...
From $387 per night (USD)
VRBO
From $476 per night (USD)
Expedia
Anna Maria Island! All New Remodeled Private Heated 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 $476 per night (USD)
Expedia

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