Holmes Beach Rentals
From $473 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 $473 per night (USD)VRBO
From $310 per night (USD)Expedia
Stay at Sun Daze: Private Pool, 3 Minutes to the Beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Sun Daze by Anna Maria Island Accommodations 126 51st St, Unit B Holmes Beach, FL 34217 VRC16-000103 Discover the perfe ...
From $310 per night (USD)Expedia
From $462 per night (USD)VRBO
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 $462 per night (USD)VRBO
From $411 per night (USD)Expedia
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 $411 per night (USD)Expedia
From $274 per night (USD)VRBO
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 $274 per night (USD)VRBO
From $512 per night (USD)Expedia
1.5 Blocks to Gulf Beaches, Private Heated Pool - No Bad Days
- Bedrooms:
- 3
- Bathrooms:
- 4
- 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 $512 per night (USD)Expedia
From $361 per night (USD)VRBO
Spacious family home with heated Pool and Spa - Shamrock Palms
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Shamrock Palms by Anna Maria Island Accommodations Home in Holmes Beach, FL 34217 VRC16-000106 Welcome to Shamrock Palm ...
From $361 per night (USD)VRBO
From $411 per night (USD)Expedia
Close to Beach home with Putting Green and Pool!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Sea Turtle by Anna Maria Island Accommodations Home in Holmes Beach, FL 34217 VRC16-000113 Welcome to Sea Turtle, your ...
From $411 per night (USD)Expedia
From $258 per night (USD)VRBO
Beautiful Condo Just Steps to the Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
The Palms 2 by Anna Maria Island Accommodations Condo in Holmes Beach, FL 1 Block to Beach Highlights: • Heated Pool ...
From $258 per night (USD)VRBO
From $281 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 $281 per night (USD)Expedia
From $438 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 $438 per night (USD)VRBO
From $411 per night (USD)Expedia
Completely Updated Anna Maria Island Home with Pool: Peach Bellini
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Peach Bellini by Anna Maria Island Accommodations Holmes Beach, FL 34217 Welcome to Peach Bellini, your idyllic isla ...
From $411 per night (USD)Expedia
From $501 per night (USD)VRBO
Couple Blocks to Beach! Walk to Holmes Beach City Center Shops & Restaurants!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Seahorse Cove by Anna Maria Island Accommodations Home in Holmes Beach, FL 34217 VRC16-000109 Welcome to Seahorse Cove, ...
From $501 per night (USD)VRBO
From $477 per night (USD)Expedia
Large Pool Home Near Beach! Games Galore! - Attitude by Latitude
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Attitude By Latitude by Anna Maria Island Accommodations Home in Holmes Beach, FL 34217 VRC16-000182 Welcome to Attitud ...
From $477 per night (USD)Expedia
From $281 per night (USD)VRBO
Heated Pool! 200 Steps to Gulf Beach!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Blue Lagoon 1 by Anna Maria Island Accommodations Home in Holmes Beach, FL 1.5 Blocks to Beach Highlights: • Complex ...
From $281 per night (USD)VRBO
From $388 per night (USD)Expedia
Villa with heated pool and swim-up tiki bar!
- Bedrooms:
- 3
- Bathrooms:
- 4
- 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 $388 per night (USD)Expedia
From $540 per night (USD)VRBO
Perfect family vacation home with pool, lounge, and ping pong!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Coconut Cottage by Anna Maria Island Accommodations Home in Holmes Beach, FL 34217 VRC16-000159 Welcome to Coconut Cot ...
From $540 per night (USD)VRBO
From $313 per night (USD)Expedia
Home with Private Pool, Two Blocks from the Beach! - Queen Palms
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Queen Palm by Anna Maria Island Accommodations Home in Holmes Beach, FL 34217 VRC19-000042 Welcome to Queen Palm! Th ...
From $313 per night (USD)Expedia
From $571 per night (USD)VRBO
Gorgeous home within walking distance of amazing Gulf beaches! - Ohana
- Bedrooms:
- 3
- 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 $571 per night (USD)VRBO
From $667 per night (USD)Expedia
Margarita-Ville: Vacation Home with Pool & Tiki Bar Oasis, 2 Min Walk to Beach
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 12
Margarita-Ville by Anna Maria Island Accommodations Home in Holmes Beach, FL 34217 VRC16-000136 Live the island life ...
From $667 per night (USD)Expedia
From $192 per night (USD)VRBO
Beachy Home with Pool Access and Private Patio with BBQ Grill - Little Dream
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Little Dream by Anna Maria Accommodations Home in Holmes Beach, FL 34217 VRC16-000139 Welcome to Little Dream! This ch ...
From $192 per night (USD)VRBO
From $531 per night (USD)Expedia
Beautiful home with pool, elevator, and ping pong table
- Bedrooms:
- 2
- 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 $531 per night (USD)Expedia
Click For PricingVRBO
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 PricingVRBO
From $651 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 $651 per night (USD)Expedia
From $783 per night (USD)VRBO
Near the Beach with Balconies and Tiki Bar
- Bedrooms:
- 4
- 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 $783 per night (USD)VRBO
From $567 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 $567 per night (USD)Expedia
From $1008 per night (USD)VRBO
Luxury Family Vacation Home with Rooftop Deck, Games, Pool - Poseidons Palace
- Bedrooms:
- 5
- Bathrooms:
- 8
- Sleeps:
- 16
Poseidons Palace by Anna Maria Island Accommodations 202 72nd St Holmes Beach, FL 34217 VRC16-000122 Welcome to Pos ...
From $1008 per night (USD)VRBO
From $769 per night (USD)Expedia
Sea Oats: Anna Maria Island Family Retreat with Pool Just Steps from the Beach!
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 12
Sea Oats by Anna Maria Island Accommodations Home in Holmes Beach, Florida VRC16-000115 Welcome to Sea Oats, your ul ...
From $769 per night (USD)Expedia
From $402 per night (USD)VRBO
Beautiful Home with Private Pool, One Block to the Beach! - Ainsley Beach House
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Ainsley Beach House by Anna Maria Island Accommodations Home in Holmes Beach, FL 34217 VRC16-000185 Come and experie ...
From $402 per night (USD)VRBO
From $379 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 $379 per night (USD)Expedia
From $252 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 $252 per night (USD)VRBO
From $485 per night (USD)Expedia
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 $485 per night (USD)Expedia
From $389 per night (USD)VRBO
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 $389 per night (USD)VRBO
From $381 per night (USD)Expedia
Family-Friendly Addison's Beach House: Steps from the Beach with Private Pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Addison's Beach House by Anna Maria Island Accommodations Home in Holmes Beach, FL 34217 VRC16-000188 Location, loca ...
From $381 per night (USD)Expedia
From $400 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 $400 per night (USD)VRBO
From $371 per night (USD)Expedia
Perfect family vacation home with private pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Aggies Treasure by Anna Maria Island Accommodations 203 70th St, Unit A (West Unit) Holmes Beach, FL 34217 One Block to ...
From $371 per night (USD)Expedia
Click For PricingVRBO
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 PricingVRBO
From $174 per night (USD)Expedia
Canal front cottage near the beach!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Stars on the Water by AMI Locals Duplex in Holmes Beach, Florida VRC21-000115 Perfect for anglers and beachgoers, Stars ...
From $174 per night (USD)Expedia
From $416 per night (USD)VRBO
Happy Island Cottage with Heated Private Pool
- Bedrooms:
- 2
- 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 $416 per night (USD)VRBO
From $502 per night (USD)Expedia
Palm Gables 110 - Beach 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 $502 per night (USD)Expedia
From $387 per night (USD)VRBO
Walk to Shore: Holmes Beach Home w/ Pool & Hot Tub
- Bedrooms:
- 2
- 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 $387 per night (USD)VRBO
From $445 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 $445 per night (USD)Expedia
From $512 per night (USD)VRBO
Dog Friendly Home with Private Pool and Spa, Close to Beach - Sunset and Sands
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Sunset and Sands by Anna Maria Island Accommodations Home in Holmes Beach, FL 34217 Gather your crew for unforgettab ...
From $512 per night (USD)VRBO
From $444 per night (USD)Expedia
Fun family vacation home, just one block to the AMI beach. You'll love the pool!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Blue Pineapple by AMI Locals Home in Holmes Beach, Florida CAA20-000023 Paradise awaits at Blue Pineapple, a gorgeo ...
From $444 per night (USD)Expedia
From $329 per night (USD)VRBO
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 $329 per night (USD)VRBO
From $308 per night (USD)Expedia
Esxape to Paradise! Beachside retreat with shared pool spa. 5 min walk to beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Escape to paradise. Serene 2-Bedroom Retreat with Pool and Jacuzzi Experience the epitome of modern comfort at this go ...
From $308 per night (USD)Expedia
From $296 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 $296 per night (USD)VRBO
From $517 per night (USD)Expedia
Sunsets on Carissa - Coastal Retreat w/ Heated Pool, Game Room, & Steps to Gulf Beaches
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Sunsets on Carissa! On Anna Maria Island (Holmes Beach, FL) A Stunning Beachside Escape with a Private Heate ...
From $517 per night (USD)Expedia
From $470 per night (USD)VRBO
Fins Up – Cozy Island Retreat, Private Pool, 4-Min Walk to Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- 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 $470 per night (USD)VRBO
From $170 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 $170 per night (USD)Expedia
From $329 per night (USD)VRBO
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 $329 per night (USD)VRBO
From $352 per night (USD)Expedia
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 $352 per night (USD)Expedia
From $283 per night (USD)VRBO
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 $283 per night (USD)VRBO
From $595 per night (USD)Expedia
Golf cart Inc + 4bd/2bth + private pool!
- Bedrooms:
- 2
- 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 $595 per night (USD)Expedia
From $511 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 $511 per night (USD)VRBO
From $254 per night (USD)Expedia
Gulf Beach Apartment - with Pool & Beach Access
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Pristine,spacious1 bedroom apartment sleeps 4, only steps to the beautiful white sandy beach of Anna Marie Island. Fresh ...
From $254 per night (USD)Expedia
From $320 per night (USD)VRBO
Newly renovated Cozy Beach Cottage B 1/2 of a duplex, 3min walk to beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- 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 $320 per night (USD)VRBO
From $320 per night (USD)Expedia
Newly renovated Cozy Beach Cottage A1/2 of a duplex, 3min walk to beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- 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 $320 per night (USD)Expedia
From $429 per night (USD)VRBO
Sun Plaza West Unit 204, gulf front complex on AMI
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
*Important Update, Pool will be closed from July to Mid- August 2025* Come experience Unit 204 at Sun Plaza West o ...
From $429 per night (USD)VRBO
From $527 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 $527 per night (USD)Expedia
From $282 per night (USD)VRBO
Perfect Family Vacation home just off the beach! Private Pool!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Island Hideaway by AMI Locals Home in Holmes Beach, FL Features: • Private heated pool • Ground-level home, very access ...
From $282 per night (USD)VRBO
From $425 per night (USD)Expedia
Recently Renovated Luxury Ground Floor Island Home Close to Beach!o Sleeps 4
- Bedrooms:
- 2
- 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 $425 per night (USD)Expedia
From $437 per night (USD)VRBO
Anna Maria Island! All New Remodeled Private Heated Pool + Walk to the Beach! 🌞
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
"Calypso" is a Newly remodeled cottage with a lush tropical backyard, which boasts a Private Heated pool with Waterfall, ...
From $437 per night (USD)VRBO
From $403 per night (USD)Expedia
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 $403 per night (USD)Expedia
From $241 per night (USD)VRBO
Close to the beach on Anna Maria Island, 2 bedroom, condo & community pool!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
We welcome you to our beautifully remodeled Anna Maria Island vacation rental condo! Summer of 2020 brought many updates ...
From $241 per night (USD)VRBO
From $222 per night (USD)Expedia
Pet-Friendly - Rum Dog by SeaBreeze Vacation
- Bedrooms:
- 2
- Bathrooms:
- 2
- 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 $222 per night (USD)Expedia
From $646 per night (USD)VRBO
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 $646 per night (USD)VRBO
From $258 per night (USD)Expedia
Beautiful Beach House with Heated Pool and Fenced Backyard!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Sol y Mar by Anna Maria Island Locals Home in Holmes Beach, FL Highlights: • Outdoor Shower • Cornhole game • Dog frien ...
From $258 per night (USD)Expedia
From $652 per night (USD)VRBO
One 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 $652 per night (USD)VRBO
From $477 per night (USD)Expedia
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 $477 per night (USD)Expedia
From $422 per night (USD)VRBO
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 $422 per night (USD)VRBO
From $255 per night (USD)Expedia
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 $255 per night (USD)Expedia
From $369 per night (USD)VRBO
New To The Rental Market Just Steps To The Beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
VRC22-000010 and VRC22-000022 Made In the Shade is thoroughly cleaned and sanitized prior to your arrival. We pay speci ...
From $369 per night (USD)VRBO
From $203 per night (USD)Expedia
New To The Rental Market Just Steps To The Beach!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
VRC22-000010 Made In the Shade is thoroughly cleaned and sanitized prior to your arrival. We pay special attention to h ...
From $203 per night (USD)Expedia
From $197 per night (USD)VRBO
New To The Rental Market Just Steps To The Beach!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
VRC22-000022 Made In the Shade is thoroughly cleaned and sanitized prior to your arrival. We pay special attention to h ...
From $197 per night (USD)VRBO
From $493 per night (USD)Expedia
Blue Palm Paradise: Dog friendly, Pool, 3 Minute Walk to Beach by Anna Maria Life Vacation Rentals
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Blue Palm Paradise by Anna Maria Life Vacation Rentals 205 65th St, Holmes Beach, FL 34217 What You'll Love About This ...
From $493 per night (USD)Expedia
From $233 per night (USD)VRBO
A Getaway Retreat A 2/2 Pet Friendly
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
A fabulous totally remodeled and decorated west side unit 2 Bedroom, 2 Bath elevated two level duplex home. New tile flo ...
From $233 per night (USD)VRBO
From $228 per night (USD)Expedia
A Getaway Retreat B 2/2 Pet Friendly
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
A fabulous totally remodeled and decorated east side unit 2 Bedroom, 2 Bath elevated two level duplex home. New tile flo ...
From $228 per night (USD)Expedia
From $351 per night (USD)VRBO
'Chic on the Beach': Anna Maria Island Escape!
- Bedrooms:
- 2
- 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 $351 per night (USD)VRBO
From $419 per night (USD)Expedia
Charming Ground Level Resort Style 3 units Condo of a TRIPLEX- unit A
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to our newly updated ground level 2 beds/2bath unit A of the triplex located on the southern end of Holmes Beach ...
From $419 per night (USD)Expedia
From $419 per night (USD)VRBO
Charming Ground Level Resort Style 3unit condo unit B a few steps from the beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to our newly updated ground level 2 beds/2bath unit B of the triplex located on the southern end of Holmes Beach ...
From $419 per night (USD)VRBO
From $398 per night (USD)Expedia
Sea Breeze: Pool home in perfect central location
- 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 $398 per night (USD)Expedia
From $532 per night (USD)VRBO
Blue Haven Beach House - 3BR Coastal Retreat w/ Heated Pool, Gulf Views & Steps to the Beach
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to Blue Haven Beach House! On Anna Maria Island (Holmes Beach, FL) Discover island charm and modern comforts at ...
From $532 per night (USD)VRBO
From $217 per night (USD)Expedia
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 $217 per night (USD)Expedia
From $504 per night (USD)VRBO
Putting Green - Flip Flops Forever by SeaBreeze Vacation
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Recently renovated! Flip Flops Forever is a traditional Florida home just steps from the beach nestled in the quiet resi ...
From $504 per night (USD)VRBO
From $294 per night (USD)Expedia
Steps from Beach! Grill - Wif
- 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 $294 per night (USD)Expedia
From $269 per night (USD)VRBO
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 $269 per night (USD)VRBO
From $322 per night (USD)Expedia
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 $322 per night (USD)Expedia
From $251 per night (USD)VRBO
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 $251 per night (USD)VRBO
From $277 per night (USD)Expedia
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 $277 per night (USD)Expedia
From $1126 per night (USD)VRBO
Luxury home just steps away from the beach with pool, spa & rooftop!
- Bedrooms:
- 6
- Bathrooms:
- 7
- Sleeps:
- 14
The Ritz by Anna Maria Island Locals Home in Holmes Beach, FL Highlights: • Rooftop deck • Heated pool and spa • Coffee ...
From $1126 per night (USD)VRBO
From $454 per night (USD)Expedia
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 $454 per night (USD)Expedia
From $146 per night (USD)VRBO
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 $146 per night (USD)VRBO
From $201 per night (USD)Expedia
Seabreeze Condo B Close to the beach, Pet Friendly, With A Pool.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
VRC16-000531 Seabreeze Condo B is thoroughly cleaned and sanitized prior to your arrival. We pay special attention to h ...
From $201 per night (USD)Expedia
From $350 per night (USD)VRBO
Four Beach Lovers 2 | Beach Right At Your Door
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
VRC16-000517 Four Beach Lovers is thoroughly cleaned and sanitized prior to your arrival. We pay special attention to h ...
From $350 per night (USD)VRBO
From $1575 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 $1575 per night (USD)Expedia
From $602 per night (USD)VRBO
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 $602 per night (USD)VRBO
From $586 per night (USD)Expedia
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 $586 per night (USD)Expedia
From $175 per night (USD)VRBO
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 $175 per night (USD)VRBO
From $411 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 $411 per night (USD)Expedia