Villas in Anna Maria Island, FL
Villas in Anna Maria Island, FL, from $324 a night. Book direct on each manager's site, no OTA fee.
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AMI Beach House 3BR, 124 50th St., Holmes Beach, Florida
Villa · 3 bed · 3 bath · sleeps 5
Holmes Beach, FL
From $324 a night
- children welcome
- infants welcome
- smoking not allowed
- wheelchair inaccessible
Exact location
Book direct on Anna Maria Island!
Bayview Paradise
Villa · 6 bed · 3 bath
Bradenton, FL
From $382 a night
Exact location
Book direct on CielStay
Welcome to Your Dream Condo in Lorraine Lakes – Lakewood Ranch, FL!
Villa · 3 bed · 2 bath · sleeps 6
Bradenton
From $357 a night
Exact location
Book direct on Kenna Suites
Villa Maria: 1 Block To Pine! 3 Blocks To Beach! Pool, Ping Pong By Anna Maria Life
Villa · sleeps 8
Longboat Key
From $733 a night
- air conditioning
- dryer
- fire extinguisher
- hair dryer
Exact location
Book direct on Niranar
Coastal Luxe Villa! Tranquil 3-story Retreat With Bay Views Near Anna Maria Isl
Villa · sleeps 10
Longboat Key
From $771 a night
- air conditioning
- dryer
- elevator
- family friendly
Exact location
Book direct on Niranar
83rd St Villas East
Villa · 1 bed · 2 bath · sleeps 6
Holmes Beach, FL
No nightly rate published
- bath towels
- beach amenities
- beach towels
- blender
Exact location
Book direct on Anna Maria Island Vacation Rentals & Real Estate
83rd St Villas West
Villa · 1 bed · 2 bath · sleeps 6
Holmes Beach, FL
No nightly rate published
- bath towels
- beach amenities
- beach towels
- blender
Exact location
Book direct on Anna Maria Island Vacation Rentals & Real Estate
Coastal Bradenton Villa w/ Heated Pool + Spa
Villa · 5 bed · 4 bath · sleeps 15
Bradenton, FL
No nightly rate published
- air conditioning
- hot tub
- communal pool
- kitchen
Exact location
Book direct on Coast to Coast Getaways
Mermaid Villa
Villa · 2 bed · 3 bath · sleeps 10
Bradenton, FL
No nightly rate published
- dryer
- hair dryer
- internet
- iron
Exact location
Book direct on Anchor Down Vacation Rentals on Anna Maria Island
SeaStar Villa
Villa · 1 bed · 2 bath · sleeps 6
Holmes Beach, FL
No nightly rate published
- balcony
- bath towels
- beach amenities
- beach towels
Exact location
Book direct on Anna Maria Island Vacation Rentals & Real Estate
The Villas 2A
Villa · 1 bed · 1 bath · sleeps 4
Holmes Beach, FL
No nightly rate published
- assigned parking
- bath towels
- beach towels
- budget friendly
Exact location
Book direct on Anna Maria Island Vacation Rentals & Real Estate
The Villas 2B
Villa · 1 bed · 2 bath · sleeps 4
Holmes Beach, FL
No nightly rate published
- assigned parking
- central a/c
- coin laundry
- ground level
Exact location
Book direct on Anna Maria Island Vacation Rentals & Real Estate
Villa Bella
Villa · 2 bed · 4 bath · sleeps 9
Bradenton, FL
No nightly rate published
- dryer
- hair dryer
- internet
- linens provided
Exact location
Book direct on Anchor Down Vacation Rentals on Anna Maria Island
Villa Livella
Villa · 1 bed · 3 bath · sleeps 6
Anna Maria, FL
No nightly rate published
- balcony
- bath towels
- beach amenities
- beach towels
Exact location
Book direct on Anna Maria Island Vacation Rentals & Real Estate
Villa Marisol
Villa · 1 bed · 1 bath · sleeps 8
Anna Maria, FL
No nightly rate published
- a/c
- allow pets
- annual rental
- bay fishing
Exact location
Book direct on Sato Real Estate
Villa Villekulla
Villa · 2 bed · 4 bath · sleeps 8
Palmetto, FL
No nightly rate published
- dryer
- internet
- iron
- linens provided
Exact location
Book direct on Anchor Down Vacation Rentals on Anna Maria Island
Villas by the Sea 4
Villa · 2 bed · 1 bath · sleeps 4
Bradenton Beach, FL
No nightly rate published
- dryer
- hair dryer
- internet
- iron
Exact location
Book direct on Anchor Down Vacation Rentals on Anna Maria Island
A Villa Paradise
Villa · 1 bed · 2 bath · sleeps 6
Anna Maria, FL
No nightly rate published
- private heated pool
- ground level, single-story home
- queen bedroom with desk
- twin bedroom converts to king
Exact location
Book direct on Beach Boutique Rentals
AMI Villa
Villa · 1 bed · 3 bath · sleeps 6
Anna Maria, FL
No nightly rate published
- private, heated tropical pool
- close proximity to shops and restaurants
- pet friendly!
Exact location
Book direct on Beach Boutique Rentals
Bird of Paradise Villa
Villa · 1 bed · 2 bath · sleeps 4
Anna Maria, FL
No nightly rate published
- queen master suite
- stunning tropical landscape
- private porch overlooking the courtyard
- only steps away from the beach path
Exact location
Book direct on Beach Boutique Rentals
Blue Agave Villa
Villa · 1 bed · 2 bath · sleeps 5
Anna Maria, FL
No nightly rate published
- king master suite
- queen bed and sleeper sofa
- stunning tropical landscape
- spacious private porch
Exact location
Book direct on Beach Boutique Rentals
Hibiscus Villa
Villa · 1 bed · 1 bath · sleeps 2
Anna Maria, FL
No nightly rate published
- fully equipped kitchen
- stunning tropical landscape
- garden patio with seating for two
- only steps away from the beach path
Exact location
Book direct on Beach Boutique Rentals
Luxury Coastal Retreat | Sleeps 6 | Minutes to the Beach
Villa · 3 bed · 2 bath · sleeps 6
Bradenton, FL
No nightly rate published
- air conditioning
- dishes and silverware
- dryer in the unit
- hair dryer
Exact location
Book direct on Experience Anna Maria Island’s Beauty at Your Dream Destination
Orchid Villa
Villa · 1 bed · 2 bath · sleeps 5
Anna Maria, FL
No nightly rate published
- master bedroom with ensuite bath
- botanical courtyard with fountain
- lush tropical landscaping
- private patio with stunning orchids
Exact location
Book direct on Beach Boutique Rentals
Palm Villa
Villa · 1 bed · 2 bath · sleeps 6
Anna Maria, FL
No nightly rate published
- impeccably remodeled kitchen
- stunning tropical landscape
- secluded back patio with outdoor shower
- only steps away from the beach path
Exact location
Book direct on Beach Boutique Rentals
Plumeria Villa
Villa · 1 bed · 1 bath · sleeps 2
Anna Maria, FL
No nightly rate published
- king master suite
- fully equipped kitchen
- stunning tropical landscape
- private back porch with seating for two
Exact location
Book direct on Beach Boutique Rentals
Sunset Villas
Villa · 1 bed · 1 bath · sleeps 6
Holmes Beach, FL
No nightly rate published
- king
- shower
- sleep sofa /futon
- toilet
Exact location
Book direct on Anna Maria Island Rentals
Villa la Esperanza Jacaranda
Villa · 4 bed · 6 bath · sleeps 8
Anna Maria, FL
No nightly rate published
- air conditioning
- hair dryer
- hot tub
- dedicated workspace
Exact location
Book direct on Exclusive Island Retreats
Villas by the Sea 5
Villa · 2 bed · 2 bath · sleeps 6
Bradenton Beach, FL
No nightly rate published
- dryer
- internet
- washer
- self check in / check out
City-level location
Book direct on Anchor Down Vacation Rentals on Anna Maria Island
Where Beach Days & Family Memories Begin | Sleeps 8 | 3 Miles to AMI
Villa · 3 bed · 2 bath · sleeps 8
Bradenton, FL
No nightly rate published
- air conditioning
- dishes and silverware
- dryer
- hair dryer
Exact location
Book direct on Experience Anna Maria Island’s Beauty at Your Dream Destination
Your Private Slice of Paradise | Sleeps 14 | Close to Beach
Villa · 6 bed · 4 bath · sleeps 14
Bradenton, FL
No nightly rate published
- air conditioning
- dishes and silverware
- dryer
- hair dryer
Exact location
Book direct on Experience Anna Maria Island’s Beauty at Your Dream Destination
Cypress Cove
Villa · 2 bed · 2 bath · sleeps 4
Bradenton, FL
No nightly rate published
Exact location
Book direct on Gulf Coast Vacation Rentals
Island Life Villa
Villa · 2 bed · 4 bath · sleeps 10
Bradenton Beach
No nightly rate published
Exact location
Book direct on Orlando Vacation Rentals by Orlando Vacation Homes
My Great Escape
Villa · 4 bed · 2 bath · sleeps 8
Bradenton, FL
No nightly rate published
Exact location
Book direct on Gulf Coast Vacation Rentals
Patsgang
Villa · 2 bed · 2 bath · sleeps 6
Bradenton, FL
No nightly rate published
Exact location
Book direct on Gulf Coast Vacation Rentals
Sunny Retreat
Villa · 2 bed · 2 bath · sleeps 4
Bradenton, FL
No nightly rate published
Exact location
Book direct on Gulf Coast Vacation Rentals
Villa In The Clouds
Villa · 1 bed · 1 bath · sleeps 2
Bradenton, FL
No nightly rate published
Exact location
Book direct on Gulf Coast Vacation Rentals
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How prices are computed
Lowest rate the manager has published. Your dates may cost more; the real price is on their site. The "from" figure is the lowest nightly rate the manager published on that listing page when we last fetched it. It excludes taxes, cleaning and other fees, it is not a quote, and it is not live availability.
Updated 2026-10-31 08:46 UTC. Prices and facts are whatever the manager published on their own site.