Anna Maria Island Vacation Rentals
Plan, book, stay with confidence
Be picky
Search almost a million properties worldwide
Change your mind
Book hotels with free cancellation
Browse Select Anna Maria Island Vacation Homes
Escape to an island adventure!
Escape to an island adventure!
10.0 out of 10, Exceptional, (96)
Bridge Street Pier Beach House + Dog-friendly
Bridge Street Pier Beach House + Dog-friendly
10.0 out of 10, Exceptional, (6)
The price is CA $332
CA $575 total
includes taxes & fees
May 19 - May 20
Coral Cove: Walk to the Beach! Heated pool! Prime North End!
Coral Cove: Walk to the Beach! Heated pool! Prime North End!
10.0 out of 10, Exceptional, (25)
Save an average of 15% on thousands of hotels when you're signed in
Anna Maria Beach Condo 1/1
Anna Maria Beach Condo 1/1
10.0 out of 10, Exceptional, (137)
The price is CA $136
CA $387 total
includes taxes & fees
May 22 - May 23
Going Coastal by SeaBreeze Vacation
Going Coastal by SeaBreeze Vacation
10.0 out of 10, Exceptional, (18)
Beachfront Home with Amazing Deck Views! Near Shops and Restaurants! -High Tide
Beachfront Home with Amazing Deck Views! Near Shops and Restaurants! -High Tide
10.0 out of 10, Exceptional, (12)
The price is CA $1,457
CA $2,701 total
includes taxes & fees
May 24 - May 25
Exclusive North End of AMI One Level Saltwater Heated Pool Canal Front Boat Dock
Exclusive North End of AMI One Level Saltwater Heated Pool Canal Front Boat Dock
10.0 out of 10, Exceptional, (179)
Anna Maria Guest House 401- 3 bedrooms in the middle of everything
Anna Maria Guest House 401- 3 bedrooms in the middle of everything
10.0 out of 10, Exceptional, (8)
DISCOUNT OFFER! Rum Cove-Magical Tropical Oasis: Pool/Hot Tub, Golf Cart, Kayak
DISCOUNT OFFER! Rum Cove-Magical Tropical Oasis: Pool/Hot Tub, Golf Cart, Kayak
10.0 out of 10, Exceptional, (97)
Updated, Charming Florida Cottage
Updated, Charming Florida Cottage
10.0 out of 10, Exceptional, (24)
Walk-up suite with on-site pool, private deck, full kitchen - walk to beach
Walk-up suite with on-site pool, private deck, full kitchen - walk to beach
10.0 out of 10, Exceptional, (1)
Charming house with private heated pool, lanai. Great location to beach & shops
Charming house with private heated pool, lanai. Great location to beach & shops
10.0 out of 10, Exceptional, (145)
Beachy Boathouse Cottage, 2 BR,1BA, Private Pool, Steps to Beach and Bay
Beachy Boathouse Cottage, 2 BR,1BA, Private Pool, Steps to Beach and Bay
9.8 out of 10, Exceptional, (64)
Bay -Canal Waterfront! Tiki Bar 5BR, 5BA Heated Pool 2 Kitchens, Golf Cart
Bay -Canal Waterfront! Tiki Bar 5BR, 5BA Heated Pool 2 Kitchens, Golf Cart
9.8 out of 10, Exceptional, (100)
COZY APT IN QUAINT QUADRAPLEX HOME. STEPS TO BEACH! 1 BR/1BA. SLEEPS 2. POOL
COZY APT IN QUAINT QUADRAPLEX HOME. STEPS TO BEACH! 1 BR/1BA. SLEEPS 2. POOL
9.8 out of 10, Exceptional, (156)
Anna Maria Island Townhouse - Simply Beautiful! The Perfect Vacation Location!
Anna Maria Island Townhouse - Simply Beautiful! The Perfect Vacation Location!
9.8 out of 10, Exceptional, (65)
Heated pool with private outdoor "kitchenette", hot tub, and fire pit!!!!
Heated pool with private outdoor "kitchenette", hot tub, and fire pit!!!!
9.8 out of 10, Exceptional, (257)
Blue Lagoon North by SeaBreeze Vacation
Blue Lagoon North by SeaBreeze Vacation
9.8 out of 10, Exceptional, (24)
Pool 10 feet away, Beach Views + Toys, duplex, SUP+Kayak+Firepit+Crows Nest
Pool 10 feet away, Beach Views + Toys, duplex, SUP+Kayak+Firepit+Crows Nest
9.8 out of 10, Exceptional, (174)
Beachfront Paradise w/ Totally PRIVATE BEACH ON THE WATERFRONT , Bring your dog
Beachfront Paradise w/ Totally PRIVATE BEACH ON THE WATERFRONT , Bring your dog
9.6 out of 10, Exceptional, (157)
The price is CA $476
CA $1,117 total
includes taxes & fees
Jun 2 - Jun 3
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Other property types in Anna Maria Island
Perfectly Located Home with Pool and Spa
Perfectly Located Home with Pool and Spa
9.6 out of 10, Exceptional, (20)
Anna Maria Beach Resort
Anna Maria Beach Resort
9.4 out of 10, Exceptional, (154)
The price is CA $782
CA $981 total
includes taxes & fees
May 19 - May 20
Pelican Post at Anna Maria Island Inn
Pelican Post at Anna Maria Island Inn
9.0 out of 10, Wonderful, (184)
The price is CA $472
CA $592 total
includes taxes & fees
May 19 - May 20
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Anna Maria Island Vacation Homes information
Number of reviews | 1,695 |
---|---|
Accommodation | 999 Vacation Homes |
Lowest Price | CA $136 |
Highest Price | CA $1,457 |
Recent Reviews in Anna Maria IslandExpedia verified reviews
5/5 Excellent
"Peter was amazing and had all the best recommendations. He accommodated our late check in and was super friendly and helpful. The location is perfect! We had the best bar/restaurant and beach right across the street. The room was clean and nice- we even had our own beach chairs. "
A verified traveller stayed at Queen's Gate Resort
Posted 12 hours ago
Popular Destinations
Top Vacation Homes in Other Destinations
More Accommodation Types in Anna Maria Island
- Condo Rentals in Anna Maria Island (364)
- Cottages in Anna Maria Island (57)
- Apartments in Anna Maria Island (51)
- Villas in Anna Maria Island (44)
- Resorts in Anna Maria Island (11)
- Aparthotels in Anna Maria Island (10)
- Guest Houses in Anna Maria Island (3)
- Cabin Rentals in Anna Maria Island (2)
- Motels in Anna Maria Island (2)
- Houseboats in Anna Maria Island (1)
- Hotels (3,757)
All Accommodation Types
Be inspired: Top Vacation Homes destinations in 2024
- Orlando Vacation Homes
- Florida Vacation Homes
- Kissimmee Vacation Homes
- Hawaii Vacation Homes
- Costa Rica Vacation Homes
- Walt Disney World® Vacation Homes
- Palm Springs Vacation Homes
- Naples Vacation Homes
- Victoria Vacation Homes
- Kelowna Vacation Homes
- Toronto Vacation Homes
- Las Vegas Vacation Homes
- Vancouver Vacation Homes
- Mexico Vacation Homes
- Phoenix Vacation Homes
- Fort Lauderdale Vacation Homes
- Davenport Vacation Homes
- Myrtle Beach Vacation Homes
- Los Angeles Vacation Homes
- Cape Coral Vacation Homes
Expedia's Latest Trends
Hotels
Activities
Packages
Vacation Rentals