Anna Maria Island Vacation Rentals

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Check prices for these dates

Next weekend
Aug 22 - Aug 24
In two weeks
Aug 29 - Aug 31
In one month
Sep 12 - Sep 14
In two months
Oct 10 - Oct 12

Browse Select Anna Maria Island Vacation Homes

Spacious 7-bedroom home in Anna Maria~ Putt Putt, Ping Pong, 3 blocks to beach!
Interior

Spacious 7-bedroom home in Anna Maria~ Putt Putt, Ping Pong, 3 blocks to beach!

9.0 out of 10, Wonderful, (2)
"Well maintained propert and enjoyed our stay."
The price is CA $654
CA $2,014 total
includes taxes & fees
Sep 1 - Sep 2
Spacious 7-bedroom home in Anna Maria~ Putt Putt, Ping Pong, 3 blocks to beach!
Shell We Dance? Charming Bungalow with Fabulous Location and Private Pool!
Beach nearby, sun loungers, beach towels

Shell We Dance? Charming Bungalow with Fabulous Location and Private Pool!

9.8 out of 10, Exceptional, (165)
"The location is just a block from the beach and lots of unique restaurants. The pool area is great!"
The price is CA $516
CA $1,025 total
includes taxes & fees
Aug 12 - Aug 13
Shell We Dance? Charming Bungalow with Fabulous Location and Private Pool!
1 Block to the Beach - LARGE Private Pool - Newly Renovated 6 Bdrm Luxury House
Beach nearby, sun loungers, beach towels

1 Block to the Beach - LARGE Private Pool - Newly Renovated 6 Bdrm Luxury House

10.0 out of 10, Exceptional, (103)
"We loved our stay! There was plenty of room for our large e"
1 Block to the Beach - LARGE Private Pool - Newly Renovated 6 Bdrm Luxury House
~NEW! OCEAN VIEW+ ROOFTOP DECK+ SWIMSPA+POOL TABLE +PUTTING GREEN- SLEEPS 14!!!
Property grounds

~NEW! OCEAN VIEW+ ROOFTOP DECK+ SWIMSPA+POOL TABLE +PUTTING GREEN- SLEEPS 14!!!

9.8 out of 10, Exceptional, (11)
"We loved our time here and can’t wait to book it for next year!"
~NEW! OCEAN VIEW+ ROOFTOP DECK+ SWIMSPA+POOL TABLE +PUTTING GREEN- SLEEPS 14!!!
Paradise Beach- 8 bedroom on the beach
On the beach

Paradise Beach- 8 bedroom on the beach

Paradise Beach- 8 bedroom on the beach
Newly Renovated Pet Friendly Waterview w/Private Heated Pool/Spa & Cabana Bar
On the beach

Newly Renovated Pet Friendly Waterview w/Private Heated Pool/Spa & Cabana Bar

3.0 star property
9.2 out of 10, Wonderful, (10)
"The location and amenities are amazing. Would definitely stay here again."
Newly Renovated Pet Friendly Waterview w/Private Heated Pool/Spa & Cabana Bar
Mimosa Bay: Waterfront Oasis w/ Heated Pool, Hot Tub & Bay Views
Property grounds

Mimosa Bay: Waterfront Oasis w/ Heated Pool, Hot Tub & Bay Views

10.0 out of 10, Exceptional, (1)
"Exceptional property! We truly had the most amazing stay. The property is so beautiful and clean. It has a ton of charm, and the view off the entire back of the home of the emerald green bay is unmatched!Between waking up to amazing sunrises, hearing the sound of the water, while enjoying the bay breeze and watching all of the dolphins swim by, it was one of the most serene and tranquil experiences. The pool and spa are brand new and we loved having options to swim in the pool, paddle board...
Mimosa Bay: Waterfront Oasis w/ Heated Pool, Hot Tub & Bay Views
Near Bean Point!! Short stays available! Heated Pool
Exterior

Near Bean Point!! Short stays available! Heated Pool

9.4 out of 10, Exceptional, (50)
"This place is wonderful!!! Just a few steps from the beach, the location is excellent! The house was extremely clean and had everything we needed! Everything was perfect and we even had an incredible barbecue. We had a great time!!! Thank you for welcoming us so well. We will definitely be back."
Near Bean Point!! Short stays available! Heated Pool
Island Daze | Newly Renovated Beach Retreat Steps from Bridge Street
Beach nearby

Island Daze | Newly Renovated Beach Retreat Steps from Bridge Street

9.6 out of 10, Exceptional, (68)
"Great Location and wonderful place to stay. Very Clean."
Island Daze | Newly Renovated Beach Retreat Steps from Bridge Street
Across the street from the Beach, restaurants, free wifi.
Beach towels

Across the street from the Beach, restaurants, free wifi.

9.6 out of 10, Exceptional, (160)
"House is a great spot, just know there are a lot of stairs and street is very busy. Communication was excellent with the Manager of the property. House is well stocked and great beach chairs, umbrella and wagon. "
Across the street from the Beach, restaurants, free wifi.
POOL and New Spa!! Private outdoor living with grill, tv, and refrigerator.
Beach nearby, sun loungers, beach towels

POOL and New Spa!! Private outdoor living with grill, tv, and refrigerator.

9.8 out of 10, Exceptional, (283)
"This place has it all, great communication with the owner, wonderful location across the street from beach, shops, restaurants. Very clean property with pool and all the beach amenities you’ll need for your families. Can’t wait to come back!! "
POOL and New Spa!! Private outdoor living with grill, tv, and refrigerator.
Beach pool House Family Vacation Home.
Beach nearby, sun loungers, beach towels

Beach pool House Family Vacation Home.

9.8 out of 10, Exceptional, (225)
"This is our second time in 4 years staying here. Overall we had a great time, great location on the island and within walking distance to everything. The pool is a nice! Property owner is very responsive and takes care of any issues you have with your stay. "
Beach pool House Family Vacation Home.
GLORIOUS DAZE Beach House POOL! SPA! GOLFCART! ELEVATOR! PUTTING GREEN!
Dining

GLORIOUS DAZE Beach House POOL! SPA! GOLFCART! ELEVATOR! PUTTING GREEN!

10.0 out of 10, Exceptional, (89)
"Enjoyed ourselves "
GLORIOUS DAZE Beach House POOL! SPA! GOLFCART! ELEVATOR! PUTTING GREEN!
Tortuga Bay~Canal & Waterslide Putt Putt! KAYAKS & TIKI HUT
Outdoor pool, a heated pool

Tortuga Bay~Canal & Waterslide Putt Putt! KAYAKS & TIKI HUT

The price is CA $613
CA $1,875 total
includes taxes & fees
Aug 18 - Aug 19
Tortuga Bay~Canal & Waterslide Putt Putt! KAYAKS & TIKI HUT
LOCATION, COMPLETE REHAB 1/1. Great pool, close to beaches, twin family rooms!
Outdoor pool, a heated pool

LOCATION, COMPLETE REHAB 1/1. Great pool, close to beaches, twin family rooms!

9.4 out of 10, Exceptional, (130)
"Great location and amenities. House is deceivingly more spacious than one would expects from the street. Had a great stay! "
LOCATION, COMPLETE REHAB 1/1. Great pool, close to beaches, twin family rooms!
Adorable Cottage ONLY STEPS to Anna Maria Beach, No Roads to Cross! FREE WiFi...
Beach nearby, beach towels

Adorable Cottage ONLY STEPS to Anna Maria Beach, No Roads to Cross! FREE WiFi...

9.2 out of 10, Wonderful, (15)
"Easy to rent. Great location to the beach, shopping and food."
Adorable Cottage ONLY STEPS to Anna Maria Beach, No Roads to Cross! FREE WiFi...
Anna Maria Beach Condo 1/1
Property grounds

Anna Maria Beach Condo 1/1

9.8 out of 10, Exceptional, (183)
"Nice place very roomy easy check in very close to beach and restaurants"
The price is CA $186
CA $467 total
includes taxes & fees
Aug 15 - Aug 16
Anna Maria Beach Condo 1/1
Pet Friendly Bay-Canal Waterfront! Tiki Bar 5BR, 5BA Huge Pool, 2 Kayaks/Bikes
On the beach

Pet Friendly Bay-Canal Waterfront! Tiki Bar 5BR, 5BA Huge Pool, 2 Kayaks/Bikes

9.8 out of 10, Exceptional, (119)
"Such a beautiful property! We can't wait to go back!"
Pet Friendly Bay-Canal Waterfront! Tiki Bar 5BR, 5BA Huge Pool, 2 Kayaks/Bikes
Sunset View 3/2 Pet Friendly, 2 Living Rooms, Pool, Steps from Beach, Beach View
Outdoor pool, a heated pool

Sunset View 3/2 Pet Friendly, 2 Living Rooms, Pool, Steps from Beach, Beach View

2.0 star property
10.0 out of 10, Exceptional, (20)
"This house was perfection! I want to stay here every single year!"
The price is CA $242
CA $986 total
includes taxes & fees
Aug 13 - Aug 14
Sunset View 3/2 Pet Friendly, 2 Living Rooms, Pool, Steps from Beach, Beach View
Naut 2 Shabby Bungalow - A sweet and cozy getaway on Pine Avenue!
Outdoor dining

Naut 2 Shabby Bungalow - A sweet and cozy getaway on Pine Avenue!

10.0 out of 10, Exceptional, (179)
"The Bungalow was spotless, I had a fantastic stay, thank you !!!"
Naut 2 Shabby Bungalow - A sweet and cozy getaway on Pine Avenue!
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.
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Top Anna Maria Island Hotel Reviews

Pelican Post at Anna Maria Island Inn

Pelican Post at Anna Maria Island Inn

10/10 Excellent
"Great place near the beach to stay, the pool was very nice and had clean towels left in our room everyday"
Yolima 3-night trip
Posted 2 days ago
Pelican Post at Anna Maria Island Inn