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Apartments and Holiday Homes in Anna Maria, FL
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Florida (FL)
Anna Maria Island
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Kid friendly (250)
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Parking (227)
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Condominium/Apartment (10)
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Boat Available (14)
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264 rentals
in Anna Maria.
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Naut 2 Shabby Bungalow In the Heart of Anna Maria Village
105 reviews
1 bedroom
1 bathroom
Sleeps 4
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NEW Luxury Canalfront Home w/Water View, Pool/Spa, Bikes, Kayaks! 25% OFF Month!
10 reviews
4 bedrooms
4 bathrooms
Sleeps 8
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Sea Garden Cottage with Direct Beach Access,AC & WiFi - North End Anna Maria Fl
91 reviews
2 bedrooms
2 bathrooms
Sleeps 6
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Seashell - Less than 1 minute to the beach - PRIVATE POOL and PET friendly!
3 bedrooms
2 bathrooms
Sleeps 6
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Family freindly adorable cottage steps to the beach, free trolly on island
32 reviews
2 bedrooms
1 bathroom
Sleeps 6
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Aquaville B - a 3/1 beauty with pool in the heart of Anna Maria, pet friendly
3 bedrooms
1 bathroom
Sleeps 4
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Comfortable pet-friendly duplex, two block from the Gulf and near trolly stop
5 reviews
4 bedrooms
4 bathrooms
Sleeps 8
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Beautiful, Gulf-Front Home on Bean Point--Halcyon House
134 reviews
4 bedrooms
4 bathrooms
Sleeps 8
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Dragonfly - Southern charm on the North end of Anna Maria Island
123 reviews
5 bedrooms
4 bathrooms
Sleeps 10
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Luxury Spacious Waterfront Pool, Spa, Bar, Dock, Near Beaches, Fall $380/n
67 reviews
4 bedrooms
3 bathrooms
Sleeps 8
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Private heated salt pool at OHasis Getaway and only 200 steps from the Beach!
76 reviews
2 bedrooms
1 bathroom
Sleeps 6
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Steps to Bean Point Beach, Pineapple Breeze is a quaint home with private pool
65 reviews
2 bedrooms
2 bathrooms
Sleeps 6
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North Island Beach Escape
73 reviews
3 bedrooms
2 bathrooms
Sleeps 6
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Anna Maria, Prive Heated Pool, Lanai
89 reviews
2 bedrooms
2 bathrooms
Sleeps 6
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Spoonbill Hideaway-*WINTER SPECIAL*/Huge Pool/Spa/Across from Gulf Beach
60 reviews
3 bedrooms
2 bathrooms
Sleeps 6
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$200 towards a private fishing charter with Captain Josh with 2020 reservation
60 reviews
3 bedrooms
2 bathrooms
Sleeps 8
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Bungalow On The Bayou (Best Location on the Island)
65 reviews
2 bedrooms
1 bathroom
Sleeps 5
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Anna Maria Island Rentals - Beach Front - 'Angels Envy'
64 reviews
2 bedrooms
2 bathrooms
Sleeps 4
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Gulf front, charming home right on the beach - stunning views & dogs welcome!
77 reviews
2 bedrooms
1 bathroom
Sleeps 6
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Beautiful cottage w/ heated private pool - walk to beach, dining, Bayfront Park
51 reviews
3 bedrooms
2 bathrooms
Sleeps 8
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Charming Cottage! Quiet North- End Oasis, Steps To Bay And Gulf. Heated Pool.
47 reviews
2 bedrooms
3 bathrooms
Sleeps 6
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Tucked Away in Anna Maria
35 reviews
3 bedrooms
2 bathrooms
Sleeps 6
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North End of AMI, Heated/Chilled Pool, Ocean Views, Tropical Oasis with elevator
37 reviews
4 bedrooms
5 bathrooms
Sleeps 10
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MI Oasis Getaway! Just 200 Steps to the Beach on a very quiet street
48 reviews
2 bedrooms
1 bathroom
Sleeps 6
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Charming house with private heated pool, patio, and grill - steps from beach
51 reviews
3 bedrooms
2 bathrooms
Sleeps 6
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Waterfront Luxury North End w/ Dock, Heated Pool, Spa and No Steps!
36 reviews
3 bedrooms
2 bathrooms
Sleeps 8
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Adorable Beach cottage just steps Bean Point beach! Great Pool, amazing Location
40 reviews
3 bedrooms
2 bathrooms
Sleeps 8
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Vacation Home with pool/canal front/3 blocks to Gulf beach on Anna Maria Island
42 reviews
2 bedrooms
3 bathrooms
Sleeps 6
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Waterfront Stunning New Luxury Home w/Pool, Spa, Dock, Elevator, Close to Pine
34 reviews
4 bedrooms
6 bathrooms
Sleeps 8
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Charming cottage located close to beach - private heated pool
70 reviews
3 bedrooms
2 bathrooms
Sleeps 10
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Grab your swimsuit!! Private heated pool is now open!!!
50 reviews
2 bedrooms
2 bathrooms
Sleeps 6
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Beach, Private Fishing dock, Heated Pool, Tropical Paradise
47 reviews
3 bedrooms
3 bathrooms
Sleeps 6
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Jan, Feb, 1 month minimum, Contact for special rates $4K mo, $7500. 2 mo + tax
110 reviews
2 bedrooms
1 bathroom
Sleeps 5
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Come relax at the amazing and beautiful Cast Away Cove - 2min walk from beach
53 reviews
4 bedrooms
3 bathrooms
Sleeps 8
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Charming cottage with heated pool, tropical landscaping in prime location!
19 reviews
2 bedrooms
2 bathrooms
Sleeps 6
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Luxury Butterfly Garden, Steps to Pine Ave, Pool/Spa, Bikes, 4 Houses to Beach
27 reviews
4 bedrooms
5 bathrooms
Sleeps 8
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Cancel upto 48hrs Before Check-In, Huge Outdoor Kitchen,Roof Top Deck with Amazi
39 reviews
4 bedrooms
4 bathrooms
Sleeps 12
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Perfect Location!! 3 BED, 2BA on North Side between Beach and Anna Maria Pier
31 reviews
3 bedrooms
2 bathrooms
Sleeps 8
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Dog-friendly house w/ private, heated pool & entertainment - walk to the beach!
36 reviews
5 bedrooms
3 bathrooms
Sleeps 8
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Seaside Maison, Family Friendly, 3 Blocks to Gulf, 2 Blocks to Rest. & Pine St.
27 reviews
4 bedrooms
5 bathrooms
Sleeps 8
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Beautiful home, private pool with water VIEWS! Enjoy Anna Maria Island in Luxury
37 reviews
4 bedrooms
3 bathrooms
Sleeps 12
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Cute, Beachy, Canal-Front w/Dock on Historic Pine Ave! Steps to Beach and Pier!
31 reviews
2 bedrooms
1 bathroom
Sleeps 4
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Beautiful, well-maintained home w/ heated private pool - walk to beach, dining
41 reviews
3 bedrooms
2 bathrooms
Sleeps 6
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Gorgeous views,spectacular home!
37 reviews
5 bedrooms
3 bathrooms
Sleeps 12
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Canal (60 Ft) Front Anna Maria Rental House Great for Boaters
60 reviews
2 bedrooms
2 bathrooms
Sleeps 6
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Water front luxury home with 7 bedrooms, Pool and Spa, views of Rod 'n Reel Pier
44 reviews
7 bedrooms
8 bathrooms
Sleeps 16
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Stunning Canal front Luxury home! Beautiful tropical backyard Pool and Spa!
29 reviews
4 bedrooms
3 bathrooms
Sleeps 8
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Shirley's Way Beach House - Panoramic Gulf-Front Home on Anna Maria Island
66 reviews
3 bedrooms
2 bathrooms
Sleeps 8
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Vibrant Beach House – Heated Private Pool and Steps to the Beach
55 reviews
4 bedrooms
2 bathrooms
Sleeps 8
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Spacious 5 bedroom, canal front luxury home with private Pool and Spa!
23 reviews
5 bedrooms
5 bathrooms
Sleeps 13
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Frequently Asked Questions about Anna Maria
Do any holiday rentals in Anna Maria have a pool?
Yes, here are some popular holiday rentals in Anna Maria that have a pool:
Gorgeous views,spectacular home!
Enjoy our Beach, Pool and Dock! 100 5-Star Reviews!
Dolphin Pointe (North End of AMI!)
See all holiday rentals with a pool in Anna Maria on Tripadvisor
Do any holiday rentals in Anna Maria have internet access?
Yes, here are some popular holiday rentals in Anna Maria that have internet access:
Jacaranda Artist Retreat
Gorgeous views,spectacular home!
Enjoy our Beach, Pool and Dock! 100 5-Star Reviews!
See all holiday rentals in Anna Maria on Tripadvisor
What are the best pet friendly rentals in Anna Maria?
The best pet friendly rentals in Anna Maria are:
Gorgeous views,spectacular home!
Sand Castle well appointed home steps from beaches
Beachfront Paradise w/ Private Beach, Dogs Stay Free, Beach in Backyard
See all pet friendly holiday rentals in Anna Maria on Tripadvisor
What are some great rentals in Anna Maria that are kid friendly?
Some of the most popular kid friendly rentals in Anna Maria are:
Gorgeous views,spectacular home!
Enjoy our Beach, Pool and Dock! 100 5-Star Reviews!
Dolphin Pointe (North End of AMI!)
See all kid friendly holiday rentals in Anna Maria on Tripadvisor