Cottages in Anna Maria
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The best cottages in Anna Maria
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Blissful Bay at Bayside Bungalow
Blissful Bay at Bayside Bungalow is located in Anna Maria, just a 13-minute walk from Anna Maria Island and 20 miles from The John and Mable Ringling Museum of Art.
Bay Breezes at Bayside Bungalow
Bay Breezes at Bayside Bungalow offers accommodations in Anna Maria, a 13-minute walk from Anna Maria Island and 20 miles from The John and Mable Ringling Museum of Art.
Barefoot by the Bay at Bayside Bungalow
Barefoot by the Bay at Bayside Bungalow offers accommodations in Anna Maria, a 13-minute walk from Anna Maria Island and 20 miles from The John and Mable Ringling Museum of Art.
Anna Maria's Finest
A 5-minute walk from Anna Maria Island in Anna Maria, Anna Maria's Finest provides accommodations with access to spa facilities. This vacation home features air-conditioned accommodations with a...
Bayside Cutie at Bayside Bungalow
Bayside Cutie at Bayside Bungalow is located in Anna Maria, just a 13-minute walk from Anna Maria Island and 20 miles from The John and Mable Ringling Museum of Art.
Bradenton Escape with Private Heated Pool
Bradenton Escape with Private Heated Pool is located in Bradenton, just 14 miles from The John and Mable Ringling Museum of Art and 31 miles from Tropicana Field.
Bayview Pointe
Bayview Pointe is located in Cortez, just a 18-minute walk from Cortez Beach and 13 miles from The John and Mable Ringling Museum of Art.
Sea Gem One bed one bath charmer steps to beach
Sea Gem One bed one bath charmer steps to beach is located in Bradenton Beach, just a 11-minute walk from Cortez Beach and 14 miles from The John and Mable Ringling Museum of Art.
Pool home on the Bay, large private yard near AMI
Pool home on the Bay, large private yard near AMI is a recently renovated vacation home in Bradenton where guests can make the most of its outdoor swimming pool, private beach area, and garden.
An Island Getaway at Palm Tree Villas
An Island Getaway at Palm Tree Villas in Holmes Beach provides accommodations with an outdoor swimming pool, a garden, and barbecue facilities.
Looking for a cottage?
Most booked cottages in Anna Maria and surrounding area in the past month
Popular with guests booking cottages in Anna Maria
Scored out of 10, guest rating 8.2Very Good - What previous guests thought, 18 reviewsPopular with guests booking cottages in Anna Maria
Popular with guests booking cottages in Anna Maria
Popular with guests booking cottages in Anna Maria
Scored out of 10, guest rating 8.0Very Good - What previous guests thought, 1 reviewPopular with guests booking cottages in Anna Maria
Scored out of 10, guest rating 9.0Wonderful - What previous guests thought, 2 reviewsPopular with guests booking cottages in Anna Maria
Scored out of 10, guest rating 10.0Exceptional - What previous guests thought, 1 reviewPopular with guests booking cottages in Anna Maria
Scored out of 10, guest rating 9.0Wonderful - What previous guests thought, 3 reviewsPopular with guests booking cottages in Anna Maria
Popular with guests booking cottages in Anna Maria
Scored out of 10, guest rating 8.4Very Good - What previous guests thought, 6 reviewsPopular with guests booking cottages in Anna Maria
Scored out of 10, guest rating 9.3Wonderful - What previous guests thought, 3 reviews
These cottages in Anna Maria and nearby have options with free cancellation
High Tide
Holmes BeachFree cancellation options availableHigh Tide offers accommodations in Holmes Beach, a few steps from Holmes Beach and 17 miles from The John and Mable Ringling Museum of Art.
Bayview Pointe
CortezFree cancellation options availableScored out of 10, guest rating 9.9Exceptional - What previous guests thought, 20 reviewsBayview Pointe is located in Cortez, just a 18-minute walk from Cortez Beach and 13 miles from The John and Mable Ringling Museum of Art.
From $912.54 per nightSea Gem One bed one bath charmer steps to beach
Bradenton BeachFree cancellation options availableScored out of 10, guest rating 9.5Exceptional - What previous guests thought, 15 reviewsSea Gem One bed one bath charmer steps to beach is located in Bradenton Beach, just a 11-minute walk from Cortez Beach and 14 miles from The John and Mable Ringling Museum of Art.
From $293.85 per nightSerendipity steps to beach & fishing dock
Bradenton BeachFree cancellation options availableScored out of 10, guest rating 7.7Good - What previous guests thought, 3 reviewsSerendipity steps to beach & fishing dock offers accommodations in Bradenton Beach, a 11-minute walk from Cortez Beach and 14 miles from The John and Mable Ringling Museum of Art.
From $293.85 per nightReel Paradise steps to bay beach fishing dock
Bradenton BeachFree cancellation options availableScored out of 10, guest rating 1.0Bad - What previous guests thought, 1 reviewReel Paradise steps to bay beach fishing dock offers accommodations in Bradenton Beach, a 11-minute walk from Cortez Beach and 14 miles from The John and Mable Ringling Museum of Art.
From $293.85 per nightFALL SALE!!! BOOK TODAY! FREE HEATED POOL! EV Chger Firepit 3 King Rooms and Kid Rm plus Games
BradentonFree cancellation options availableScored out of 10, guest rating 9.0Wonderful - What previous guests thought, 1 reviewFALL SALE!!! BOOK TODAY! FREE HEATED POOL! EV Chger Firepit 3 King Rooms and Kid Rm plus Games is a recently renovated vacation home in Bradenton where guests can make the most of the outdoor swimming...
From $815.66 per nightOar House
Anna MariaFree cancellation options availableOar House offers accommodations in Anna Maria, a 8-minute walk from Anna Maria Island and 20 miles from The John and Mable Ringling Museum of Art.
Kays Landing - 423
Anna MariaFree cancellation options availableKays Landing - 423 is located in Anna Maria, just a 8-minute walk from Anna Maria Island and 19 miles from The John and Mable Ringling Museum of Art.
Enjoy breakfast in Anna Maria and nearby
Shady Mango home
Anna MariaBreakfast optionsScored out of 10, guest rating 10.0Exceptional - What previous guests thought, 1 reviewShady Mango home offers accommodations in Anna Maria, 19 miles from John and Mable Ringling Museum of Art and 19 miles from The John and Mable Ringling Museum of Art.
Spring Haven
Anna MariaBreakfast optionsSpring Haven offers accommodations in Anna Maria, a 10-minute walk from Anna Maria Island and 20 miles from The John and Mable Ringling Museum of Art.
Covey Cottage
Anna MariaBreakfast optionsCovey Cottage is located in Anna Maria, just a 9-minute walk from Anna Maria Island and 20 miles from The John and Mable Ringling Museum of Art.
Luxury Waterfront Home With A Heated Pool And Spa!
Anna MariaBreakfast optionsA 7-minute walk from Anna Maria Island in Anna Maria, Luxury Waterfront Home With A Heated Pool And Spa! features accommodations with access to a spa center.
Lighthouse Lagoon
Anna MariaBreakfast optionsLighthouse Lagoon offers accommodations in Anna Maria, a 11-minute walk from Anna Maria Island and 20 miles from The John and Mable Ringling Museum of Art.
Paradise on Pine
Anna MariaBreakfast optionsParadise on Pine offers accommodations in Anna Maria, a 7-minute walk from Anna Maria Island and 20 miles from The John and Mable Ringling Museum of Art.
The Cottage on Pine - Luxury Boho Beach Cottage wPvt Heated Pool On Pine Ave
Anna MariaBreakfast optionsScored out of 10, guest rating 9.7Exceptional - What previous guests thought, 4 reviewsThe Cottage on Pine - Luxury Boho Beach Cottage wPvt Heated Pool On Pine Ave is located in Anna Maria, just 20 miles from The John and Mable Ringling Museum of Art and a 5-minute walk from Anna Maria...
Jersey Gal home
Anna MariaBreakfast optionsJersey Gal home is located in Anna Maria, just a 9-minute walk from Anna Maria Island and 19 miles from Sarasota International Convention Center.
Traveling by car? These cottages in Anna Maria and nearby offer free parking
- Scored out of 10, guest rating 8.9Excellent - What previous guests thought, 60 reviews
An Island Getaway at Palm Tree Villas in Holmes Beach provides accommodations with an outdoor swimming pool, a garden, and barbecue facilities.
Villa #6 Starfish
Holmes BeachFree parkingScored out of 10, guest rating 7.3Good - What previous guests thought, 4 reviewsVilla #6 Starfish is located in Holmes Beach, just a 2-minute walk from Holmes Beach and 16 miles from The John and Mable Ringling Museum of Art.
From $362.14 per nightVilla #1 Sailfish
Holmes BeachFree parkingScored out of 10, guest rating 9.7Exceptional - What previous guests thought, 3 reviewsVilla #1 Sailfish offers accommodations in Holmes Beach, a 2-minute walk from Holmes Beach and 16 miles from The John and Mable Ringling Museum of Art.
From $410.45 per nightVilla #5 Seashell
Holmes BeachFree parkingScored out of 10, guest rating 9.0Wonderful - What previous guests thought, 4 reviewsVilla #5 Seashell is located in Holmes Beach, just a 2-minute walk from Holmes Beach and 16 miles from The John and Mable Ringling Museum of Art.
From $362.14 per nightVilla #4 Sand Dollar
Holmes BeachFree parkingScored out of 10, guest rating 8.5Very Good - What previous guests thought, 2 reviewsVilla #4 Sand Dollar offers accommodations in Holmes Beach, a 2-minute walk from Holmes Beach and 16 miles from Sarasota International Convention Center.
Beachfront Paradise - direct access to the Gulf is a recently renovated vacation home in Bradenton Beach, near Bradenton Beach.
From $5,141.05 per nightJersey Girl home
Anna MariaFree parkingJersey Girl home is located in Anna Maria, just a 9-minute walk from Anna Maria Island and 19 miles from Sarasota International Convention Center.
Daiquiri Deck
Anna MariaFree parkingDaiquiri Deck offers accommodations in Anna Maria, a 9-minute walk from Anna Maria Island and 20 miles from The John and Mable Ringling Museum of Art.
FAQ about cottages in Anna Maria
Cottages That Guests Love in Anna Maria
- Scored out of 10, guest rating 9.0Wonderful - What previous guests thought, 8 reviewsLocation was quiet and nice. I love the cottage style feel of the house. Much better than the new large homes going in everywhere. The backyard had plenty of roomGuest review byChloeSolo traveler
- Scored out of 10, guest rating 9.0Wonderful - What previous guests thought, 8 reviewsSpace was really cute. The bed in the second bedroom was VERY uncomfortable. Lots of cabinets in the kitchen but very disorganized. Loved the covered porches and grill. Pool was nice. Beach access was really close. Shutters and windows were great for letting in natural light, Would stay there again!! Looking forward to the North Shore of AMI again.GreatGuest review byhazelSolo traveler
- Scored out of 10, guest rating 10.0Exceptional - What previous guests thought, 1 reviewIt had everything you could ask for in a single family vacation cottage rental.Guest review byChloeFamily with young children
- Scored out of 10, guest rating 10.0Exceptional - What previous guests thought, 2 reviewsLocation was perfect- walkable to both the beach and the bay and shops. The cottage is adorable and provided all we needed and we appreciated and used the owner's notebook with restaurant and activity suggestions. The back yard and pool area was a godsend as it was too cold and windy to be on the beach.Guest review byShawSolo traveler
