Anna Maria

Boutique Hotels in Anna Maria

Enter your dates to find boutique hotels in Anna Maria that offer unique style and charm.

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Top Boutique Hotels Anna Maria

Discover the best boutique hotels in Anna Maria, celebrated for their unique style and personality.
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Castaway Cottage + Beach + Heated Private Pool & Spa + Golf Cart Included!
Castaway Cottage + Beach + Heated Private Pool & Spa + Golf Cart Included!Castaway Cottage + Beach + Heated Private Pool & Spa + Golf Cart Included!Castaway Cottage + Beach + Heated Private Pool & Spa + Golf Cart Included!Castaway Cottage + Beach + Heated Private Pool & Spa + Golf Cart Included!Castaway Cottage + Beach + Heated Private Pool & Spa + Golf Cart Included!Castaway Cottage + Beach + Heated Private Pool & Spa + Golf Cart Included!
50
Hotels in Anna Maria
Featured facilities: Private pool
Outstanding
97 reviews
10.0/10
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Escape to Anna Maria Island!
Escape to Anna Maria Island!Escape to Anna Maria Island!Escape to Anna Maria Island!Escape to Anna Maria Island!Escape to Anna Maria Island!Escape to Anna Maria Island!
24
Hotels in Anna Maria
Welcome to Ave Maria! We are a 5 minute walk to Anna Maria Beach. Head on down to Bean Point, located on the northernmost tip of Anna Maria Island in Florida, is a popular beach known for its secluded atmosphere, beautiful white sand, and stunning views of Tampa Bay and the Gulf of Mexico. This desirable north island location is a gem boasting a short walk to the beach, bay, with shopping, restaurants and ice cream! all right around the corner. Relax! soak up the sun and the quiet laid back style that is Anna Maria. Many activities are readily accessible such as jet ski, beach bikes, boat rentals, parasailing and fishing. The kitchen was completely renovated in January 2025. We have super comfy beds - king is the master, queen in the guest room, and a sleeper sofa with new mattress. Our house is located a short walk to….everything! Enjoy the beautiful white sand beaches and sip a cocktail while watching the most fabulous sunset shows every night. A place to call home. A place for the entire family. You may never leave!Enjoy our screened in front porch with seating area and fans. There is also an entire screened in living and dining space under the house with TV, grill, and games. Relax and be entertained! Have a cookout! For your sun and fun days at the beach there are beach chairs, floats, sun umbrella, beach wagon, and beach toys available for your beach time. When you return there is an outdoor shower and foot rinse. To enhance your beach adventure take a bike ride - we provide several for you. Check out Beach Bums for other rentals like kayaks, paddle boards, or group bikes and golf carts. A block away is the community recerational center for fitness and tennis (day use and week memberships are available). The playhouse is down the street.About pets:No pets allowed.About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 21.About events:No events allowed.
Outstanding
52 reviews
10.0/10
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BEST LOCATION! NORTH END OF ANNA MARIA, FL STEPS TO BEACH & DINING - UPPER UNIT
BEST LOCATION! NORTH END OF ANNA MARIA, FL STEPS TO BEACH & DINING - UPPER UNITBEST LOCATION! NORTH END OF ANNA MARIA, FL STEPS TO BEACH & DINING - UPPER UNITBEST LOCATION! NORTH END OF ANNA MARIA, FL STEPS TO BEACH & DINING - UPPER UNITBEST LOCATION! NORTH END OF ANNA MARIA, FL STEPS TO BEACH & DINING - UPPER UNITBEST LOCATION! NORTH END OF ANNA MARIA, FL STEPS TO BEACH & DINING - UPPER UNITBEST LOCATION! NORTH END OF ANNA MARIA, FL STEPS TO BEACH & DINING - UPPER UNIT
44
Outstanding
37 reviews
10.0/10
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Anna Maria
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Charming cottage with heated pool, tropical landscaping in prime location.
Charming cottage with heated pool, tropical landscaping in prime location.Charming cottage with heated pool, tropical landscaping in prime location.Charming cottage with heated pool, tropical landscaping in prime location.Charming cottage with heated pool, tropical landscaping in prime location.Charming cottage with heated pool, tropical landscaping in prime location.Charming cottage with heated pool, tropical landscaping in prime location.
40
Hotels in Anna Maria
Featured facilities: Private pool
Outstanding
35 reviews
10.0/10
Check Availability
Private heated salt pool at OHasis Getaway and only 200 steps from the Beach!
Private heated salt pool at OHasis Getaway and only 200 steps from the Beach!Private heated salt pool at OHasis Getaway and only 200 steps from the Beach!Private heated salt pool at OHasis Getaway and only 200 steps from the Beach!Private heated salt pool at OHasis Getaway and only 200 steps from the Beach!Private heated salt pool at OHasis Getaway and only 200 steps from the Beach!Private heated salt pool at OHasis Getaway and only 200 steps from the Beach!
32
Outstanding
34 reviews
10.0/10
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Dragonfly - Southern charm on the North end of Anna Maria Island
Dragonfly - Southern charm on the North end of Anna Maria IslandDragonfly - Southern charm on the North end of Anna Maria IslandDragonfly - Southern charm on the North end of Anna Maria IslandDragonfly - Southern charm on the North end of Anna Maria IslandDragonfly - Southern charm on the North end of Anna Maria IslandDragonfly - Southern charm on the North end of Anna Maria Island
39
Hotels in Anna Maria
Featured facilities: Private pool
Outstanding
31 reviews
10.0/10
Check Availability
MI Oasis Getaway! Just 200 Steps to the Beach on a very quiet street
MI Oasis Getaway! Just 200 Steps to the Beach on a very quiet streetMI Oasis Getaway! Just 200 Steps to the Beach on a very quiet streetMI Oasis Getaway! Just 200 Steps to the Beach on a very quiet streetMI Oasis Getaway! Just 200 Steps to the Beach on a very quiet streetMI Oasis Getaway! Just 200 Steps to the Beach on a very quiet streetMI Oasis Getaway! Just 200 Steps to the Beach on a very quiet street
37
Hotels in Anna Maria
Open for business in 2025! We are ready to host you and your family!!MI Oasis Getaway is a true oasis on both the outside and inside! When you step into our vacation rental, your eyes are immediately drawn to a one of a kind woven bamboo vaulted ceiling and then down to the beautiful Italian travertine tile. Your eye continues to follow the travertine tile to the outside patio. All from the front door!Want to get around the Island like an Islander by Golf Cart? Rent our Electric 6-passenger Club Car for $500 per week.The Italian travertine floor is found throughout the home as well as granite in both the kitchen and the bathroom. The kitchen is fully stocked with plenty of dishes, pots, and pans. A coffee maker with filters and Starbucks coffee provided for those tough mornings and a blender for those smoothies and margaritas. The dining table seats four with a beautiful view of the front landscaping.The master bedroom looks and feels like a luxurious hotel room with a King size mattress and soft, bamboo sheets. You also have an incredible view of the soothing rock wall water feature.The guest bedroom has two extra-long twin-size mattresses with soft, bamboo sheets. Lots of extra bedding is found in the closet.The master bedroom closet is packed with bathroom and beach towels.The outside oasis has beautiful mature palm trees and a lush, landscaped yard. We have plenty of games for all ages.Our MI Oasis Getaway is just 200 steps from the white, sugar-sand beaches found on the Gulf side of Anna Maria. We are also located one block north of Pine Street, directly behind famous Poppo’s Taqueria. This location is ideal if you do not want to rent a car as everything is in walking distance, or via the free Island Trolley.About pets:No pets allowed.About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 25.About events:No events allowed.
Outstanding
27 reviews
10.0/10
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BEST LOCATION! NORTH END OF ANNA MARIA, FL STEPS TO BEACH & DINING -  LOWER UNIT
BEST LOCATION! NORTH END OF ANNA MARIA, FL STEPS TO BEACH & DINING -  LOWER UNITBEST LOCATION! NORTH END OF ANNA MARIA, FL STEPS TO BEACH & DINING -  LOWER UNITBEST LOCATION! NORTH END OF ANNA MARIA, FL STEPS TO BEACH & DINING -  LOWER UNITBEST LOCATION! NORTH END OF ANNA MARIA, FL STEPS TO BEACH & DINING -  LOWER UNITBEST LOCATION! NORTH END OF ANNA MARIA, FL STEPS TO BEACH & DINING -  LOWER UNITBEST LOCATION! NORTH END OF ANNA MARIA, FL STEPS TO BEACH & DINING -  LOWER UNIT
40
Outstanding
10.0/10
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Private Home with Heated Pool. Steps to Beach.
Private Home with Heated Pool. Steps to Beach.Private Home with Heated Pool. Steps to Beach.Private Home with Heated Pool. Steps to Beach.
4
Hotels in Anna Maria
Featured facilities: Pool
Outstanding
15 reviews
10.0/10
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༄ Sunset Shore on Anna Maria Island ༄
༄ Sunset Shore on Anna Maria Island ༄༄ Sunset Shore on Anna Maria Island ༄༄ Sunset Shore on Anna Maria Island ༄༄ Sunset Shore on Anna Maria Island ༄༄ Sunset Shore on Anna Maria Island ༄༄ Sunset Shore on Anna Maria Island ༄
29
Hotels in Anna Maria
Featured facilities: Private pool
Outstanding
5 reviews
10.0/10
Check Availability
See All Boutique Hotels in Anna Maria

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