
Places to stay near Anna Maria Island
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Top-rated vacation rentals near Anna Maria Island
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Beautiful Beach house! Heated pool and spa!
Discover your dream getaway at this beautifully decorated vacation rental in Anna Maria Island. This stunning 4-bedroom, 4.5-bathroom home offers luxury and comfort, featuring a spacious open-concept living area, modern kitchen, and elegant furnishings. Enjoy the private pool and hot tub, and the beach is just a 5-minute walk away. The highlight is the rooftop deck, where you can soak in breathtaking sunsets. Experience the perfect blend of style and convenience for your unforgettable vacation!

Steps to Beach | Anna Maria Island | Island Time
Hosted by Lala Premier Properties, Welcome to your Anna Maria Island getaway, where life moves slower and sunsets steal the show. Spend your days on white sand beaches, ride the island trolley, explore local shops and seafood restaurants, go fishing, boating, or dolphin watching, and end every night with a Gulf Coast sunset. Anna Maria Island is known for its laid-back charm, beautiful water, and small beach town feel. The perfect place to relax, and make unforgettable vacation memories.

The Lady Fish by Duncan Real Estate
Nestled on the far North end of Anna Maria Island, with the beach cottage is just around the corner, The Lady Fish is a three-bedroom, two-bathroom vacation home. Guests will enjoy a full gourmet kitchen, perfect for cooking up your catch of the day! The living area is spacious, with plenty of seating for family and friends to take in a movie on the flat panel HDTV. 3 bedrooms offer comfortable sleeping for up to 6 guests. All have TVs. Step outside and enjoy a fantastic outdoor living.

Gulf Front! Sunset Deck! + Walk to Bridge St Pier!
🌊🏄Welcome to The Surof House - where panoramic views of the Gulf of Mexico welcome you from almost every corner! 🏖️Experience the ultimate beachfront retreat at this unique & stunning property nestled across from one of the top beaches in the world. A perfect blend of luxury, comfort, & unparalleled views awaites. With an upstairs loft featuring 3 single beds & 2 downstairs rooms with king beds, it's an ideal getaway for families, friends, or anyone seeking a slice of paradise.

Salty Harbor AMI pool retreat near the Beach
Charming Salty Harbor sits in a quaint, exclusive corner of AMI and boasts a private heated pool and ample parking for 2 vehicles and even a boat: -Ask us if your dates don't fit our calendar! -If you don't have a single 50Lb pet, please discuss it with us -One of the twin boutique MyAnnaMariaStay homes, look us up! You'll love the luxury mid-century feel, lush yard, and a 6-min walk to the beach, Publix or the trolley stop. AMI was voted a top 50 vacation spot in the world in 2024

1/2 Block from Beach- Private Boat Dock & 30' Pool
o A beautifully renovated 3-bed 2-bath oasis designed for unforgettable family getaways, boating adventures, and pure relaxation. o While many rentals claim to be in Anna Maria, they are actually situated in the heavily congested Holmes Beach or Bradenton Beach areas. Nestled on the quiet, historic North End of Anna Maria City. Completely bypass the tourist traffic and long car lines, enjoying a peaceful, authentic neighborhood where everything you want is within a short stroll.

Barefoot Mermaid 2, steps to the beach
Welcome to "Barefoot Mermaid 2" a relaxed ground floor vacation rental located on the north end of gorgeous Anna Maria Island. The serene location of this property is just amazing. Located steps, less than 50 ft, to white powder sand beaches of the Gulf of Mexico and less than a few flip flop steps to the restaurants and shops on Pine Ave and the free island trolley service. "Barefoot Mermaid 2" is the Northwest unit of 4 units located within The Gulf Queen Apartments.

Wanderlust Villa
Welcome to Wanderlust Villa! This Anna Maria beachside beauty is a chic slice of paradise on AMI. Hues of pink and gold give the villa a warm and cozy yet ultra-chic vibe. Wanderlust Villa is a quick half-mile walk to the beach and a 10 minute walk to a variety of restaurant options. Your gulf-view sunsets are waiting for you! Any questions or booking requests outside of what is outlined please message!

Palm Villa by Beach Boutique Rentals
*Features include* * 2 Bedrooms and 2 full baths * King bed, Queen bed and Queen sleeper sofa * Impeccably remodeled kitchen * Botanical courtyard with beautiful fountain * Stunning tropical landscape * Secluded back patio with outdoor shower * Only steps away from the beach path * Shared laundry and gym facility * Selection of beach supplies and paddleboards * Ground level * Dog friendly!

Sea Glass North End • 2bed/2 bath Steps to Beach
Welcome to Sea Glass Cottage—your private retreat on the north end of Anna Maria Island. Just one block from Bean Point’s sugar-white sands, this refreshed coastal home features a private pool, upper deck, and stylish indoor–outdoor living. Enjoy a chef’s kitchen with Wolf and Sub-Zero appliances, an outdoor grill and smoker, and relaxed island charm perfect for families and friends.

Ocean72 | Heated Pool & Spa | 2BR Near Beach
Welcome to your island escape at Ocean72 in Holmes Beach! Just a short walk to sugar-white beaches, this coastal retreat features a private heated pool & spa, lush tropical landscaping, and seamless indoor-outdoor living. Enjoy a fully stocked kitchen, plush beds, and beach gear. Guests also have the option to add a private golf cart for easy island exploring and beach trips.

1/1 STEPS to Beach w/ Heated POOL - Sleeps 4
Spacious and remodeled 1-bedroom condo that sleeps 4 located just STEPS away from the beach. Condo features a large heated swimming pool, private beach access, eat-in kitchen - fully stocked with amenities including coffee maker, WiFi, Smart Tv's, beach accessories, fishing poles, paddle boards, games, & much more! Early Check-in / Late Check-out available upon request.
Popular amenities for vacation rentals near Anna Maria Island
Other top sights near Anna Maria Island
Condo rentals with wifi

❤️ Hidden Gem steps away from #1 beach 🏖 Siesta Key

#terraceLIFE | 2 Blocks to Beach | Heated Pool

Charming 2BD/2BR with Big Water Views on the beach

★Right on the beach ★ Relax and Enjoy ♥ Sunsets!

Island Time!

Steps to the beach! Condo with pool at The Terrace

Tropical Charm Steps 2 Beach/Walk 2 Bridge St

Beachy Chic! 1st Floor Condo-Pool-Close to Beach
Family-friendly house rentals

1 block to Pine Ave + Shopping + Beach + Dining!

New Golf cart + 4bd/2b+ pool/shower/deck

Luxury 3B/3B waterfront home w/ pool + boat access

Beach! Spa, Pool, PuttPutt Games&More

NEW! w/ Pool - The Pearl Unit 2 on AMI

Twin Tides, Pool Spa, Minigolf, Golfcart, Sleeps14

Resort Style Retreat, Pickleball, Htd Pool, Play.

Ocean Air Oasis-New Centrally Located AMI Luxury
Apartment rentals with air conditioning

Just renovated, beach view from balcony Unit 203

Ohana South 2 Br (West) - 100 steps from the Beach

Beachfront Corner Condo | Sunset Gulf Views

Newly Remodeled Beachfront Studio - On the sand!

Riverfront 2BR • Near Anna Maria Island

AMI Ohana Beach Resort A with fabulous salt pool!

Longboat Key-OCEAN FRONT- on the beach

Serenity on the Manatee
Other great vacation rentals near Anna Maria Island

Heated Pool, Hot Tub, Game Room, Steps to Beach!

Luxury Beach Home•Steps to Beach•Essentials

Romantic Quiet Luxury Tiny Home W/ Private Hot Tub

Beachfront Paradise! Ground level with Heated pool

Bayfront Beach access with Heated Pool!

TOES IN THE SAND!

Villa Mar- 2BD Waterfront Home in Holmes Beach, FL

Sea Shack - 2bd/2ba POOL Home
Frequently Asked Questions
Where is Anna Maria Island located?
Anna Maria Island is located on Florida’s Gulf Coast, near the entrance to Tampa Bay. This barrier island is known for its white sandy beaches, locally owned shops, and relaxed coastal atmosphere.
When is the best time to visit Anna Maria Island?
Late spring and early fall are often recommended for lighter crowds and comfortable temperatures near 74–85°F (23–30°C). Many guests also explore during the winter months for mild weather and a more relaxed pace.
What are some things to do near Anna Maria Island?
You can explore quiet beaches, nature preserves, and local art galleries around Anna Maria Island. The area also has fishing piers, family-friendly parks, and restaurants featuring seafood and locally inspired dishes.
How is the weather near Anna Maria Island?
Anna Maria Island has mild winters around 51–74°F (10–24°C) and warm, humid summers reaching 91°F (33°C). Short rain showers are more frequent from June through September, while late fall and spring tend to feel drier and pleasantly warm.
Destinations to explore
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- Siesta Beach
- Anna Maria Island Beach
- Raymond James Stadium
- Busch Gardens Tampa Bay
- Coquina Beach
- Lido Key Beach
- Bean Point Beach
- Turtle Beach
- Amalie Arena
- Caspersen Beach
- Tampa Convention Center
- Dunedin Beach
- Vinoy Park
- Manasota Key Beach
- Hard Rock Casino
- University of South Florida
- Crescent Beach
- John's Pass
- Englewood Beach
- Tropicana Field
- Fort De Soto Park
- Sand Key Beach
- MidFlorida Credit Union Amphitheatre
- Anna Maria Public Beach





