
House rentals near Anna Maria Island Beach
Find and book unique houses on Airbnb
Top-rated house rentals near Anna Maria Island Beach
Guests agree: these stays are highly rated for location, cleanliness, and more.

The Florida Rooms
NEW POOL/SPA. Just 10 minutes from the beach, The Florida Rooms is a 3BR, 2BA retreat with NEW RESORT POOL & SPA, outdoor dining and living space, premium beds, rain showers, a full kitchen, and dining for 8. Extra sleeping includes a queen sofa bed and Pack ’n Play. Enjoy a pool table, ping-pong, board games, outdoor string lights, and a fire pit. We include beach gear—chairs, towels, umbrella, and wagon—for easy fun in the sun. Comfort, charm, and convenience await! Pool/spa heating included!

Be an AMI
This stylish and light home offers single-level private accommodations. The recently updated interior and private backyard oasis with plunge pool offers the perfect space for a truly relaxing and enjoyable vacation. Inside, the stylish and comfy space has room for everyone to spread out and relax while enjoying the two flat screen TVs. No expense was spared in designing and furnishing this home. The sleeper sofa pulls out to a memory foam queen bed, meaning the cottage can comfortably sleep 4.

Charming Beach house amongst huge Banyon Trees
Charming bright beach house on huge secluded tropical yard voted "A Tropical Paradise", on the quiet residential tip of Anna Maria island . Cozy Porchs and tropical fenced yard sits among grand Banyon Trees with native birds. 3 min's stroll over small fishing bridge to historic Pine Ave w/ quaint eateries /shops or Paddle board / kayak delivery to ami historic trail . 7 min’s walk to bay front beach and AMMA MARIA PIER, or to "Bean Point" voted 1 of the most beautiful beaches in the world.

Villa Mar- 2BD Waterfront Home in Holmes Beach, FL
Welcome to Villa Mar- our charming 2BD/2BA waterfront retreat in Holmes Beach, FL. The property sleeps up to 6 people with two bedrooms w/ one king & queen bed, and a queen Murphy chest in the living area. Enjoy the water views 24/7 and a dock perfect for boating or fishing enthusiasts. Spacious outdoor area with dining table & grill. Fully-equipped kitchen, beach amenities, and comforts like Roku, Alexa, WiFi, & Nest. Just 4 blocks from the beach, surrounded by parks, dining and shops in AMI.

Anna Maria Beach House
Come stay at our beautiful beach house in Anna Maria, Florida! Located just a few hundred feet from the beach on Maple Avenue, you can easily walk to the Gulf for a day of family fun on the white sand beaches. The house is also walking or biking distance to center of Anna Maria with great restaurants. Please Note: We want to respect our neighbors. This is not a party house. We have a six person and three car maximum. Please reach out for exceptions. If not, you will be asked to leave.

Modern 4BR Home *Heated Pool & Spa*
Discover elegance in this centrally located Sarasota gem, featuring four bedrooms and two bathrooms to accommodate up to eight guests. Enjoy a laid-back vibe while lounging at Sarasota's beaches or immersing yourself in local attractions. Siesta Beach and Lido Beach are within easy reach at 7.6 and 6.4 miles respectively. Rest easy knowing commitment to cleanliness aligns with your travel priorities. Your serene vacation awaits in this beautifully adorned home. *Brand new pool* VR24-00265

Stylish Pool Home 4BR Near Siesta Key "Palm Noir"
Welcome to Palm Noir, a brand-new modern luxury retreat in Sarasota just 12 minutes from Siesta Key Beach and 9 minutes from Downtown. This stunning pool home features soaring ceilings, impact windows and doors, designer finishes, luxury furnishings, bright open living spaces, and a private heated pool with spa. Enjoy premium bedding, fresh towels, a fully equipped kitchen, outdoor dining, lounge seating, and everything needed for the perfect family vacation or group getaway.

Serenity by the Bay.
Tucked away from the hustle and bustle, my very spacious and newly updated mobile home is located in a very unique neighborhood right on the bay with a little beach 2 min. down the road from my house, where you can sit and enjoy the views. Guests have seen dolphins and manatees swim by. The homes are a combination of mobile homes and houses with the most wonderful people of all walks of life. Very quiet, very safe and friendly. 5 min. to Bradenton beach and 10 min. to AMI.

Beach House w/Private Pool & Spa
Adorable beach cottage on the north end of Anna Maria Island! The beach access trail to the beautiful beach is right by the house. This 3 bedroom 2 bathroom home is situated on a corner lot on a quiet street and is located just steps to the beaches of the Gulf of Mexico. Enjoy the private pool and spa, surrounded by tropical landscaping. Tons of beach gear included! It is located in a great area to explore by bike, ride to Pine Ave., Bayfront Park, the City Pier, etc....

Private pool, only two blocks .3 miles from beach!
Just two blocks away from the beautiful white sands of Holmes Beach. Restaurants & night life even closer. Swimming pool and spa are inviting for both romantic getaways as well as families. You will have access to the entire beautiful two story townhouse. The property has a shared wall, but all space is private and quiet. The outdoors are separated and private as well. Plenty of parking, sun, & fun. New mattresses, new couch, and other furniture.

Relaxing 3BR Retreat+ Hot Tub + Pool +Beaches +IMG
🌴Welcome to Beachway Haven! This 5-Star ⭐️ hideaway is just mins from Anna Maria Island's Pristine Beaches & the Gulf of Mexico. Dive into relaxation with your own Heated Saltwater Pool & Spa Hot Tub, nestled in a tropical oasis. Only a skip away from Golf Courses, Nature Parks, IMG Academy, & Palma Sola Causeway's Beach Access – your gateway to Horseback Riding, Kayaking, & endless sandy adventures. Shopping & dining are only a few mins away too!

Pine Avenue next door!~Heated pool~Steps to Beach
AMI Oasis is a luxurious 4-bedroom retreat steps from Pine Avenue and a 5-minute walk to the beach. Enjoy a private heated pool, backyard putting green, ping pong table, and outdoor dining area. Inside features a bright open layout, gourmet kitchen, and four king suites with spa-like ensuite baths. Owner managed and perfectly located, this Anna Maria gem delivers the ultimate island getaway. 🏖️✨
Popular amenities for house rentals near Anna Maria Island Beach
House rentals with a pool

Casa Cay by Duncan Real Estate

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

Stunning beach house with heated pool and hot tub!

Waterfront, Heated Pool, Elevator, Fire Pit, Dock

Ocean Air Oasis-New Centrally Located AMI Luxury

4 BR Pool Home | Sand Volleyball | Near AMI & IMG

Casa Coquina: waterfront, pool, hot tub, boat lift

Flamingo Royale — Beach Luxury Resort
Weekly house rentals

100 yr Old Stone Home + Pool + 9 miles to beaches

The Magic Dolphin B, great Holmes Beach location,

Bayfront Beach access with Heated Pool!

Twin Tides, Pool Spa, Minigolf, Golfcart, Sleeps14

NEW! Steps to Beach, Hot Tub, Pool, Kid Friendly

Key Lime Cottage | Hot Tub | Steps to Beach

Beach getaway pool, spa, mini golf, walk to beach

Luxury Beach House Steps to Quiet Beach
Private house rentals

Coastal Luxe, SaltPool/heatSpa, 5 miles to Siesta

Cozy Cottage - POOL HOME! 3/3

Modern Home Heated Pool near Siesta & Downtown

Beautiful Home Across Street from Beach

Near AMI Beaches, Sleeps 8, Pool, Spa & Fire Pit

Walk 2 blocks to Beach + Private Pool + King Beds!

Playa Esmeralda Home! And add a golf cart!

3BR/3BA + Waterfront! Hot tub + Pool + Beaches!
Pet-friendly house rentals

Shar’s Cottage - Close to Beach - Updated

3 BR Luxury, Anna Maria Island, IMG

Island Oasis on Anna Maria Island off Pine Ave

The Pink House - Short Walk to the Beach

Do you love the beach?

The Cottage on Pine - Pine Ave Cottage w/ Pool

1/2 Block from Beach- Private Boat Dock & 30' Pool

Southside Bungalow with Pool, Spa & Putting Green
Quick stats about house rentals near Anna Maria Island Beach

Total vacation rentals
Explore 600 vacation rentals in Anna Maria Island Beach

Nightly prices starting at
Anna Maria Island Beach vacation rentals start at $42 CAD per night before taxes and fees

Verified guest reviews
Over 10,640 verified reviews to help you choose

Family-friendly vacation rentals
590 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 240 rentals that welcome pets

Vacation rentals with a pool
510 properties feature pools

Rentals with dedicated workspaces
380 properties have a dedicated workspace

Wifi availability
600 of Anna Maria Island Beach vacation rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Anna Maria Island Beach rentals

4.8 Average rating
Anna Maria Island Beach stays are highly rated by guests—averaging 4.8 out of 5!
Destinations to explore
- Rentals with a kayak Anna Maria Island Beach
- Family-friendly rentals Anna Maria Island Beach
- Rentals with beach access Anna Maria Island Beach
- Rentals with pools Anna Maria Island Beach
- Waterfront rentals Anna Maria Island Beach
- Rentals with a hot tub Anna Maria Island Beach
- Condo rentals Anna Maria Island Beach
- Cottage rentals Anna Maria Island Beach
- Pet-friendly rentals Anna Maria Island Beach
- Beachfront rentals Anna Maria Island Beach
- Apartment rentals Anna Maria Island Beach
- House rentals Anna Maria
- House rentals Manatee County
- House rentals Florida
- House rentals United States
- Anna Maria Island
- Siesta 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
- Manasota Key Beach
- Hard Rock Casino
- University of South Florida
- Vinoy Park
- Crescent Beach
- John's Pass
- Fort De Soto Park
- Tropicana Field
- Englewood Beach
- Sand Key Beach
- MidFlorida Credit Union Amphitheatre
- Cortez Beach





