
House rentals near Anna Maria Island
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Top-rated house 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!

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.

Payton's Place | Private Heated Saltwater Pool/Spa
Slow down, settle in, and soak up the island pace of life. Your family will be close to everything when you stay at this centrally located private home — just a short stroll to local restaurants, charming shops, and the free trolley stop at the end of the street by the library. The white sand beaches and turquoise Gulf waters are only a 7-minute walk away. Spend your mornings at the beach, your afternoons by the heated saltwater pool, and your evenings under the stars in your private spa.

Bayfront Beach access with Heated Pool!
Our modern yet beachy retreat is the perfect oasis on the North end of Anna Maria Island w/breathtaking panoramic views of Tampa Bay & the iconic Skyway Bridge. The backyard oasis features a refreshing saltwater pool & fully fenced backyard, complete w/artificial turf & outdoor shower. Just steps away, you'll find full access to a stunning white sandy beach & the crystal-clear waters of Tampa Bay! Conveniences have been carefully considered, creating the most ideal vacation destination!

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.

La Cocolia located north end of Ami, Lagoon Pool
Need a Great Ami Getaway? Just steps from the bayfront park in the City of Anna Maria is a charming island beach house called “La Cocolia” lovingly translated as the "little crab". This property is ready to host you and your family as you enjoy this newly renovated and decorated 2 bedrooms, 2 bath island beach house. La Cocolia offers privacy, comfort, luxury, and relaxation. Its location is ideal … on a quiet street, north of Pine Ave and just a few flip flop steps away from ...

Pool & Sand Volleyball | 3 Kings | Near AMI & IMG
Escape to Two Palms, a spacious 4-bedroom, 3-bath retreat in Bradenton, Florida. Perfectly located just minutes from the sugar-sand beaches of Anna Maria Island. Designed with comfort and relaxation in mind, this home offers everything you need for a memorable getaway. Step inside to an open-concept living space filled with natural light and plenty of space to unwind. Outside, enjoy a private salt-water pool and a beach sand backyard featuring a sand volleyball court.

Ocean Air Oasis-New Centrally Located AMI Luxury
Immerse yourself in coastal luxury at this exceptional 3-bedroom, 2.5-bathroom custom home, where opulent high-end finishes and stunning pecky cypress floors adorn every nook. Revel in the impeccable features, including Sub-Zero and Wolf appliances, marble countertops, Shaw’s sinks, and exquisite custom woodworking, all bathed in abundant natural light. This delightful space offers panoramic views of the lavish backyard, complete with a heated pool and spa.

Key Lime Cottage | Hot Tub | Steps to Beach
Key Lime Cottage is a charming 3BR/2BA coastal retreat just across the street from the Gulf beach and two houses from the iconic Rod & Reel Pier. This pet-friendly home features a private fenced yard, hot tub, bikes, and paddle boards, plus a fully stocked kitchen, Smart TVs, and fast Wi-Fi. Walk to Pine Avenue shops and restaurants, enjoy effortless beach access. Relax, unwind, and experience the best of Anna Maria Island—right outside your door.

NEW! Coconuts 106! Beach Front! Heat Pool!
Welcome to Coconuts Beachfront #106! This renovated ground-floor condo features 1 bedroom and 1 bathroom, on the sands of Holmes Beach. Enjoy Gulf views from the living room, kitchen, and private patio, or step out your back slider straight onto the beach. Perfect for couples or small families, this retreat offers comfort, relaxation, and unforgettable days by the shore.

New! Heated Pool • Shopping • Pine Ave • Beaches!
🛍️Modern comfort meets island charm ✨ walk to beaches, boutiques & bites on Pine Ave! 🌴Welcome to Spring Luxe Beach House, your perfectly located getaway on the north end of beautiful Anna Maria Island — just one block from Pine Avenue’s shops, restaurants, and ice cream parlors 🍦, and an easy walk to both the Gulf Beach 🌊 and the Bay 🌅
Popular amenities for house rentals near Anna Maria Island
House rentals with a pool

Ocean72 | Heated Pool & Spa | 2BR Near Beach

Luxury BEACH HOME! 2 King Suites! Heated Pool/Spa!

Your DreamOasisAwaits: SiestaKeyEscape with Pool!

Backyard Bliss Anna Maria Island

TOES IN THE SAND!

Modern Home Heated Pool near Siesta & Downtown

Heated Pool•Kids Room•Fire Pit•Air Hockey•PacMan

Fanta-Sea with gorgeous Pool, Spa, & Game Room!
Weekly house rentals

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

+ Anna Maria Seaside Escape +

Cozy Cottage - POOL HOME! 3/3

Canal-front Gem w/ Pool & Hot Tub in Anna Maria

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

Pergola Oasis | Walk to Beach + Outdoor Living

AMI Cortez Beach Retreat "Views" Resort-style Pool

Walk to Beach + Trolley + Heated Pool + Mini Golf!
Private house rentals

Grand Island Retreat: Private Heated Pool | Games

Sunlit Shores New Luxury Retreat | Private Pool

VillaEsperanza-Private Pool-BBQGrill-Acces Beach

Honey I'm Holmes - New Home Near the Beach! Turf

Island Time Pool, Near City Pier & Pine Ave

TieDyeSky: Waterfall Pool, Steps 2 Beach, Elevator

Beach cottage

Under the Sun! Rooftop Deck, Pool and Spa!
Pet-friendly house rentals

Gulf Front! Sunset Deck! + Walk to Bridge St Pier!

Breezy Harbor AMI pool retreat near the Beach

NEW Saltwater Pool + Spa | Mins to AMI Beaches/IMG

Do you love the beach?

50% Off June 28/29 w/ Private Boat Dock & 30' Pool

Palm Retreat: #1 Top Rated Rental of Bradenton/AMI

Stylish Pool Home • Near IMG & Beaches • Top Rated

NEW - Pool - Near Beaches -Sleeps 14 - Mini Golf
Quick stats about house rentals near Anna Maria Island

Total vacation rentals
Explore 1,590 vacation rentals in Anna Maria Island

Nightly prices starting at
Anna Maria Island vacation rentals start at ﺩ.ﺇ 37 per night before taxes and fees

Verified guest reviews
Over 21,730 verified reviews to help you choose

Family-friendly vacation rentals
1,550 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 660 rentals that welcome pets

Vacation rentals with a pool
1,320 properties feature pools

Rentals with dedicated workspaces
910 properties have a dedicated workspace

Wi-Fi availability
1,590 of Anna Maria Island vacation rentals include wi-fi access

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

4.8 Average rating
Anna Maria Island stays are highly rated by guests—averaging 4.8 out of 5!
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- Siesta Beach
- Raymond James Stadium
- Anna Maria Island Beach
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- Amalie Arena
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- University of South Florida
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- River Strand Golf and Country Club





