
House rentals near Anna Maria Island
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Top-rated house rentals near Anna Maria Island
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Heated Pool, Elevator, Waterfront, Fire Pit, Dock
Escape to The Blue Ark, a 3-story home inspired by Noah’s Ark. Families will love this peaceful retreat, blending luxury and comfort. Discover the island's only natural lagoon, boasting stunning views, manatee and occasional dolphin sightings! Unwind by the heated pool, fish from the dock, or take an easy 4-5 minute walk to the beach. End the day with a drink by the fire pit on the top deck, watching the sunset. The Blue Ark has an elevator, 3 bedrooms + extra sleep space, 8 beds and 4.5 baths.

Carissa A | Beachside Duplex | Golf Cart | Pool
Welcome to Carissa Loft A, your completely private half of a beachside duplex on AMI! The duplex is designed back-to-back, meaning you have your own private indoor and outdoor spaces, entrance & pool-No shared amenities! Loft A includes: 3 beds, 2 baths, full kitchen, 2 separate living areas, balcony, heated/cooled cocktail pool, & garage w/golf cart! Ideal for up to 6 guests. Need more space? You can book both sides of the duplex for larger groups while still enjoying separate living areas.

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.

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!

Heated Pool, Hot Tub, Game Room, Steps to Beach!
Welcome to Island Dreams, the ultimate peaceful escape just 4 min walk from Anna Maria Island's stunning beaches. This fully renovated three-bedroom, three-bath beach house features a Zen-inspired backyard oasis, a private cocktail pool, and a game room! Walk to shops, restaurants, and the trolley stop! Island Dreams offers the perfect blend of relaxation, location, and indoor and outdoor fun! NOTE: Holmes Beach has a 7-day rental minimum. Check in / Check out days are on Saturdays.

2nd House from the Beach with No Roads to Cross
Seaside Sanctuary is the upper level unit of a beachfront duplex. It is the 2nd house from the beach with no roads to cross. The front yard is thirty steps from one of the most pristine beaches on the Gulf of Mexico. The house is located on a quiet residential street near the north tip of the island. The front deck is a great place to watch the sunset. The house is clean, comfortable and well appointed. We welcome well behaved dogs and have a fully fenced yard for your pup to play.

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.

Anna Maria retreat house
Elevated home with all the amenities. Walking distance to the beach, chairs and towels provided. Relax in the backyard patio, including pool with waterfall . The shaded balcony overlooks the pool if you need to escape the sunshine. There’s a free trolley that runs all day in AMI if you don’t want to take the car out. The house is located across the street from Bimini Bay, enjoy a jog through these side streets in the morning. Local shops and restaurants that will not disappoint .

Jacaranda Gem by Beach Boutique Rentals
*Features include* * Beautiful and remodeled home * Huge Saltwater heated pool plus seating ledge with jacuzzi jets * Tropical private yard, chaise loungers, outdoor shower * 3 bedrooms, 2 1/2 bathrooms * Laundry room * King master suite with private bath * 2 queen beds, twin bunk and pullout sofa * Patios on two levels with Gulf views * Steps to the beach (only 3 houses away) * Close proximity to shops and restaurants on Pine Avenue * Beach chairs, umbrella and cart

83rd St Villas West by Duncan Real Estate
Welcome to 83rd St Villas West! A stunning ground-level vacation villa just a 6-minute walk from the beach! With two bedrooms and two bathrooms, this rental sleeps up to six guests. You and your guests can sit back, relax, watch movies, and connect over effortless conversations in the living area. Top of the range, fully equipped kitchen with Cafe appliances, ample counter space, cook top and oven, extra-large fridge/freezer making meal prep a breeze.

'Walk on the Beach" heated pool North End AMI
Welcome to "Walk on the Beach " quiet and perfectly located at the North end of Anna Maria Island, 3 bedroom 2 bath pool home is the perfect vacation retreat. The open concept fully equipped kitchen, dining, and living room offers plenty of space for the whole family. Take a 3 min walk to relax at the most beautiful Bean Point Beach or sit back and relax while taking in ocean views from the spacious second floor balcony.

Waterfront Pool Home Steps to Beach
Escape to our waterfront oasis on Anna Maria Island! This bright, updated home features a private heated pool, hot tub, and dock. Perfect for families, it's just a 5-minute walk to the world-renowned Gulf beaches. Enjoy stunning sunrises, a dedicated workspace, and modern coastal decor. Explore the island with ease via the free trolley. Your perfect getaway awaits!
Popular amenities for house rentals near Anna Maria Island
House rentals with a pool

SunSalt Cottage~5 min to Beach, Shops & Food~Pool

Heated saltwater pool near Siesta and Downtown

Americana AMI Lighthouse 3BR w/pool + rooftop deck

The Peachy Beach House, steps to the gulf

Ocean Air Oasis-New Centrally Located AMI Luxury

250 steps to the Beach | Heated pool + spa

Private Luxurious Ground Level Home

Infinite Views! Heated Pool! Directly on Tampa Bay
Weekly house rentals

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

Duplex Heated Pool Walk to Beach

Key Lime Cottage | Hot Tub | Steps to Beach

Pergola Oasis | Walk to Beach + Outdoor Living

Pool & Sand Volleyball | 3 Kings | Near AMI & IMG

Luxury Beach House Steps to Quiet Beach

Fanta Sea | Island Fun w/Pool, Hot Tub, Game Room!

3BR/3BA + Waterfront! Hot tub + Pool + Beaches!
Private house rentals

Magnolia Palms: Family Retreat w/ Backyard Oasis

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

Luxury Beach Home•Steps to Beach•Essentials

Cozy Cottage - POOL HOME! 3/3

TOES IN THE SAND!

Perfect Hideaway- Heated Pool, 5 min Walk to Beach

Fins to the Right: On the Gulf of Mexico! Beach!

Beachfront Villa | Pool + Lanai | Hosts 6
Pet-friendly house rentals

Island in the Sun, luxury beach house,private pool

AMI/IMG/Boat/Bikes/Golf/Hottub/Kayak/Beach/pool

Casa Noir | POOL • BBQ • FIRE PIT • GAMES • VIBES

Island Oasis on Anna Maria Island off Pine Ave

Salty Harbor AMI pool retreat near the Beach

Pool, Bikes & BBQ Included! 2min to Beach!

New! Heated Pool • Shopping • Pine Ave • Beaches!

Gorgeous New Beach Home w/ Stunning Water Views
Quick stats about house rentals near Anna Maria Island

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

Nightly prices starting at
Anna Maria Island holiday rentals start at $14 AUD per night before taxes and fees

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

Family-friendly holiday rentals
1,550 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 660 rentals that welcome pets

Holiday 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 holiday 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
- Crescent Beach
- Busch Gardens Tampa Bay
- John's Pass
- Anna Maria Island Beach
- Bean Point Beach
- Coquina Beach
- Turtle Beach
- Vinoy Park
- Lido Key Beach
- Amalie Arena
- Caspersen Beach
- Dunedin Beach
- Tampa Convention Center
- Cortez Beach
- Sand Key Beach
- St Pete Beach
- Hard Rock Casino
- Jannus Live
- Anna Maria Public Beach
- Manasota Key Beach
- ZooTampa at Lowry Park
- Tampa Palms Golf & Country Club





