
House rentals near Anna Maria Island
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Top-rated house rentals near Anna Maria Island
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Waterfront, Heated Pool, Elevator, 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.

Sea 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.

Summer House longboat key
Luxurious waterfront home with bay and and canal view, new custom kitchen with a view to the pool and your own private tiki bar, dock that can accommodate up to 21 ft boat , whole house just received a complete inside and out make over. Tropical coconut palms, outside patio and grill. Fish on the dock and watch dolphins and manatee. Truly a tropical paradise just 7 minute Walk to your own private beach. minutes from St Armand’s circle. feel free to reach out with any questions or requests

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.

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

Siesta Key | Heated Pool | Sauna | Family & Pets
☞ Sauna, Fire-pit, BBQ (gas) ☞ Giant Outdoor Chess♟️ ☞ King & 2 Queen Beds ☞ Ample Parking (RV, Boat, etc) ☞ Fast WiFi 🛜 ☞ 4 Smart TVs (largest 85 inches) ☞ Gourmet Kitchen Main side ☞ Kitchenette on Guest side ☞ 2 Onsite washer + dryers ☞ 2 Outdoor Showers 》30 mins to airport 》2 mins to Siesta Key Beach Bike to America’s #1 beach, morning coffee runs, sunset rides, live music, ice cream, shops or any of the amazing restaurants in Siesta Key village.

Limited Availably w/ Private Boat Dock & 30' Pool
* It doesn't get much better than being right on the water, located on a wide canal, and ½ block from the beach. * Enjoy the large 16' x 30' private pool in a picturesque tropical landscape along with a 30' fishing/boat dock. * Within walking distance of Pine Avenue, City Pier, Two Scoops, Waterfront Restaurant, Galati's Marina, and Island Ocean Star Restaurant. *Less than a 3 minute walk to Bay Beach and a 15 minute walk to Bean Point.

L'Oasis West w/Dip Pool
Completely remodeled, this beautifully 2-bedroom duplex, crafted to enhance your living experience. Every detail has been thoughtfully designed to create a serene and inviting atmosphere. New images showcase this stunning transformation, come visit us to see the beauty in person! Additionally, West and East are now available for rent together, featuring convenient adjoining doors through the utility room.

Coast is Clear! Heated pool/spa~Close to shops
Coast is Clear is a tropical 2BR/1BA retreat just a 5-minute walk to Palmetto Ave Beach and Pine Ave shops 🌴. Enjoy a private pool, hot tub, tiki hut dining, and foosball table. The bright coastal interior features a full kitchen, king primary bedroom, and bunk room—perfect for families or friends. Pet-friendly and less than a mile to the AMI City Pier, this island escape is pure paradise ☀️🏖️

Walk to beach, 2bd, sleeps 6, heated pool
Walk to the beach or laze by the backyard pool! Or jump on the free island trolley and see the sights. Welcome to your Holmes Beach getaway on Anna Maria Island. This well-located 1/2 duplex is set up for families, couples, and friends who want an easy, laid-back beach trip with everything close by.

Island Oasis on Anna Maria Island off Pine Ave
Step into an ultra private, secluded, tropical paradise with a canal front setting on a quiet cul-de-sac located on the north end of Anna Maria Island minutes waking to Pine Avenue. There is a beautiful outdoor pool just steps outside your door. A 5 minute walk to Tampa Bay. Bring your boat.
Popular amenities for house rentals near Anna Maria Island
House rentals with a pool

Ocean72 | Heated Pool & Spa | 2BR Near Beach

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

Casa Cay by Duncan Real Estate

Bayfront Beach access with Heated Pool!

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

Ocean Air Oasis-New Centrally Located AMI Luxury

Sea Shack - 2bd/2ba POOL Home

Lux Spa Retreat•Pool•Hot Tub•Sauna•10 min to Beach
Weekly house rentals

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

The Shell House

Boat Dock + Kayaks + Dolphins + Beaches + Hot tub!

Becker's Beach Bungalow by A Shore Thing Vacations

Walk to Beach + Trolley + Heated Pool + Mini Golf!

Sleeps 10 | Pickleball | Pool | Tiki Bar | Games

Enjoy AMI sunsets | Chic home w/ Saltwater pool!

Serenity by the Bay.
Private house rentals

Dream's Corner Cove

Backyard Bliss Anna Maria Island

Luxury Lido Key Getaway on St. Armands Circle

Pelican Point in Anna Maria

ShoreSideSuites Stunning Gulf Views|Steps to Beach

Sailfish Bungalow. Perfect for your family vacatio

Pergola Oasis | Walk to Beach + Outdoor Living

Paradise Cove - Bayfront Oasis 10 mins from AMI!
Pet-friendly house rentals

Designer 2BR Retreat w/ Private *Heated* Pool!

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

AMI Oasis Pool, Spa, Golf Cart, Putting, Sleeps 12

Exquisite modern home with pool - 10 min to beach

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

Twin Tides, Pool Spa, Minigolf, Golfcart, Sleeps14

Luxury 4B Home & Heated Pool, Resort for 10 guests

Beach House with jacuzzi near AnnaMariaIsland
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 $13 SGD 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 & child-friendly amenities

Pet-friendly holiday rentals
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

Wifi availability
1,590 of Anna Maria Island holiday rentals include wifi 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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