
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!

Carissa A | Beachside Retreat | Golf Cart | Pool
Carissa Loft A🏝️ A well-designed home offering comfortable spaces to relax, reconnect & experience all that AMI has to offer! Step inside to discover a private lower level retreat featuring a queen bed, sofa, TV and game table. Upstairs you'll find the fully stocked kitchen, inviting family room, 2-bedrooms & 2-full baths. The private outdoor oasis features a heated/cooled cocktail pool. 🚙Park the car & let the island adventures begin! The 6-person golf cart is complimentary with your stay!

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.

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.

Bliss by the Beach by Beach Boutique Rentals
*Features include* * Brand new, completely renovated house ground level home! * Private Saltwater pool * Tropical private yard with chaise loungers * Home office with convenient computer monitor and printer * Gourmet kitchen * Washer and Dryer * Master suite with private bath and rain shower * King bed in guest room convertible to 2 twins * Steps to the beach * Close proximity to shops and restaurants on Pine Avenue * Beach chairs, umbrella and cart

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.

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!

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.
Popular amenities for house rentals near Anna Maria Island
House rentals with a pool

B100 step to the sugar sand gulf front view & pool

79th St.

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

TOES IN THE SAND!

Beach! Spa, Pool, PuttPutt Games&More

Beach Baby/4 Min Walk to Beach/ Pool/HotTub /Games

AMI Dock of the Bay - "On the Water" 1st Floor

Canalfront Home with Boat Dock! - A Pirate's Dream
Weekly house rentals

Luxury Beach Home•Steps to Beach•Essentials

Bayfront Beach access with Heated Pool!

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

Manatee Sanctuary - in the heart of Anna Maria

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

New! Heated Pool~Steps to the Beach/Shops~Starfish

Anna Maria Beach House

Bay beauty with heated pool, spa, games, ping pong
Private house rentals

Swept Away B · EV Charger · Fenced Pool · Renovate

Anna Maria retreat house

Pelican Point in Anna Maria

THE salty Marlin B: Dock, Beach Access 2 min walk

Private pool home on Anna Maria Island, Florida

Well-Maintained 3BR Gulfview | Pool | Patio | W/D

Waterfront Home Pool & Dock 5 Min to Siesta Beach

Pineapple Paradise | Private Pool | Walk to Beach
Pet-friendly house rentals

Sea AMI

STEPs to BEACH! /Heated Salt Pool/Sunsets/5 STAR!

Private pool, only two blocks .3 miles from beach!

Stylish Pool Home 4BR Near Siesta Key "Palm Noir"

Family Beach Retreat | Epic Game Room + Cabana Bar

Cozy Beach Cottage, Pet Friendly

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

Casa Coquina: waterfront, pool, hot tub, boat lift
Quick stats about house rentals near Anna Maria Island

Total vacation rentals
Explore 1,580 vacation rentals in Anna Maria Island

Nightly prices starting at
Anna Maria Island vacation rentals start at G$2,091 GYD per night before taxes and fees

Verified guest reviews
Over 24,710 verified reviews to help you choose

Family-friendly vacation rentals
1,520 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 630 rentals that welcome pets

Vacation rentals with a pool
1,300 properties feature pools

Rentals with dedicated workspaces
890 properties have a dedicated workspace

Wi-Fi availability
1,580 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!
Destinations to explore
- Rentals with breakfast Anna Maria Island
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