
Villa rentals near Anna Maria Island
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Top-rated villa rentals near Anna Maria Island
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Heated Hybrid Pool~Modern Beach House~Walk 2 beach
Welcome to Sweet Serenity! A newly renovated modern beach house that comes with an endless amount of amenities including all your beach needs and a large brand new HEATED Hybrid Pool that has room for the whole family. Just pack your clothes & we will provide the rest. This home is perfect for your family vacation w/ a very open layout, tons of beach decor to get you in that island mood & 3 large bedrooms. Located in a quiet family friendly neighbourhood, a short, less than 10 min walk 2 beach!

Basil House — Your Perfect Florida Escape
Experience the best of Florida living at Basil House, a contemporary, updated villa designed for relaxation and convenience. Nestled in a quiet neighborhood, you are perfectly positioned between the energy of Clearwater and the charm of St. Pete, with the Gulf’s white-sand beaches just a 10-minute drive away. Whether you’re here for a vacation, a remote-work retreat, or a beach getaway, this home offers a cool and relaxing atmosphere with all the modern comforts you expect from a premium stay.

Bungalow with Pool and Bay Views!
Barefoot by the Bay at Bayside Bungalow by AMI Locals VR18-000088 Welcome to Barefoot by the Bay, a luxury ground-level villa offering one bedroom, two bathrooms, and a cozy den in a picturesque bayside setting! Located just across the street from beautiful Bay and within walking distance of the beach, restaurants and boutique shops, this charming villa combines laid-back coastal style with modern convenience. Relax by the shared pool, enjoy outdoor gatherings, or explore Anna Maria Island’s

Entire Standalone Villa,1.2k sf,1 block Lido Beach
Welcome to our cute, spacious, sun filled and newly renovated Beach Villa. A Happy place for sandy feet, friends, and family. The Villa is located 1 block away from world famous Lido Beach, a 7 min walk to St Armand's Circle, and a short 3 mile drive to grocery shopping & the excitement of downtown Sarasota. The 2 bdr villa comfortably sleeps up to 6 people and features a private outdoor patio, spacious dining area, in-unit washer/dryer & dedicated parking. Come enjoy a taste of paradise!

Quiet 3BD Huge Tropical Garden & Patio. 5min Beach
Escape to our tranquil tropical paradise! Our private garden overflows with emerald palm trees, exotic foliage and native blooms, while the covered patio offers a place to relax and savor nature's natural sounds. Grill area, outdoor seating, lounge chairs. 5 minutes to Indian Rocks Beach and downtown amenities. Embark on bike rides on the nearby Pinellas Trail and Tailor Park with our complimentary bikes. Enjoy fun and fishing with our provided kayaks and gear, easily loaded onto your car.

Luxury Villa with Pool, Game Room, Near Beach
Welcome to your tropical luxury escape! Spacious living flows to the heated pool, game room and sunny patio—perfect for family fun. • Bedrooms: 4 private suites, plush linens to ensure restful nights. • Location: Quiet neighborhood just minutes from the sandy beach, dining and shopping hotspots. • Heated pool & sun loungers • Arcade-style game room • Fast Wi-Fi & 5-star cleanliness • Pet friendly with fenced yard Have questions? We reply in under an hour—book your stay today! VR24-00060

The Emerald Villa, Eco-Luxury by the Sea
Eco-friendly, earth conscious seaside villa. Located just steps from the soft sands of the Gulf of Mexico beach, this exquisitely designed family home offers a luxurious yet sustainable escape. Encased in natural light, 4 bedrooms and 3 baths, the villa sleeps dynamic families and small groups in uncompromising comfort and style and provides all the zen essentials. In-house health suite with gym, infrared sauna and red light therapy available upon request at small additional daily fee.

The Tropical Oasis, w/ Solar Heated Pool and Games
Welcome to your private, tropical escape! Unwind by the solar-heated pool in a screened, mosquito-free lanai. FUN & GAMES: Enjoy Billiards (Pool Table) 🎱, Foosball, Cornhole, board games, and 3 Smart TVs 📺. PRIME LOCATION: Only 5 min 🚗 to Indian Rocks & Bellaire Beach, FL Botanical Garden, and dining. Essentials: 🌞 Heated Swimming Pool (Private!) 🎮 Billiard Table / Foosball Table / Cornhole / Boardgames and more! 🛏️ 4 Queen/Full Beds 🧺 Beach Amenities

Best location! 1 house to beach. Laundry in unit
1 house to the beach—a 1-minute walk! One of only 3 units in a private beachside villa on a peaceful street, away from crowded condos. Enjoy miles of beautiful beach, amazing sunsets, walkable restaurants, and nearby pickleball. Includes a private patio, full kitchen, washer/dryer, quiet ductless A/C, Wi-Fi, free parking, plus beach chairs, towels, and a cooler. Sleeps 4 with a comfy queen bed and pop-up sofa. Also ask about our 1- and 3-bedroom units.

Dolphin Cove Waterfront St. Pete Beach w/ Pool
THIS is the Florida life! A private oasis with a stunning tropical backyard and an oversized SALTWATER pool. Enjoy 140+ ft of waterfront on Bear Creek canal, where manatees and dolphins visit daily! Kayak just 15 minutes to nearby islands. Beaches are a quick 7-minute drive, downtown is 15 minutes away, and shops/restaurants are right across the street. The home is simple and unupdated, but the backyard is a true paradise you won’t forget!

Waterfront saltwater Pool home w boat slip
2 King Beds 1 bath Vintage cottage w outdoor saltwater pool on intracoastal waterway. Perfect for 1-4 guests. Bring your small boat no charge. ( Must provide your own supplies/ ties/ bumpers) Great for water sports, fishing, nature lovers. Only quiet respectful guests welcome. Work from home office with a beautiful view. This is someone's private home half of the year. It's professionally cleaned, welcoming, down to earth. BTR1587

Beachfront Paradise! Ground level with Heated pool
Gulf-front getaway with unbeatable beach access—step out your back door and right onto the sand! Enjoy a king bed, queen sleeper, fully stocked kitchen, in-unit washer/dryer, and professional linen service. Beach towels, two chairs, and an umbrella are included. Relax or grill by the shared heated pool and soak in the stunning Gulf views. Everything you need for the perfect beach escape—just bring your sunscreen and unwind!
Popular amenities for villa rentals near Anna Maria Island
Private villa rentals

IRB Harbor House Semiprivate Waterfront Pool Villa

Paradise Villa- Sarasota

Northshore BeachHouse West Anna Maria Island

Gorgeous Villa with Heated Pool & Beach Views!

Villa Summerwind 3bed/2bath pool villa

Seaside Inn a waterfront in Paradise

the Seaside 21

Starfish House - 2bed/2bad
Luxury villa rentals

Lilo & Stitch Ohana Villa|Heated Pool Near AMI

Newly Renovated- 150 Yards to Beach & Restaurants!

Private Beach Villa | Charming Decor | Sunset View

Casita on Fifth – Entire Casita

Clearwater Villa Heated Pool, Golf, 4K Projector

(BAYC) Heated Pool Villa. Boat rental available

Walk to Beach (4 min), Pool, Private Roof Deck

2 back-to-back Villas for 12 with 2 private pools
Villa rentals with a pool

One Block from the Beach Lido Beach Palms 5

The Spanish Sunset Villa | Pool •Private Oasis

Sarasota downtown Beach getaway

Luxury 4-Bedroom Pool Retreat Near Siesta Key

Villa Perdomo Family

Modern Luxury Villa - Heated Pool Spa, Game Room

Welcome to Casa Covella in Polynesian Gardens

Fully renovated villa on Siesta Key
Villa rentals with a hot tub

Lautus Villa

Bean Point Residence Unit B by SeaBreeze Vacation

La Villa, 1 of 4 rentals on-site. Heated Pool!

7845 Timberwood Cir, Sarasota, FL 34238

Country Coastal Farmhouse

Bohemian Inspired Villa with Golf Cart and SUV

Sunshine Get Away! Pool, Beach & Fun!

Golden Palms | Pool • Billiards • Firepit • BBQ
Quick stats about villa rentals near Anna Maria Island

Total holiday rentals
Explore 30 holiday rentals in Anna Maria Island

Nightly prices starting at
Anna Maria Island holiday rentals start at $243 AUD per night before taxes and fees

Verified guest reviews
Over 770 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 10 rentals that welcome pets

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
30 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

4.7 Average rating
Anna Maria Island stays receive an average rating of 4.7 out of 5 from guests
Destinations to explore
- Rentals with a kayak Anna Maria Island
- Beach house rentals Anna Maria Island
- Rentals with a sauna Anna Maria Island
- Waterfront rentals Anna Maria Island
- Rentals with a fireplace Anna Maria Island
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- Rentals with a fire pit Anna Maria Island
- Rentals with an EV charger Anna Maria Island
- Rentals with lake access Anna Maria Island
- Beachfront rentals Anna Maria Island
- Bungalow rentals Anna Maria Island
- Pet-friendly rentals Anna Maria Island
- Townhouse rentals Anna Maria Island
- Rentals with a hot tub Anna Maria Island
- Rentals with a washing machine and dryer Anna Maria Island
- Rentals with a patio Anna Maria Island
- Rentals with beach access Anna Maria Island
- Rentals with pools Anna Maria Island
- Family-friendly rentals Anna Maria Island
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- Villa rentals Manatee County
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- Siesta Beach
- Anna Maria Island 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
- Vinoy Park
- Manasota Key Beach
- Hard Rock Casino
- University of South Florida
- Crescent Beach
- John's Pass
- Tropicana Field
- Englewood Beach
- Fort De Soto Park
- Sand Key Beach
- Anna Maria Public Beach
- MidFlorida Credit Union Amphitheatre





