
Villa rentals near Anna Maria Island
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Top-rated villa rentals near Anna Maria Island
Guests agree: these stays are highly rated for location, cleanliness, and more.

Tranquil Tide Villa - Waterview! 15 min to beach
Rest easy at this unique & tranquil retreat. With views of the Manatee River & steps from Mineral Springs Park & Riverwalk, you have quick access to fishing, beaches, dining, shopping, parks, & historical sites. This updated one bedroom w/ queen bed one bath villa has a full kitchen and stocked coffee/tea bar. There is a sleeper sofa in the living room as well. The back patio has a view of century old Live Oak Tree, waterfall, gardens, hammock & pool. Let your pup play in the fenced in dog area.

Double Waterfront Estate; Kayaks,Firepit, 11 Beds!
-Double WaterFront Urban Estate with it`s own Spring Fed Pond! *3 FirePits *Complimentary Kayaks, Paddleboard, &Canoe for Exploring & Fishing *Fast Wifi &Smart Tv`s *5 Mins from Famed Seminole Heights Restaurants *10 Mins to Downtown Tampa, RiverWalk, Convention Center, Amalie Arena, MFU Ampitheatre, HardRock, Water St. & Armature Works *15 Mins to Raymond James Stadium, Airport, &Cypress Point Park Beach & 0 Minutes from An Epic Sunset View with Your Friends!tre

Heated Pool! Huge Walk In Shower! 5 min to beach!
Welcome to Coastal Paradise! This modern villa is newly remodelled and professionally furnished with a beautiful coastal theme. It has a very spacious open layout with plenty of space for the whole family. A huge master walk in shower with two shower heads and four body jets! Out back is a private heated pool with lounge chairs, grill, a hammock, corn hole and a beautiful patio set to enjoy a meal outdoors. Madeira beach is only a 5 min drive away! We also provide all your beach necessities!!

Villa Key West "Villas by Christine"
Perfect location, Charming Villa Guests are loving the newly renovated Villa Key West. Christine's goal was to make guests to feel the charm of a Key West Villa while experiencing the amenities of a 5 star hotel The Living room and bedrooms have large smart TV’s with complementary Roku, Netflix, Prime and Hulu. Enjoy the view out back of one of Safety Harbors 150 year old Oak & nature pond. We are per friendly. Please let us know you will be bringing pet. Pet fee of $100.00 due upon arrival.

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.

Duplex - just mins to Siesta Beach - Pet Friendly
This is a 2/1 in Sarasota's Historic Laurel Park that offers a great downtown and beach experience! Walk/bike to historic downtown with shops, restaurants, bars, boutiques, parks, and music/theater. Minutes from the best beaches in the U.S. Enjoy the lanai & fenced backyard for privacy . Grill & enjoy your favorite beverage while watching your favorite show on the lanai ! Enjoy taking your pet for a walk & check out the historic homes in the area! Short term rental number VR24-00222

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

Peaceful 1 house to beach Wal to restaurants
BEACH ACCESS IS STEPS FROM YOUR DOOR! A 30 second walk. 1 of 3 units in a private beachside villa tucked away on a peaceful street. A hidden gem away from busy condos. Wide beautiful beach goes for miles. Walk to many restaurants. Washer/dryer in unit. *Private patio. *Full sized kitchen. *Quiet ductless AC, *Free parking in front. *BEACH supplies provided. 1 bedroom super comfy queen bed, separate living room very comfortable pop-up sofa. 2 more units available; 1 bdm & 2 bdm.

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

Tampa heat pool /hot tub lake view near airport
Welcome to home away from home! This beautiful 4 bedroom 2 bathroom house is new with modern decor and has everything you need for a comfortable and relaxing stay. The house features a sparkling swimming pool and a hot spa, perfect for unwinding after a long day. Located in brandon, you’ll be just 15 minutes away from downtown, where you can experience the city’s vibrant culture and attractions. Get ready to create some unforgettable memories in this charming abode.

Quiet Downtown Sarasota Villa. 2 bed 2 bath. 644
Enjoy a stylish experience at this centrally-located attached villa, in the heart of Laurel Park, in downtown Sarasota. 2 bedrooms and 2 bathrooms. All the modern conveniences including a new 75" smartTV, kitchen, private yard & free parking. Ground floor villa offering 2 bedrooms & 2 bathrooms. Bedroom 1 has a king sized bed, Bedroom 2 has 2 twin beds & the living room has a pull out sleeper sofa. BBQ available out back for grilling. Updated 2023.
Popular amenities for villa rentals near Anna Maria Island
Private villa rentals

IRB Harbor House Semiprivate Waterfront Pool Villa

Paradise Villa- Sarasota

Anna Maria Island Beach Getaway – Sleeps 6

Northshore BeachHouse West Anna Maria Island

Cheerful 2 bd 2 bt Villa close to Siesta Key Beach

Remodeled Mid-century POOL house

the Seaside 21

Lakefront 2BR • Perfect for IMG & Long Stays
Luxury villa rentals

Casita on Fifth – Entire Casita

NEW! Waterfront Hot Tub, Heated Pool, & Golf Cart

Luxury 4-Bedroom Pool Retreat Near Siesta Key

Luxury home in the heart of South Tampa & POOL!

Modern Luxury Villa - Heated Pool Spa, Game Room

Perfect location 6BR/4BA Pool GameRoom 5 min Beach

The Belleair Estate | Waterfront & Heated Pool

Best deal in town!
Villa rentals with a pool

Serene Heated Pool Oasis Tampa Vacation

Newly Renovated- 150 Yards to Beach & Restaurants!

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

Villa Perdomo Family

5 min to Siesta Key, Heated Pool, BBQ, Fast WiFi

Siesta Villa

Busch Gardens Deluxe Edition w/heatedpool

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

[TRENDlNG] Modern 5BR Pool Villa + Arcade & Sauna

Bean Point Residence Unit B by SeaBreeze Vacation

Coastal Farmhouse & Pool

Relaxation awaits in this bohemian inspired villa

Villa Blanca - Waterfront Midcentury Modern Home

Waterfront Condo w/ Kayaks, Resort Pool, Sarasota

Sunshine Get Away! Pool, Beach & Fun!

Tropical Villa retreat+ SwimSpa near DT & Beach's
Quick stats about villa rentals near Anna Maria Island

Total vacation rentals
Explore 40 vacation rentals in Anna Maria Island

Nightly prices starting at
Anna Maria Island vacation rentals start at ﺩ.ﺇ477 per night before taxes and fees

Verified guest reviews
Over 1,020 verified reviews to help you choose

Family-friendly vacation rentals
30 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Vacation rentals with a pool
20 properties feature pools

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
40 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

4.7 Average rating
Anna Maria Island stays receive an average rating of 4.7 out of 5 from guests
Destinations to explore
- Rentals with a sauna Anna Maria Island
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- Siesta Beach
- Crescent Beach
- Raymond James Stadium
- Busch Gardens Tampa Bay
- John's Pass
- Turtle Beach
- Coquina Beach
- Vinoy Park
- Caspersen Beach
- Lido Key Beach
- Dunedin Beach
- Amalie Arena
- Cortez Beach
- Bean Point Beach
- Anna Maria Public Beach
- Jannus Live
- Tampa Palms Golf & Country Club
- ZooTampa at Lowry Park
- Manasota Key Beach
- River Strand Golf and Country Club
- Hard Rock Casino
- Englewood Beach
- North Beach At Fort DeSoto Park
- Splash Harbour Water Park




