
Villa rentals near Anna Maria Island
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Top-rated villa rentals near Anna Maria Island
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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!!

Starfish House - 2bed/2bad
An Anna Maria Island Vacation to remember is waiting for you at Starfish Beach #4. This charming complex is small and quiet, perfect for a relaxing beach getaway. A shared pool is available in the courtyard. You'll enjoy being just steps from the Anna Maria Public beach access. With a short walk, finding your place in the sand each morning will be easier than ever! 50 yards to the BEACH! Bed size: 1 K, 1 Q, sleeper Baby accessories available for rent. Snoo Bassinet high chair pack and play

Sunswept Villa 4 - Waterview! 15 min to AMI beach
Welcome to this unique & sundrenched getaway. With views of the Manatee River & situated steps from Mineral Springs Park & Riverwalk, you have quick access to fishing, beaches, dining, shopping, parks, & historical sites. This updated studio villa has a king size bed, full kitchen and stocked coffee/tea bar. There are lots of windows & front patio w/ river/park views. The back is lush with century old Live Oak Tree, waterfall, gardens, hammock & pool. Let your pup play in the fenced dog area.

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

Tropical Luxury Villa: 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 and blackout shades 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!

Waterfront Condo w/ Kayaks, Resort Pool, Sarasota
Indulge in serenity and style with this tranquil waterfront haven. Enjoy incredible views, a central location, and top-notch amenities! This luxurious condo boasts spacious interiors, contemporary finishes, and a balcony offering mesmerizing waterfront vistas. Proximity to restaurants, beaches, shopping, and more. Direct access to the Gulf, allows you to savor stunning Sarasota sunsets or bask in the beauty of the bayfront. Unwind and make the most of this exceptional retreat!

5 min to Siesta Key, Heated Pool, Grill, WiFi
Welcome to 'Villa Tropicana' 'Villa Tropicana' is a 3BD/2BA home featuring a pool with a deck. Enjoy a beverage in the tropical front garden or sunbathe by the pool out back for a dream vacation. The best part is the location - less than 5 minutes away from the gorgeous beaches of the world famous Siesta Key. In case you need any additional information, please try prefix 941, followed by 376, and finally 8679. Thank you, Ven & The Hacienda Team

Boho -Minimalist villa
Welcome to our Boho Minimalist Villa 4311 unit B with a 2 bedroom and 1 bathroom. Conveniently located in the heart of Tampa, Florida. “Points of interest” to visit and enjoy while you are here: Raymond’s James Stadium, New York Yankees Training Camp, Hillsborough Community College, International Tampa Airport, Downtown Tampa, Midtown within less than 10-minutes’ drive enjoy a great afternoon eating at many local restaurants.

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

Villa Siesta II -Downtown Secret Community & Pool!

Remodeled Mid-century POOL house

Mi Pequeña Casa - 2/2 on a lake

River Pointe 3/2 Lakefront Home with Heated Pool

Siesta Key*PRIVATE BEACH*Gulf Side*Heated Pool
Luxury villa rentals

Mediterranean Villa w/ Beautiful Heated Pool/Spa

Luxury home in the heart of South Tampa & POOL!

1 House to beach! Peaceful beachside getaway

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

(BAYC) Heated Pool Villa. Boat rental available

[TOP PlCK] 5BR Family Pool Villa By Eagle Park!

4 min Walk to Beach, Pool, Roof Deck

Waterfront Heated Pool, Sleeps 20 - 4plex
Villa rentals with a pool

Tiki Bella Villa (Entire home with Pool)

Luxury 4-Bedroom Pool Retreat Near Siesta Key

Villa Perdomo Family

Newly Remodeled Luxury Beach Villa on Siesta Key!

Hansen- Gorgeous 3BR/2BA Villa near Siesta Key

The Citrus Hideout – SK Collection

Busch Gardens Deluxe Edition w/heatedpool

Reimagine Relaxation: Discover 1B Luxury Vacation!
Villa rentals with a hot tub

La Villa, 1 of 3 rentals on-site, pool, near beach

The Sea House

Private Tropical Paradise

7889 Timberwood

Coastal Farmhouse & Pool

Modern Luxury Villa - Heated Pool Spa, Game Room

Relaxation awaits in this bohemian inspired villa

Villa Blanca - Waterfront Midcentury Modern Home
Quick stats about villa rentals near Anna Maria Island
Total rentals
40 properties
Nightly prices starting at
G$18,825 GYD before taxes and fees
Total number of reviews
1K reviews
Family-friendly rentals
30 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with a pool
20 properties have a pool
Destinations to explore
- Rentals with a kayak Anna Maria Island
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- Siesta Beach
 - Crescent Beach
 - John's Pass
 - Raymond James Stadium
 - Busch Gardens Tampa Bay
 - Dunedin Beach
 - Turtle Beach
 - Caspersen Beach
 - Coquina Beach
 - Cortez Beach
 - Anna Maria Public Beach
 - Lido Key Beach
 - Vinoy Park
 - Amalie Arena
 - Bean Point Beach
 - Jannus Live
 - Gulfport Beach Recreation Area
 - ZooTampa at Lowry Park
 - North Beach
 - Manasota Key Beach
 - River Strand Golf and Country Club
 - Adventure Island
 - Tampa Palms Golf & Country Club
 - Splash Harbour Water Park