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

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

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!

Siesta Key*PRIVATE BEACH*Gulf Side*Heated Pool
Beautifully updated villa conveniently located BEACH SIDE on Siesta Key/Crescent Beach. Short 3 minute walk to our PRIVATE beach w/loungers. No walking across Midnight Pass. NO HUGE CROWDS. 1 large bedroom, PLUS a queen pull out sofa & air mattress. FULLY equipped kitchen w/granite counters,2 new smart TV's,GORGEOUS bathroom w/8ft shower,screened lanai, & outdoor shower. Steps to heated community pool,laundry facilities & free trolly. Walk to Stickney Point Restaurants/Bars/Rentals/Marina

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!

Villa Blanca - Waterfront Midcentury Modern Home
Located in the charming and laid-back neighborhood of Indian Rocks Beach, Villa Blanca is ideally situated to enjoy all the amenities the beach community has to offer. The beautifully renovated mid-century modern waterfront home is completely updated, sparkling clean with a private pool, dock and only a 10-minute walk to the beach. You will also find pickleball courts, a skate board park, children’s playground and a nature preserve boardwalk within a 5 minute walk.BTR 2011

[TRENDlNG] Modern 5BR Pool Villa + Arcade & Sauna
The Ultimate Vacation Awaits! Welcome to your home away from home—where comfort, fun, and relaxation all come together. Whether you’re here to unwind, explore, or make memories with friends and family, this place has you covered. Just 5 minutes from Madeira Beach and a short drive to Indian Rocks, Indian Shores, and Redington Shores—enjoy quick access to some of Florida’s best white-sand beaches and crystal-clear Gulf waters!

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

Paradise Villa- Sarasota

Northshore BeachHouse West Anna Maria Island

Cozy funky duplex with KING bed

Luxury 4-Bedroom Pool Retreat Near Siesta Key

Villa Siesta II -Downtown Secret Community & Pool!

Remodeled Mid-century POOL house

My Little House - 2/2 on a lake

Pamper Yourself With A High-End Stacay – 1B Home.
Luxury villa rentals

Family Haven/Kid's Amenities Near Honeymoon Island

IRB Harbor House Semiprivate Waterfront Pool Villa

Luxury home in the heart of South Tampa & POOL!

1 House to beach! Peaceful beachside getaway

5 min to Siesta Key, Heated Pool, Grill, WiFi

(BAYC) Heated Pool Villa. Boat rental available

4 min Walk to Beach, Pool, Roof Deck

5 BR Luxury Beach Villa: Heated Pool & Games Room
Villa rentals with a pool

Heated Pool Paradise/Billiards/BBQ/5 min 2 Beach

Villa Perdomo Family

Relax just steps from beach & Gulf of America

Newly Remodeled Luxury Beach Villa on Siesta Key!

Siesta Villa

6BR Waterfront • Heated Pool • Hot Tub • Game Room

The Citrus Hideout – SK Collection

Busch Gardens Deluxe Edition w/heatedpool
Villa rentals with a hot tub

Tampa heat pool /hot tub lake view near airport

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

The Sea House

Private Tropical Paradise

7845 Timberwood Cir, Sarasota, FL 34238

Modern Luxury Villa - Heated Pool Spa, Game Room

Relaxation awaits in this bohemian inspired villa

Stunning Water View, Kayaks, Resort Pool Sarasota
Quick stats about villa rentals near Anna Maria Island
Total rentals
40 properties
Nightly prices starting at
G$18,777 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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- Rentals with a sauna Anna Maria Island
- Rentals with lake access Anna Maria Island
- Villa rentals Manatee County
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- Villa rentals United States
- 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