
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.
Popular amenities for villa rentals near Anna Maria Island
Private villa rentals

Paradise Villa- Sarasota

Northshore BeachHouse West Anna Maria Island

Luxurious 4-Bedroom Retreat near Siesta Key

Remodeled Mid-century POOL house

La Isla Bonita by Coastal Chic Vacations

Elegant Coastal Villa: 1BR Home Near Golf Course!

Starfish House - 2bed/2bad

Tranquil Tide Villa - Waterview! 15 min to beach
Luxury villa rentals

Family Haven/Kid's Amenities Near Honeymoon Island

IRB Harbor House Semiprivate Waterfront Pool Villa

Mediterranean Villa w/ Beautiful Heated Pool/Spa

Luxury home in the heart of South Tampa & POOL!

(BAYC) Heated Pool Villa. Boat rental available

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

4 min Walk to Beach, Pool, Hot Tub, Roof Deck

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

Villa Bookelia - 4 Bedroom Pool Home

Vacation Villa/Resort Pool 4 miles to Siesta Key

Villa Perdomo Family

Villa Siesta II -Downtown Secret Community & Pool!

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

Coastal Cottage

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

Sunshine Get a Way! Pool, Beach & Fun!
Villa rentals with a hot tub

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

Coastal Farmhouse & Pool

Lux Villa w/heated Pool&Spa, Golf, Mins to Beach

Modern Luxury Retreat - Heated Pool Spa, Game Room

Heated Pool & Spa • Outdoor Kitchen/Theater/Games

Waterfront Condo w/ Kayaks, Resort Pool, Sarasota

Villa Blanca - Waterfront Midcentury Modern Home

Oasis Getaway -Beautiful House-Infinity Pool-Beach
Quick stats about villa rentals near Anna Maria Island
Total rentals
30 properties
Nightly prices starting at
€ 86 before taxes and fees
Total number of reviews
940 reviews
Family-friendly rentals
20 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
- Beach condo rentals Anna Maria Island
- Hotel rentals Anna Maria Island
- Rentals with an EV charger Anna Maria Island
- Cottage rentals Anna Maria Island
- Rentals with a fireplace Anna Maria Island
- Rentals with pools Anna Maria Island
- Luxury rentals Anna Maria Island
- Rentals with a fire pit Anna Maria Island
- Rentals with a hot tub Anna Maria Island
- Rentals with a kayak Anna Maria Island
- Family-friendly rentals Anna Maria Island
- Waterfront rentals Anna Maria Island
- Rentals with a sauna Anna Maria Island
- Rentals with a patio Anna Maria Island
- Townhouse rentals Anna Maria Island
- Beachfront rentals Anna Maria Island
- Bungalow rentals Anna Maria Island
- Pet-friendly rentals Anna Maria Island
- Rentals with a washer and dryer Anna Maria Island
- Fitness-friendly rentals Anna Maria Island
- House rentals Anna Maria Island
- Rentals with beach access Anna Maria Island
- Rentals with outdoor seating Anna Maria Island
- Condo rentals Anna Maria Island
- Rentals with lake access Anna Maria Island
- Beach house rentals Anna Maria Island
- Apartment rentals Anna Maria Island
- Villa rentals Manatee County
- Villa rentals Florida
- Villa rentals United States
- Siesta Beach
- Crescent Beach
- John's Pass
- Busch Gardens Tampa Bay
- Raymond James Stadium
- Dunedin Beach
- Turtle Beach
- Caspersen Beach
- Coquina Beach
- Lido Key Beach
- Anna Maria Public Beach
- Cortez Beach
- Vinoy Park
- Amalie Arena
- Bean Point Beach
- Streamsong Resort
- Gulfport Beach Recreation Area
- Jannus Live
- Manasota Key Beach
- ZooTampa at Lowry Park
- North Beach
- Adventure Island
- River Strand Golf and Country Club
- Splash Harbour Water Park