
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

IRB Harbor House Semiprivate Waterfront Pool Villa

Northshore BeachHouse West Anna Maria Island

Luxurious 4-Bedroom Retreat near Siesta Key

Remodeled Mid-century POOL house

My Little House - 2/2 on a lake

Here Love Blooms: 1B Secluded Villa For Romance!

River Pointe 3/2 Lakefront Home with Heated Pool

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

Private Beach Villa | Charming Decor | Sunset View

Mediterranean Villa w/ Beautiful Heated Pool/Spa

Luxury home in the heart of South Tampa & POOL!

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

(BAYC) Heated Pool Villa. Boat rental available

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

5 BR Luxury Beach Villa: Heated Pool & Games Room

Paradise with a pool, pier and private beach area
Villa rentals with a pool

Villa Bookelia - 4 Bedroom Pool Home

Paradise Villa- Sarasota

Solar Heated Pool Paradise/5mins 2 beach/Games/BBQ

Vacation Villa/Resort Pool 4 miles to Siesta Key

Villa Perdomo Family

Newly Remodeled Luxury Beach Villa on Siesta Key!

Villa Siesta II -Downtown Secret Community & Pool!

Palm Paradise: Near Beach, Heated Salt Water Pool
Villa rentals with a hot tub

The Sea House

7889 Timberwood

Coastal Farmhouse & Pool

#1 Rated Mansion • Heated Pool/Spa • Theater • Gym

Siesta Villa

Heated Pool • Hot Tub • Outdoor Kitchen/Theater

Stunning Water View, Kayaks, Resort Pool Sarasota

Luxury Villla Retreat, Sarasota, near #1 Beach!
Quick stats about villa rentals near Anna Maria Island
Total rentals
40 properties
Nightly prices starting at
$171 NZD before taxes and fees
Total number of reviews
960 reviews
Family-friendly rentals
30 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with a pool
30 properties have a pool
Destinations to explore
- Beach condo rentals Anna Maria Island
- Rentals with a sauna Anna Maria Island
- Townhouse rentals Anna Maria Island
- Rentals with a hot tub Anna Maria Island
- Beach house rentals Anna Maria Island
- Condo rentals Anna Maria Island
- Rentals with a washing machine and dryer Anna Maria Island
- Hotel rentals Anna Maria Island
- Rentals with an EV charger Anna Maria Island
- Rentals with a fire pit Anna Maria Island
- Cottage rentals Anna Maria Island
- House rentals Anna Maria Island
- Rentals with a fireplace Anna Maria Island
- Luxury rentals Anna Maria Island
- Beachfront rentals Anna Maria Island
- Bungalow rentals Anna Maria Island
- Pet-friendly rentals Anna Maria Island
- Rentals with lake access Anna Maria Island
- Waterfront rentals Anna Maria Island
- Rentals with outdoor seating Anna Maria Island
- Rentals with beach access Anna Maria Island
- Fitness-friendly rentals Anna Maria Island
- Apartment rentals Anna Maria Island
- Family-friendly rentals Anna Maria Island
- Rentals with a patio Anna Maria Island
- Rentals with a kayak Anna Maria Island
- Rentals with pools Anna Maria Island
- Villa rentals Manatee County
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- 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