
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

Paradise Villa- Sarasota

Cozy funky duplex with KING bed

Luxurious 4-Bedroom Retreat near Siesta Key

Vacation Villa/Resort Pool 4 miles to Siesta Key

Remodeled Mid-century POOL house

The New Pinnacle of Relaxation – 1B Luxe Villa.

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

NEW Family Haven: Near Honeymoon Island

Short walk to the beach-Unit A

Private Beach Villa | Charming Decor | Sunset View

Northshore BeachHouse West Anna Maria Island

Luxury home in the heart of South Tampa & POOL!

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

5 BR Luxury Beach Villa: Heated Pool & Games Room

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

Villa Bookelia - 4 Bedroom Pool Home

The Sea House

Newly Remodeled Luxury Beach Villa on Siesta Key!

(BAYC) Heated Pool Villa. Boat rental available

Siesta Villa

7891 Timberwood, Sarasota, Florida

Busch Gardens Deluxe Edition w/heatedpool

Your own tropical paradise in Sarasota
Villa rentals with a hot tub

Tampa heat pool /hot tub lake view near airport

Coastal Farmhouse & Pool

Modern Luxury Retreat - Heated Pool Spa, Game Room

#1 Rated Mansion · Heated Pool/Spa, Theater, Gym

Heated Pool - Hot Tub - Outdoor Kitchen/Theater

Waterfront Condo w/ Kayaks, Resort Pool, Sarasota

Villa Blanca - Waterfront Midcentury Modern Home

Family Oasis-Beautiful House-Infinity Pool-Beaches
Quick stats about villa rentals near Anna Maria Island
Total rentals
40 properties
Nightly prices starting at
R1,748 ZAR 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 house rentals Anna Maria Island
- Rentals with outdoor seating Anna Maria Island
- Rentals with a fireplace Anna Maria Island
- Waterfront rentals Anna Maria Island
- Rentals with an EV charger Anna Maria Island
- Rentals with a washer and dryer Anna Maria Island
- Beachfront rentals Anna Maria Island
- Bungalow rentals Anna Maria Island
- Pet-friendly rentals Anna Maria Island
- Apartment rentals Anna Maria Island
- Rentals with pools Anna Maria Island
- Rentals with a fire pit Anna Maria Island
- Rentals with a kayak Anna Maria Island
- Hotel rentals Anna Maria Island
- Cottage rentals Anna Maria Island
- Rentals with beach access Anna Maria Island
- Rentals with a sauna Anna Maria Island
- Rentals with lake access Anna Maria Island
- Condo rentals Anna Maria Island
- House rentals Anna Maria Island
- Rentals with a hot tub Anna Maria Island
- Beach condo rentals Anna Maria Island
- Fitness-friendly rentals Anna Maria Island
- Family-friendly rentals Anna Maria Island
- Townhouse rentals Anna Maria Island
- Rentals with a patio Anna Maria Island
- Luxury rentals Anna Maria Island
- Villa rentals Manatee County
- Villa rentals Florida
- Villa rentals United States
- Siesta Beach
- Crescent Beach
- Dunedin Beach
- John's Pass
- Turtle Beach
- Raymond James Stadium
- Busch Gardens Tampa Bay
- Caspersen Beach
- Bean Point Beach
- Anna Maria Public Beach
- Coquina Beach
- Cortez Beach
- Lido Key Beach
- Amalie Arena
- Gulfport Beach Recreation Area
- Vinoy Park
- Streamsong Resort
- Jannus Live
- North Beach
- Manasota Key Beach
- ZooTampa at Lowry Park
- Adventure Island
- Splash Harbour Water Park
- Tampa Palms Golf & Country Club