
Villa rentals near Anna Maria Island
Find and book unique villas on Airbnb
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

Northshore BeachHouse West Anna Maria Island

Remodeled Mid-century POOL house

My Little House - 2/2 on a lake

October Getaway: Largo 1B /Private Pool/Near Beach

Starfish House - 2bed/2bad

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

Mediterranean Villa w/ Beautiful Heated Pool/Spa

Luxury home in the heart of South Tampa & POOL!

(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

La Isla Bonita by Coastal Chic Vacations

Waterfront Heated Pool, Sleeps 20 - 4plex

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

Vacation Villa/Resort Pool 4 miles to Siesta Key

Luxurious 4-Bedroom Retreat near Siesta Key

Villa Perdomo Family

Newly Remodeled Luxury Beach Villa on Siesta Key!

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

Palm Paradise: Near Beach, Heated Salt Water Pool

Busch Gardens Deluxe Edition w/heatedpool

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

Coastal Farmhouse & Pool

#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

Oasis Getaway -Beautiful House-Infinity Pool-Beach

Luxury Villla Retreat, Sarasota, near #1 Beach!

Courtyard Villa w/Pool, Spa & Sauna close to Beach
Quick stats about villa rentals near Anna Maria Island
Total rentals
40 properties
Nightly prices starting at
$139 CAD 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
- Condo rentals Anna Maria Island
- Waterfront rentals Anna Maria Island
- Beachfront rentals Anna Maria Island
- Bungalow rentals Anna Maria Island
- Pet-friendly rentals Anna Maria Island
- Hotel rentals Anna Maria Island
- Rentals with a washer and dryer Anna Maria Island
- House rentals Anna Maria Island
- Rentals with a kayak Anna Maria Island
- Beach house rentals Anna Maria Island
- Rentals with a fireplace Anna Maria Island
- Rentals with lake access Anna Maria Island
- Apartment rentals Anna Maria Island
- Rentals with pools Anna Maria Island
- Rentals with outdoor seating Anna Maria Island
- Family-friendly rentals Anna Maria Island
- Rentals with an EV charger Anna Maria Island
- Fitness-friendly rentals Anna Maria Island
- Beach condo rentals Anna Maria Island
- Rentals with a sauna Anna Maria Island
- Rentals with a patio Anna Maria Island
- Cottage rentals Anna Maria Island
- Rentals with a hot tub Anna Maria Island
- Luxury rentals Anna Maria Island
- Townhouse rentals Anna Maria Island
- Rentals with a firepit Anna Maria Island
- Rentals with beach access Anna Maria Island
- Villa rentals Manatee County
- Villa rentals Florida
- Villa rentals United States
- Siesta Beach
- Crescent Beach
- John's Pass
- Dunedin Beach
- Busch Gardens Tampa Bay
- Raymond James Stadium
- Turtle Beach
- Caspersen Beach
- Bean Point Beach
- Coquina Beach
- Lido Key Beach
- Anna Maria Public Beach
- Cortez Beach
- Amalie Arena
- Vinoy Park
- Gulfport Beach Recreation Area
- Streamsong Resort
- Jannus Live
- Manasota Key Beach
- North Beach
- ZooTampa at Lowry Park
- Adventure Island
- River Strand Golf and Country Club
- Splash Harbour Water Park