
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

Villa Key West "Villas by Christine"

Modern Vacation Villa 4 miles to Siesta Key

Aloha Villa Pet Friendly 3 miles to Siesta Key #2

Newly Remodeled Luxury Beach Villa on Siesta Key!

Updated Downtown Sarasota Villa, 2b/2b

Private Pool-New Kitchen-1B Ultimate Luxury Villa.

Your own tropical paradise in Sarasota

NEW-Cheerful 2-bedroom villa-13 min. to Siesta Key
Luxury villa rentals

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

Lakeside Villa

6BR Heated Pool Triplex Perfect for Gatherings

Best deal in town!

(BAYC) Heated Pool Villa. Boat rental available

2 back-to-back Villas for 12 with 2 private pools

The Emerald Villa, Eco-Luxury by the Sea

The Palm Island Villa Luxury 4 BDR Waterfront Home
Villa rentals with a pool

Villa Luxe~Heated Saltwater Pool~Near Beaches

Paradise Villa- Sarasota

Coastal Farmhouse & Pool

Luxury home in the heart of South Tampa & POOL!

Perfect location 6BR/4BA Pool GameRoom 5 min Beach

Florida Villa Sunrise - 4 Bedroom Home with Pool

Busch Gardens Deluxe Edition w/heatedpool

Southern Charm Villa with Pool
Villa rentals with a hot tub

Tampa heat pool /hot tub lake view near airport

Mediterranean Villa w/ Beautiful Heated Pool/Spa

3690 White Pine

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

Siesta Villa

Family Oasis-Beautiful House-Infinity Pool-Beaches

Near Siesta Key, Private, Steps to pool!

JUNE SALE! Beach Sarasota! New Reno Villa 2BR/2BTH
Quick stats about villa rentals near Anna Maria Island
Total rentals
40 properties
Nightly prices starting at
$110 before taxes and fees
Total number of reviews
910 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
- Rentals with a kayak Anna Maria Island
- Kid-friendly rentals Anna Maria Island
- Condo rentals Anna Maria Island
- Rentals with a fire pit Anna Maria Island
- Apartment rentals Anna Maria Island
- Beach condo rentals Anna Maria Island
- Family-friendly rentals Anna Maria Island
- Beach house rentals Anna Maria Island
- Rentals with a fireplace Anna Maria Island
- House rentals Anna Maria Island
- Luxury rentals Anna Maria Island
- Rentals with an EV charger Anna Maria Island
- Rentals with a sauna Anna Maria Island
- Waterfront rentals Anna Maria Island
- Rentals with beach access Anna Maria Island
- Rentals with pools Anna Maria Island
- Rentals with a hot tub Anna Maria Island
- Rentals with a patio Anna Maria Island
- Rentals with outdoor seating 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
- Townhouse rentals Anna Maria Island
- Rentals with lake access Anna Maria Island
- Cottage rentals Anna Maria Island
- Fitness-friendly rentals Anna Maria Island
- Hotel rentals Anna Maria Island
- Villa rentals Manatee County
- Villa rentals Florida
- Villa rentals United States
- Siesta Beach
- Dunedin Beach
- Anna Maria Public Beach
- John's Pass
- Crescent Beach
- Turtle Beach
- Caspersen Beach
- Bean Point Beach
- Cortez Beach
- Lido Key Beach
- Busch Gardens Tampa Bay
- Raymond James Stadium
- Amalie Arena
- Coquina Beach
- Gulfport Beach Recreation Area
- Clearwater Beach
- Vinoy Park
- North Beach
- Fort De Soto Park
- Manasota Key Beach
- Tampa Theatre
- Curtis Hixon Waterfront Park
- Streamsong Resort
- Jannus Live
- St Petersburg Vacation rentals
- Tampa Bay Vacation rentals
- Seminole Vacation rentals
- Tampa Vacation rentals
- Central Florida Vacation rentals
- Four Corners Vacation rentals
- Kissimmee Vacation rentals
- Orlando Vacation rentals
- Saint Johns River Vacation rentals
- Fort Lauderdale Vacation rentals
- Gold Coast Vacation rentals
- Miami Vacation rentals
- Cabins United States
- Treehouses United States
- Glamping United States
- Tiny Houses United States
- Beach Houses United States
- Campers and RVs United States
- Lakehouses United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Family travel hub Tips and inspiration
- Family budget travel Get there for less
- Vacation ideas for any budget Make it special without making it spendy
- Travel Europe on a budget How to take the kids to Europe for less
- Outdoor adventure Explore nature with the family
- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes