Villa accommodation in Anna Maria Island
Find and book unique villas on Airbnb
Top-rated villa rentals in Anna Maria Island
Guests agree: These villas are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Anna Maria Island villa rentals
Private villa rentals
Villa in Sarasota
4.92 out of 5 average rating, 25 reviewsBeautiful House w/ Pool, 10 Min to Siesta Beach
Villa in Siesta Key
4.91 out of 5 average rating, 56 reviewsSiesta Key BEACH SIDE villa/Private beach/pool
Villa in Sarasota
5.0 out of 5 average rating, 65 reviewsModern Retreat Close to Beaches |Pool|Game room
Villa in Gulfport
5.0 out of 5 average rating, 23 reviewsCozy funky duplex with KING bed
Villa in Sarasota
4.95 out of 5 average rating, 19 reviewsMid-Century Home with Heated Pool
Villa in Clearwater
5.0 out of 5 average rating, 10 reviewsNEW! 4 min Walk to Beach, Pool, Roof Deck
Villa in Bradenton
5.0 out of 5 average rating, 27 reviewsRiver Pointe 3/2 Lakefront Home with Heated Pool
Villa in Largo
4.98 out of 5 average rating, 89 reviewsQuiet 3BD Huge Tropical Garden & Patio. 5min Beach
Luxury villa rentals
Villa in Indian Rocks Beach
5.0 out of 5 average rating, 37 reviewsWater Front! Heated Pool, 6p Golf Cart, 2 Kayaks
Villa in Indian Rocks Beach
4.92 out of 5 average rating, 53 reviewsThe Emerald Villa, Eco-Luxury by the Sea
Villa in Seminole
4.98 out of 5 average rating, 44 reviews5 BR Luxury Beach Villa: Heated Pool & Games Room
Villa in Osprey
5.0 out of 5 average rating, 11 reviewsParadise with a pool, pier and private beach area
Villa in Seminole
4.96 out of 5 average rating, 26 reviewsTuscan Villa*Minutes from Redington Beach
Villa in Largo
4.97 out of 5 average rating, 60 reviewsLakeside Retreat-4plex Sleeps 20
Villa in Bradenton
4.5 out of 5 average rating, 4 reviewsBermuda style house on a bayou
Villa in Sarasota
4.9 out of 5 average rating, 10 reviewsCoastal Villa w/ Amazing Courtyard - Splash Pad!
Villa rentals with a pool
Villa in Tampa
5.0 out of 5 average rating, 54 reviewsLuxury home in the heart of South Tampa & POOL!
Villa in Largo
4.92 out of 5 average rating, 96 reviewsPoolside Palms Private Pool & Game Room - 7 Min to Indian Rocks Beach
Villa in Bradenton
5.0 out of 5 average rating, 23 reviews'The Gathering Place' Oasis with Huge Heated Pool
Villa in Largo
4.87 out of 5 average rating, 15 reviewsCozy Villa with a Pool
Villa in Largo
4.91 out of 5 average rating, 45 reviewsStunning waterfront home w/ pool, all new inside!
Villa in Sarasota
4.87 out of 5 average rating, 46 reviewsParadise Villa- Sarasota
Villa in Seminole
4.96 out of 5 average rating, 28 reviewsRenovated 3-bedroom villa with solar heated pool
Villa in Siesta Key
4.82 out of 5 average rating, 66 reviewsParadise Villa on Siesta Key
Destinations to explore
- St Petersburg Accommodation & holiday rentals
- Sarasota Holiday rentals
- Tampa Holiday rentals
- Key West Holiday rentals
- Naples Accommodation & holiday rentals
- Miami Holiday rentals
- Miami Beach Accommodation & holiday rentals
- Boca Raton Accommodation & holiday rentals
- Fort Lauderdale Accommodation & holiday rentals
- West Palm Beach Holiday rentals
- Kissimmee Holiday rentals
- Orlando Holiday rentals
- Villa rentals United States
- Villa rentals Florida
- Villa rentals Florida
- Beach house rentals Anna Maria Island
- Rentals with a patio Anna Maria Island
- Kid-friendly rentals Anna Maria Island
- Fitness-friendly rentals Anna Maria Island
- Beachfront rentals Anna Maria Island
- Pet-friendly rentals Anna Maria Island
- Rentals with a kayak Anna Maria Island
- Rentals with a fire pit Anna Maria Island
- Rentals with beach access Anna Maria Island
- Resort rentals Anna Maria Island
- Rentals with outdoor seating Anna Maria Island
- Apartment rentals Anna Maria Island
- Townhouse rentals Anna Maria Island
- Beach condo rentals Anna Maria Island
- Rentals with an EV charger Anna Maria Island
- Wheelchair accessible rentals Anna Maria Island
- Rentals with a sauna Anna Maria Island
- Cottage rentals Anna Maria Island
- Waterfront rentals Anna Maria Island
- Condo rentals Anna Maria Island
- Rentals with a washing machine and dryer Anna Maria Island
- House rentals Anna Maria Island
- Family-friendly rentals Anna Maria Island
- Monthly Rentals Anna Maria Island
- Rentals with a hot tub Anna Maria Island
- Rentals with lake access Anna Maria Island
- Rentals with a fireplace Anna Maria Island
- Rentals with pools Anna Maria Island
- Luxury rentals Anna Maria Island
- Villa rentals Kissimmee
- Villa rentals Tampa
- Villa rentals Manatee County
- 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