Villa vacation rentals in Anna Maria Island

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Top-rated villa rentals in Anna Maria Island

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Guest favorite

Villa in Nokomis

4.92 out of 5 average rating, 145 reviews

OMG* JUNE 13 $98! New Reno BEACH Villa 2KING/2BTH!

EXCLUSVE CASEY KEY beach just .5 mi. away!! Sarasota 10 mins away! Miles of uncrowded beach! Two KING bedrooms, two bath villa! The Villa is a short 1 minute drive from Casey Key Beach! Two new 55" 4K T.V's. New appliances and furnishings throughout! Kayaking, biking, boating... all right here! Lush tropical backyard and fire pit. There are many wonderful restaurants and shops within a five minute drive. Restoring this Villa has been a labor of love for us, read our reviews!! Come stay...:)

Guest favorite

Villa in Tampa

4.91 out of 5 average rating, 171 reviews

Busch Gardens, Moffitt, USF Charming Villa

Cozy 1 bedroom and 1 bathroom villa, completely renovated in Live Oaks Square. 3 minutes away from Busch Gardens, Adventure island, MOSI and USF. It is about 21 minutes from Tampa Airport. The back yard has been accommodated so you can enjoy every minute of your stay. -Tampa International Airport 15MI -Tampa Bay Buccaneers Stadium 8.0MI -Aquarium8.3MI -Busch Gardens1.6MI -Clearwater32MI -Adventure Island2.2MI -Epperson Lagoon23MI -James Haley Veterans2.9MI -USF3.2MI -Moffitt3.5MI -Publix4.1MI

Guest favorite

Villa in Holmes Beach

5.0 out of 5 average rating, 11 reviews

Waterfront in Paradise

Welcome to Seaside Inn, a CLEAN, single story, waterfront, 2/2 + bath en-suite that sleeps 6. Enjoy the island breeze on the private patio watching the sunrise or the dolphins swim by, spend time in the open concept, fully equipped kitchen, the perfect place for gathering with family and friends over a meal . We have patio seating, a fire pit area with cafe lighting, inside laundry, dock with water & electricity & so much more! Please save our listing to find us quickly! License # DWE5106414

Guest favorite

Villa in Bradenton

5.0 out of 5 average rating, 17 reviews

Sunswept Villa 4

Welcome to this unique & sundrenched getaway. With views of the Manatee River & situated steps from Mineral Springs Park & Riverwalk, you have quick access to fishing, beaches, dining, shopping, parks, & historical sites. This updated studio villa has a king size bed, full kitchen and stocked coffee/tea bar. There are lots of windows & front patio w/ river/park views. The back is lush with century old Live Oak Tree, waterfall, gardens, hammock & pool. Let your pup play in the fenced dog area.

Guest favorite

Villa in Safety Harbor

5.0 out of 5 average rating, 110 reviews

Villa Key West "Villas by Christine"

Perfect location, Charming Villa Guests are loving the newly renovated Villa Key West. Christine's goal was to make guests to feel the charm of a Key West Villa while experiencing the amenities of a 5 star hotel The Living room and bedrooms have large smart TV’s with complementary Roku, Netflix, Prime and Hulu. Enjoy the view out back of one of Safety Harbors 150 year old Oak & nature pond. We are per friendly. Please let us know you will be bringing pet. Pet fee of $100.00 due upon arrival.

Superhost

Villa in Indian Rocks Beach

4.89 out of 5 average rating, 85 reviews

Waterfront Villa, private heated Saltwater Pool

Vintage beach home with newer heated outdoor pool on the intracoastal waterway. 10-15 min walk to the white beach sand, parks, shops,cafes, pickle board / tennis courts, bait shop, massage studio and more. This property is reserved for quality considerate guests only. This is not a hotel like accommodation, this is someone's home. It's clean, welcoming, down to earth. It's self catering, each guest will need to provide their own insurance & supplies to meet the needs of their family. BTR1587

Guest favorite

Villa in Redington Shores

4.92 out of 5 average rating, 129 reviews

Peaceful 1 min to sand W/D Priv patio

Washer/dryer in unit. 1 house to beach entrance on beach side. 1 of 3 units in peaceful beachside villa in charming Redington Shores. Beach is wide, beautiful, less crowded, goes for miles.. Walking distance to many restaurants. Full kitchen, separate bedroom. Private patio. Quiet ductless AC, FREE PARKING in front, reliable WIFI, Smart TVs, BEACH supplies. 1 bedroom queen bed, separate living room comfortable pullout sofa. 2 more units available; 1 bdm & 2 bdm.

Superhost

Villa in Sarasota

4.84 out of 5 average rating, 128 reviews

Cozy, pet-friendly Home 3 miles to Siesta Key #1

Relax with your family & friends in this pet-friendly single story home in a quiet neighborhood, located within minutes from Siesta Key! This 3-bedroom home comfortably sleeps up to 7 people with 6 beds available. Other amenities include: - Central location: Siesta Key 3 miles away, Lido Key 4 miles - No stairs - Fenced in backyard, water and pet food bowls - Soft luxury bath towels - Beach chairs, umbrella, cooler, toys - Instant Pot, French press, dishwasher

Guest favorite

Villa in Indian Rocks Beach

5.0 out of 5 average rating, 23 reviews

Villa Blanca - Waterfront Midcentury Modern Home

Located in the charming and laid-back neighborhood of Indian Rocks Beach, Villa Blanca is ideally situated to enjoy all the amenities. The beautifully renovated mid-century modern waterfront home is completely updated, sparkling clean with a private pool, dock and only a 10-minute walk to the beach. In addition, there are 6 free pickleball courts where you can find advanced players and beginners within a 5 minute walk.BTR 2011

Guest favorite

Villa in Clearwater

4.91 out of 5 average rating, 129 reviews

V1-2 BR, direct waterfront, 2 min walk to beach

Beautiful Clearwater Beach, 2 bedroom villa direct waterfront located on the Mandalay Channel. WE feature 2 queen bed units with full kitchen and dining area as well as a beautiful waterfront view from the nicely appointed living room. Check out all our 5 STAR reviews and you will want to stay here too !! Very short 2 min walk to Clearwater Beach. We now have washer and dryer on site for guest use, no fee.

Guest favorite

Villa in Holmes Beach

4.98 out of 5 average rating, 53 reviews

Calico - Family Oasis - Steps from the Sand

Escape to paradise at our beautiful Anna Maria Island Villa! Located just steps away from the pristine beaches of the Gulf of Mexico, this stunning property offers the perfect blend of comfort and luxury. Our villa features 3 spacious bedrooms plus a wonderful tower room and can comfortably accommodate up to 8 guests.

Guest favorite

Villa in Sarasota

4.96 out of 5 average rating, 136 reviews

Newly Renovated- 150 Yards to Beach & Restaurants!

- Newly Renovated 2 Bed/1 Bath - Private Patio - Beach Gear Provided - New Washer & Dryer Shared Between Both Sides of Duplex - Beachside of Midnight Pass Rd - 3 Minute Walk to Private Beach Access - Neighborhood Heated Saltwater Pool - Short Walk to the Restaurants, Shops, and Bars