Villa vacation rentals in Anna Maria Island

Find and book unique villas on Airbnb

Top-rated villa rentals in Anna Maria Island

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Guest favorite

Villa in Sarasota

5 out of 5 average rating, 26 reviews

Siesta Villa

NEW to Airbnb - 1,478 SF Villa, in 25 acre, tropical, park-like setting, less than 5 miles from Siesta Key Beach. 7-night min. *AC in the lanai, enclosed with hurricane sliding doors and daybed provides a comfortable place to relax or take a nap. LED string lights provide a romantic ambiance. * HIGH SPEED INTERNET (200 mbps) *Enjoy the beautiful pool and spa *Modern Kitch w Quartz tops *Master BR suite & 2nd BR separated by two baths *Bikes, beach chairs, towels, coolers, racket sport equip.

Guest favorite

Villa in Sarasota

4.98 out of 5 average rating, 42 reviews

Village Des Pins - 2 bedroom 2 bath villa

Village des Pins is a community of tranquil villas with lush greenery, ponds, wildlife, oversized heated pool, hot tub, tennis courts, clubhouse w/ pool table, & outdoor grilling area. This resort-like villa is located minutes away from Siesta Key beach, Lido beach, Venice beach, MOTE Marine Laboratory & Aquarium, Ringling museum, garden and theater, Big Cat Habitat, golf courses, fine dining & shopping. Nearby: Publix, Costco, Target, Sprouts, Detwiler farm market, Starbucks, Chick-fil-A, Pizza

Guest favorite

Villa in Tampa

4.85 out of 5 average rating, 13 reviews

Luxury Pool Villa in Upscale Tampa Centrally Loctd

Surround yourself in this spacious, 3500 sf of luxurious finishes for your party to relax comfortably in. 5 Bedrms 5 Bath villa is the perfect choice. Heated Pool & outdoor entertainment awaits you. Stunning equipped kitchen, spa like bathrooms, and cozy bedrooms will astound you. The master bedroom features a king-sized bed & the other three bedrooms offer queen bed, two full-size beds & pair of twin size beds. Busch Gardens: 8min / Downtown: 17min / USF: 8min / Clearwater: 45min / Orlando :1hr

Guest favorite

Villa in Safety Harbor

5 out of 5 average rating, 125 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 Sarasota

4.75 out of 5 average rating, 124 reviews

Aloha Villa Pet Friendly 3 miles to Siesta Key #2

Your home away from home! Relax with your family & friends in this single story duplex in a quiet neighborhood, located a few miles from Siesta Key and Lido. Featuring original terrazzo floors and 3 br, this home offers a perfect cool and comfortable getaway for your family and pet. - Sleeps 7 people - Central location: Siesta Key 3 miles away Lido Key 4 miles - Fenced in backyard - Soft luxury bath towels - Beach chairs, umbrella, rolling cooler, toys - Fully stocked kitchen with Instant Pot

Guest favorite

Villa in Largo

4.91 out of 5 average rating, 112 reviews

Poolside Palms Private Pool & Game Room - 7 Min to Indian Rocks Beach

Poolside Palms - Just minutes from Indian Rocks Beach, Restaurants & Attractions! An indulgent getaway awaits in our fabulous 4BR/3.5BA home that features amazing indoor/outdoor entertaining space plus all the amenities to accommodate a large group of 14! Luxurious design, high-end bedrooms, comfortable and stylish furnishings, this two-level home boasts a game room & private pool and patio! Bright Livingroom, Incredible Kitchen, Elevated deck on a corner lot! Look no further - Just Book it!

Superhost

Villa in Siesta Key

4.82 out of 5 average rating, 68 reviews

Paradise Villa on Siesta Key

Beachy villa on Siesta Key that makes you feel like you're REALLY on vacation! Located on ground level so no stairs to carry beach gear up. Walking distance to two beautiful white sand Siesta Key beach access points. Screened in private lanai/porch to relax, read or eat in while still being outdoors. Walking distance to many great restaurants, stores & marina/activities. Heated pool is great after a day at the beach. Covered carport parking. Free shuttle stop close by to explore Siesta Key.

Superhost

Villa in Sarasota

4.82 out of 5 average rating, 45 reviews

Your own tropical paradise in Sarasota

This is my second Airbnb property in Sarasota, I have enjoyed having my guests and I am looking forward to more guests at this location. We pay extra attention to cleaning, we have masks and gloves if our guests need them. The villa has community pool and tennis court, in a quiet residential area, so bring your tennis racket! A lovely park is just nearby. We are close to everything, Restaurants, Farmer's Market, University Mall, Airport, Ringling Museum, Florida beaches 20 m away.

Superhost

Villa in Sarasota

4.84 out of 5 average rating, 25 reviews

3690 White Pine

Short distance to Siesta Key beaches, golf courses, shopping, restaurants and downtown. Resort style Community with large heated pool, hot tub, 2 tennis courts (one with lights), club house with pool table and space to rent for parties, grills, lakes and much more. 2 bedroom, 2 bath villa, 1 car garage and screened-in lanai, split floor plan, high ceilings, very light and bright. 3 TVs, Wifi Internet service provided. Guest Bdrm with 1 queen and 1 twin size beds.

Guest favorite

Villa in Clearwater

4.91 out of 5 average rating, 221 reviews

V3- 1 BR, waterfront villa, 2 min walk 2 beach

1 Bed, 1 Bath, Sleeps 4 (sofa sleeper) Located in a 4 villa complex just a 2 minute walk to white sandy Clearwater Beach! Quaint and casual is our motto. Villa has Cable TV, WI FI. Separate bedroom with King bed. This unit is adjacent to another 1 bedroom unit with an adjoining door so you could fit 6 people in 2 units !! We are not a hotel we are a vacation rental. We now have washer and dryer on the property for guest use, no fee.

Guest favorite

Villa in Tampa

4.83 out of 5 average rating, 113 reviews

Boho -Minimalist villa

Welcome to our Boho Minimalist Villa 4311 unit B with a 2 bedroom and 1 bathroom. Conveniently located in the heart of Tampa, Florida. “Points of interest” to visit and enjoy while you are here: Raymond’s James Stadium, New York Yankees Training Camp, Hillsborough Community College, International Tampa Airport, Downtown Tampa, Midtown within less than 10-minutes’ drive enjoy a great afternoon eating at many local restaurants.

Guest favorite

Villa in Sarasota

4.96 out of 5 average rating, 164 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