Villa vacation rentals in Longboat Key

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Top-rated villa rentals in Longboat Key

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Guest favorite

Villa in Nokomis

4.92 out of 5 average rating, 149 reviews

BIG Aug SALE! Sarasota! New BEACH Villa 2 BR/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 Sarasota

4.97 out of 5 average rating, 39 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 Sarasota

5 out of 5 average rating, 25 reviews

Vacation Luxury Villa/ Heated Pool -Beach Access

Entire Pool home on Siesta Key’s coveted Bay Island. Every detail is carefully planned! A Heated saltwater pool with a waterfall and poolside patio with a retractable awning , plus a screened seating area with a grill. The office doubles as a 4th bedroom. This perfect location offers quick access to Siesta Key Beach, downtown Sarasota’s entertainment, dining, and shopping. Visit Shell Road Beach, just 6/10 of a mile away, or enjoy the boating activities on the Intracoastal. : VR23-00020 Rental

Guest favorite

Villa in Largo

4.91 out of 5 average rating, 105 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!

Guest favorite

Villa in Safety Harbor

5 out of 5 average rating, 114 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.

Guest favorite

Villa in Sarasota

5 out of 5 average rating, 71 reviews

Modern Retreat Close to Beaches |Pool|Game room

Villa Palma offers everything you could want in a tropical retreat. Only 5 miles to Siesta Key, rated the #1 beach in the US & stunning Lido Key, and 5 mins to downtown Sarasota with tons of restaurants & attractions. Here, your only worry will be deciding whether to stay in & enjoy the pool, fire pit & enclosed sunroom or to go out & explore. You'll also love our dreamy chef's kitchen & delightful coffee bar, with an open concept living area making it ideal for a family reunion or vacation.

Guest favorite

Villa in Redington Shores

4.89 out of 5 average rating, 124 reviews

Exceptional location beachside Priv patio W/D

On beach side. Wide, pristine beach just outside your door goes for miles. 1 of 3 units in peaceful beachside villa. Special private retreat away from busy condos. Short walk to many restaurants Short drive to many activities. Washer/dryer in unit. Private patio, Quiet ductless AC (no noisy window units). Full kitchen, reliable WIFI, Smart TVs, Beach supplies. Free parking in front. Comfy queen bed in bedroom, comfortable sofa bed in LR. 1 bdrm & 2 bdrm unit also available

Guest favorite

Villa in Sulphur Springs

4.88 out of 5 average rating, 196 reviews

Busch Gardens, Moffitt, USF Tropical Villa

We are located in Live Oaks Square Tampa. The 2 Bedroom 2 Bathroom unit is completely renovated with unique furnishings, 3 minutes from Busch gardens and Adventure island. We are surrounded by some of the best restaurants in the Tampa Bay Area. -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 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 Clearwater Beach

4.92 out of 5 average rating, 218 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 Holmes Beach

4.98 out of 5 average rating, 60 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

4.91 out of 5 average rating, 183 reviews

Hansen- Gorgeous 3BR/2BA Villa near Siesta Key

This Tranquil Villa has its own private pool, indoor washer/dryer, screened-in lanai, outside grill, modern cottage decor and fully equipped kitchen. Great location, just one block from 41 (S. Tamiami Tr) and Bee Ridge Rd. Centrally located, (5 miles only) between both Siesta Key Beach & Downtown Sarasota.