
Villa vacation rentals in Longboat Key
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Top-rated villa rentals in Longboat Key
Guests agree: these villas are highly rated for location, cleanliness, and more.

APRIL OPEN 1 min to beach, New, PETS OK!, 2Br/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...:)

Updated Downtown Sarasota Villa, 2b/2b
Enjoy a stylish experience at this centrally-located 2 bedroom, 2 bathroom attached villa in historic Laurel Park, downtown Sarasota. New 75” smart TV! Sleeps 6. Bedroom 1: King bed w/ en suite bathroom. Bedroom 2: 2 queen beds. Granite kitchen. 2 bathrooms. Fenced outdoor paver patio w/washer & dryer. Updated 2022. Free parking outside villa. Walking distance to downtown Sarasota, Selby Gardens, Marina Jack, Main St & more. Pottery Barn furnishing, beachy vibe & free WiFi! Free parking too!

Heated Hybrid Pool~Modern Beach House~Walk 2 beach
Welcome to Sweet Serenity! A newly renovated modern beach house that comes with an endless amount of amenities including all your beach needs and a large brand new HEATED Hybrid Pool that has room for the whole family. Just pack your clothes & we will provide the rest. This home is perfect for your family vacation w/ a very open layout, tons of beach decor to get you in that island mood & 3 large bedrooms. Located in a quiet family friendly neighbourhood, a short, less than 10 min walk 2 beach!

Entire Standalone Villa,1.2k sf,1 block Lido Beach
Welcome to our cute, spacious, sun filled and newly renovated Beach Villa. A Happy place for sandy feet, friends, and family. The Villa is located 1 block away from world famous Lido Beach, a 7 min walk to St Armand's Circle, and a short 3 mile drive to grocery shopping & the excitement of downtown Sarasota. The 2 bdr villa comfortably sleeps up to 6 people and features a private outdoor patio, spacious dining area, in-unit washer/dryer & dedicated parking. Come enjoy a taste of paradise!

Fabulous updates! Beach 30 sec walk. 2 king 2 twin
Construction upgrades complete! 30 second walk to gorgeous beach with amazing sunsets and miles of beachfront. Tucked away on a quiet street, a hidden gem away from busy condos. 1 of 3 units in a small villa on the beach side. Walk to restaurants 2 bedrooms King beds, 1 with 2 Twins (this room has W/D). Blackout curtains & comfy mattresses Super comfy new sofa. Beautiful well equipped kitchen Beach towels, chairs & cooler. Washer/Dryer in unit, central AC, Wi-Fi, free parking in front.

Quiet 3BD Huge Tropical Garden & Patio. 5min Beach
Escape to our tranquil tropical paradise! Our private garden overflows with emerald palm trees, exotic foliage and native blooms, while the covered patio offers a place to relax and savor nature's natural sounds. Grill area, outdoor seating, lounge chairs. 5 minutes to Indian Rocks Beach and downtown amenities. Embark on bike rides on the nearby Pinellas Trail and Tailor Park with our complimentary bikes. Enjoy fun and fishing with our provided kayaks and gear, easily loaded onto your car.

Duplex - just mins to Siesta Beach - Pet Friendly
This is a 2/1 in Sarasota's Historic Laurel Park that offers a great downtown and beach experience! Walk/bike to historic downtown with shops, restaurants, bars, boutiques, parks, and music/theater. Minutes from the best beaches in the U.S. Enjoy the lanai & fenced backyard for privacy . Grill & enjoy your favorite beverage while watching your favorite show on the lanai ! Enjoy taking your pet for a walk & check out the historic homes in the area! Short term rental number VR24-00222

Luxury Villa with Pool, Game Room, Near Beach
Welcome to your tropical luxury escape! Spacious living flows to the heated pool, game room and sunny patio—perfect for family fun. • Bedrooms: 4 private suites, plush linens to ensure restful nights. • Location: Quiet neighborhood just minutes from the sandy beach, dining and shopping hotspots. • Heated pool & sun loungers • Arcade-style game room • Fast Wi-Fi & 5-star cleanliness • Pet friendly with fenced yard Have questions? We reply in under an hour—book your stay today! VR24-00060

The Tropical Oasis, w/ Solar Heated Pool and Games
Welcome to your private, tropical escape! Unwind by the solar-heated pool in a screened, mosquito-free lanai. FUN & GAMES: Enjoy Billiards (Pool Table) 🎱, Foosball, Cornhole, board games, and 3 Smart TVs 📺. PRIME LOCATION: Only 5 min 🚗 to Indian Rocks & Bellaire Beach, FL Botanical Garden, and dining. Essentials: 🌞 Heated Swimming Pool (Private!) 🎮 Billiard Table / Foosball Table / Cornhole / Boardgames and more! 🛏️ 4 Queen/Full Beds 🧺 Beach Amenities

A Wave From It All Villa W King Beds
Fully renovated 2 bedrooms with 2 King beds 2bath unit, has all the stainless steel appliances everything you could possibly need for your vacation time. The home is located 7min from buccaneers stadium, 5 mins from St. Joseph hospital, 10 mins to international mall, 10 mins to Soho. Home is in the heart of Tampa Bay! -Tampa International Airport 8.6MI -Tampa Bay Buccaneers Stadium 2.2MI -Aquarium7.6MI -Busch Gardens8.4MI -Clearwater24MI -Adventure Island9.0MI

Dolphin Cove Waterfront St. Pete Beach w/ Pool
THIS is the Florida life! A private oasis with a stunning tropical backyard and an oversized SALTWATER pool. Enjoy 140+ ft of waterfront on Bear Creek canal, where manatees and dolphins visit daily! Kayak just 15 minutes to nearby islands. Beaches are a quick 7-minute drive, downtown is 15 minutes away, and shops/restaurants are right across the street. The home is simple and unupdated, but the backyard is a true paradise you won’t forget!

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.
Popular amenities for Longboat Key villa rentals
Private villa rentals

IRB Harbor House Semiprivate Waterfront Pool Villa

Paradise Villa- Sarasota

Villa Luxe~Heated Saltwater Pool~Near Beaches

Northshore BeachHouse West Anna Maria Island

Villa Siesta II -Dwntn Secret & pool near beaches!

Coastal Cottage

River Pointe 3/2 Lakefront Home with Heated Pool

Your own tropical paradise in Sarasota
Luxury villa rentals

[TRENDlNG] Modern 5BR Pool Villa + Arcade & Sauna

Luxury home in the heart of South Tampa & POOL!

(BAYC) Heated Pool Villa. Boat rental available

NEW!~ Beach Front/Heated Pool! Coconuts 107

Walk to Beach (4 min), Pool, Private Roof Deck

5 BR Luxury Beach Villa: Heated Pool & Games Room

Paradise with a pool, pier and private beach area

The Emerald Villa, Eco-Luxury by the Sea
Villa rentals with a pool

Family Haven/Kid's Amenities Near Honeymoon Island

La Villa, 1 of 4 rentals on-site. Heated Pool!

Tiki Bella Villa (Entire home with Pool)

Villa Perdomo Family

Relax just steps from beach & Gulf of America

5 min to Siesta Key, Heated Pool, BBQ, Fast WiFi

Charming 2/2 Village des Pins close to Siesta Key

The Citrus Hideout – SK Collection
Quick stats about villa rentals in Longboat Key

Total vacation rentals
Explore 10 vacation rentals in Longboat Key

Nightly prices starting at
Longboat Key vacation rentals start at G$22,998 GYD per night before taxes and fees

Verified guest reviews
Over 320 verified reviews to help you choose

Family-friendly vacation rentals
10 properties offer extra space & kid-friendly amenities

Wi-Fi availability
10 of Longboat Key vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Longboat Key rentals

4.8 Average rating
Longboat Key stays are highly rated by guests—averaging 4.8 out of 5!
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