Villa vacation rentals in Little Gasparilla Island

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Top-rated villa rentals in Little Gasparilla Island

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Guest favorite

Villa in Nokomis

4.92 out of 5 average rating, 142 reviews

*NEW MAY Avail! 5* Family 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...:)

Jun 23 – 30

€ 192 per night

Guest favorite

Villa in Englewood

4.97 out of 5 average rating, 90 reviews

STUNNING 3/2 beach+pool property! 2 kings/2 bunks!

Newly updated beach villa on highly sought after Manasota Key is perfect for your next getaway! Sleep comfortably with 2 king beds & bunk room! Property is right on the beach & less than 100 steps front door to the water! Location, location, location! Work from paradise with hi-speed internet & desks. TVs w/ cable, fully equipped kitchen, & full size W/D. Only 12 units in the whole complex! Amenities include a large heated pool, grills, outdoor showers, & only a 5 min walk to shops & dining.

Nov 29 – Dec 6

€ 605 per night

Superhost

Villa in Englewood

5.0 out of 5 average rating, 7 reviews

Luxe 5 BR/4 bath. Dock/Lift. View. Pool. Hot Tub.

Lemon Bay at its best. Dock or lift your boat in the protected canal and watch the sunset over the bay. Pool, hot tub, and game room ensure you'll never want to leave. 5 bedroom/4 bath across 3 floors provide privacy for multiple families and a separate space for the kids to play. 8 minutes to the beach by boat or car. 2 kayaks, 2 paddle boards, 2 fishing poles, & 3 bikes. Great restaurants. Explore Stump Pass, Palm Island, Manasota Key, & Boca Grande. Don't have a boat? Ask about rentals!

Sep 17 – 24

€ 558 per night

Guest favorite

Villa in Port Charlotte

5.0 out of 5 average rating, 8 reviews

"Everglade Kiss" 3b 2b BBQ, hot tub

"Everglade Kiss"3 bed 2 bath 1 car garage villa, quartz kitchen corner tops ,65 inch TV in living room, lanai has 16 jets hot tub . Back yard is shareable.South West Florida's prime boating and beaching communities with the Charlotte Harbor and The Gulf of Mexico minutes away.Community offers public sidewalks, parks, with boat ramp, picnic area, playground. The waterways provide place for kayaking, paddle boarding, and fishing. Enjoy a memorable visit when you stay in this unique place.

Jun 18 – 25

€ 164 per night

Guest favorite

Villa in Rotonda West

4.94 out of 5 average rating, 17 reviews

Stunning Villa in Golfer's Paradise/Canal Views

Welcome to your new home in Rotonda West! This 3-bedroom, 2-bathroom gem on Marker Rd is all about comfort, style, and tranquility. As soon as you step inside, you'll be greeted by a spacious and open floor plan that will make you feel right at home. We're excited to share that each room in the house is equipped with a smart TV for your entertainment pleasure. And guess what? Two of them even have Roku TV, so you can stream all your favorite shows and movies with ease.

Jul 2 – 9

€ 166 per night

Guest favorite

Villa in Englewood, Charlotte County

5.0 out of 5 average rating, 5 reviews

Englewood Beach Villa - Walk to the beach!

This beautiful home is nestled between Lemon Bay and the Gulf of Mexico, with Englewood Beach less than a 5-minute walk. There are plenty of dining and entertainment choices, all within walking distance. Villa has a very nice, heated community pool. Also, if you don't feel like walking, get in touch with Stumpy's free ride serving the Manasota Key area. We require a 1-week min rental on this property & minimum age of primary renter is 30 year old.

Jun 18 – 25

€ 235 per night

Guest favorite

Villa in Rotonda West

5.0 out of 5 average rating, 50 reviews

Gulf Coast Floridian Villa with Pool

Bring the whole family to this great place with lots of room for fun. Stylish and spacious, 4 bedroom villa with a heated pool has everything you will need for your stay in the Florida sunshine. Located in a quiet neighbourhood there are many beaches, bars and restaurants, a short drive away. Enjoy a BBQ on the patio with a view of the golf course. A swim, a cycle ride on the nearby Cape Haze Trail or soak up the sunshine. You’ll never want to leave.

Oct 24 – 31

€ 279 per night

Guest favorite

Villa in Englewood

4.92 out of 5 average rating, 110 reviews

Magnificent Waterfront! Kayaks-Pool-Beach! gs

Fantastic Manasota Key Location! Upstairs at Blue Island Inn, waterfront “Seaglass Villa” dazzles with spectacular Bay views! 2 cozy bedrooms; 1 bathroom, kitchen & cozy family room. On-site resort pool overlooks stunning Lemon Bay. 5-minute walk to ocean-side beach or enjoy “Bay-front beach” out back. Quiet island street. low-key quiet respectful vacationers. 1 car parking spot. No visitor parking. No boats. No pets. No smoking. Free use of kayaks!

Oct 20 – 27

€ 183 per night

Guest favorite

Villa in Boca Grande

4.89 out of 5 average rating, 19 reviews

Yacht Watch

Watch the yachts cruise by en route to and from Miller's Dockside, while rocking on your private and serene breeze-filled balcony. Yacht Watch sleeps 8 and has 3 bedrooms and 3 bathrooms. This charming home is a quick walk or golf cart ride downtown Boca Grande for shopping and dining. It is a most idyllic and exclusive community. Very walkable area allows for viewing of local palms and birds and exotic wildlife in addition to local attractions.

Dec 1 – 8

€ 915 per night

Guest favorite

Villa in Cape Coral

5.0 out of 5 average rating, 25 reviews

BRAND NEW Luxury Villa w/Heated and Chilled Pool

Brand new high-end 3 bedroom 3 bath designer home, elegantly decorated with incredible views and direct no-bridge Gulf access. Come and make your lifetime memories in this elegantly appointed executive villa. Located near Matlacha, Sanibel, Fort Myers, and Naples. Extra wide canal with only trees opposite, a salt water lagoon, and just off the spreader canal means incredible solitude and privacy in your elegant oasis retreat.

Sep 19 – 26

€ 396 per night

Guest favorite

Villa in Rotonda West

5.0 out of 5 average rating, 38 reviews

Secluded Paradise,Heated Pool,Beaches and Golf n.

Our stunning retreat is designed for comfort and relaxation - with a spacious living room, fully equipped kitchen, and inviting bedrooms that can accommodate up to six guests. Enjoy the serenity and privacy of a pool area without neighbors, perfect for unwinding in peace. Savor delicious outdoor dining and stay connected with high-speed internet via STARLINK. Don't miss out on this amazing opportunity to escape to paradise.

Jul 3 – 10

€ 227 per night