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, 144 reviews

LT MIN CX May 17-19 30% off 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 Englewood

4.97 out of 5 average rating, 91 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.

Guest favorite

Villa in Englewood

5.0 out of 5 average rating, 8 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!

Guest favorite

Villa in Rotonda West

5.0 out of 5 average rating, 38 reviews

Enjoy Sunny Waterfront Beaches, Golf/fishing Home

If you are looking for a perfect location to rent a place in Florida, this is it! This villa is close to beaches, island Boca Grande 10 min and backs up to Rotonda River 1312sq ft space is set up with guests in mind and has everything you might need to have a stress free vacation! Enjoy evening BBQ on the enclosed lanai with beautiful view of the lake or sit down to a great movie or board game in the spacious living room. Ann&Chuck Pool is within 5 min drive Olympic size heated pools

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.

Guest favorite

Villa in Rotonda West

4.95 out of 5 average rating, 22 reviews

Luxury Retreat/Heated Pool/2Kings /n.Beach/Office

If you're looking for a luxurious retreat, this spectacular oasis is the perfect choice. With a spacious 2,469 sq. ft. of living space, this home is ideal for families or groups of friends. Located close to golf courses, beaches, and restaurants, you'll have plenty of options for entertainment and relaxation. The pool cage enclosure will be installed in the next two weeks, ensuring a peaceful and enjoyable outdoor experience. A new pool cage enclosure was installed in March 2024!

Guest favorite

Villa in Fort Myers

4.92 out of 5 average rating, 290 reviews

Private pyramid home to relax and explore-7021

Relax and enjoy the beauty of sunny southwest Florida in your own unique pyramid! This private vacation home in Pyramid Village features a spring water lake just a short walk from your pyramid (this pyramid has nature views, not lakeside) *Home includes: Free WIFI, private patio with gas grill, washer/dryer, fully equipped kitchen, and 2 queen beds (comfy for 4 guests), 2 Roku TV's, and beach gear (located 15 miles from most popular beaches). * self check in with lock box

Guest favorite

Villa in Englewood

4.91 out of 5 average rating, 119 reviews

Gorgeous Waterfront! Kayaks & Pool-Near Beach-io

On desirable Manasota key at charming waterfront Blue Island Inn, waterfront "Island Oasis" features 1 bedroom,1 bathroom, plus queen sofa sleeper with kitchenette on main floor. Spectacular Lemon Bay views! On-site resort pool overlooks Lemon Bay. 5-minute walk to beach or enjoy “bay-front beach” out back. Quiet island street. low-key respectful vacationers. Free Wi-Fi. 1 car parking spot. no visitor parking. no boats. No pets. No smoking. Free use of 2 kayaks..

Guest favorite

Villa in Englewood, Charlotte County

5.0 out of 5 average rating, 6 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.

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.

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.

Guest favorite

Villa in Rotonda West

5.0 out of 5 average rating, 40 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.