Villa holiday rentals in Little Gasparilla Island

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Top-rated villa rentals in Little Gasparilla Island

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Guest favourite

Villa in Nokomis

4.92 out of 5 average rating, 142 reviews

*NEW MAY 30% OFF* 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...:)

18–25 Jun

$215 SGD per night

Guest favourite

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.

22–29 Nov

$700 SGD 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!

1–8 Aug

$663 SGD per night

Guest favourite

Villa in North Port

4.98 out of 5 average rating, 44 reviews

Heated pool, King bed, Beach 25 minutes away

Escape to your own private sanctuary in Sarasota County. Our home is an oasis designed for rest and relaxation. Indulge in the comfort of a solar-heated pool and a screened-in lanai, perfect for soaking up the sun or enjoying peaceful evenings under the stars. Conveniently located just around 30 minutes away from Manasota Beach our home is your gateway to unforgettable experiences on Florida's stunning Gulf Coast. Ready to enjoy this beautiful home and unwind pool side? Book with us today!

30 Aug – 6 Sep

$259 SGD per night

Guest favourite

Villa in Rotonda West

5.0 out of 5 average rating, 37 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

10–17 May

$197 SGD per night

Guest favourite

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.

26 Nov – 3 Dec

$225 SGD per night

Guest favourite

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.

21–28 Oct

$284 SGD per night

Guest favourite

Villa in Englewood

4.92 out of 5 average rating, 111 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!

20–27 Oct

$212 SGD per night

Guest favourite

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.

5–12 Dec

$1,085 SGD per night

Guest favourite

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.

6–13 Jun

$460 SGD per night

Guest favourite

Villa in Rotonda West

5.0 out of 5 average rating, 39 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.

4–11 Oct

$256 SGD per night