Compare Gasparilla Island Villas

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Featured Villas in Gasparilla Island

Pet friendly spacious home for large groups! Pool & jacuzzi, game room!

$715 nightly

$787 total

Jun 27 - Jun 28

Total with taxes and fees

Guests of this villa enjoy features like an outdoor pool, a hot tub, and laundry facilities. This smoke-free villa also has barbecue grills.

Pool

Hot Tub

Guests staying at Paradise Cove at Lemon Bay enjoy access to a private beach, an outdoor pool, and free WiFi in public areas. If you decide to drive, there's free parking. Helpful staff can provide concierge services and luggage storage. Other amenities at this beach villa include a terrace, laundry facilities, and a picnic area.

Pool

Washer

Guests staying at this villa enjoy an indoor pool, an arcade/game room, and laundry facilities. Additional amenities include barbecue grills and a garden.

Pool

Kitchen

$188 nightly

$201 total

Jun 16 - Jun 17

Total with taxes and fees

Matlacha Tiny Village features free WiFi in public areas and a picnic area. Free parking is included with your stay. Additional amenities include barbecue grills and a garden.

Kitchen

Pet friendly

Water Front Boundary Vacation Home Villa close to beaches, golfing, Fishing

$290 nightly

$320 total

Jun 14 - Jun 15

Total with taxes and fees

Guests staying at this villa have access to laundry facilities, barbecue grills, and a garden.

Kitchen

Washer

Waterfront Paradise Bay wows guests with stunning Bay View!

This villa features free WiFi in public areas and a garden. This smoke-free villa also has barbecue grills.

Pool

Kitchen

$197 nightly

$218 total

Jun 24 - Jun 25

Total with taxes and fees

Guests staying at this villa have access to laundry facilities, a garden, and barbecue grills.

Kitchen

Washer

Perfect for two! This Pretty villa with an Awesome View of the Gulf! A3411B

Guests staying at this villa enjoy a hot tub, laundry facilities, and barbecue grills. Staff members can answer questions about accommodations, and also provide concierge services.

Hot Tub

Kitchen

Guests staying at this villa have access to laundry facilities, a garden, and barbecue grills.

Pool

Kitchen

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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Hotel Options in Gasparilla Island

Boca Grande Hotel

5800 Gasparilla Road Boca Grande FL

$155 nightly

$174 total

Jun 14 - Jun 15

Total with taxes and fees

8.8/10 Excellent! (645 reviews)

Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

5500 Sunseeker Way Punta Gorda FL

$182 nightly

$204 total

Jul 6 - Jul 7

Total with taxes and fees

9.2/10 Wonderful! (2,799 reviews)

Tween Waters Island Resort & Spa

15951 Captiva Drive Captiva FL

$327 nightly

$364 total

Jul 1 - Jul 2

Total with taxes and fees

8.6/10 Excellent! (1,008 reviews)

Luxury Villas

Book luxury villas in Gasparilla Island
There are plenty of ways to up your vacation game, but one of the best is by staying in a luxury villa in Gasparilla Island. Villas, with their thoughtful layout and elegant décor, let you travel in style. They come in a variety of sizes and offer a great experience, whether you’re traveling on your own or with a group of friends. Orbitz has fantastic deals on villas in Gasparilla Island, so book one now. You’ll feel like a million bucks before you even check in.

Spacious luxury villas in Gasparilla Island
You won’t have a problem finding your own space in Gasparilla Island. If you’re traveling in a group, go for a three-bedroom or larger villa; separate bedrooms can make it that much easier to keep the peace, especially when you’re all staying in one house. You can also explore Gasparilla Island on your own and use a one-bedroom villa as your home base.

A top-end villa experience in Gasparilla Island rivals that of a luxury resort. Float in a swimming pool with an elaborate mosaic bottom, work out in your own gym, and let the daily housekeeping staff clean up after you while a private chef whips up one delicious meal after another. This is the life!

Gasparilla Island Villas essential information

Accommodation	133 Villas
Lowest Price	$174
Highest Price	$787
Popular accommodation	Pet friendly spacious home for large groups! Pool & jacuzzi, game room!, Paradise Cove at Lemon Bay, Massive Cali King Villa \| Heated Saltwater Pool, Matlacha Tiny Village, Water Front Boundary Vacation Home Villa close to beaches, golfing, Fishing, Waterfront Paradise Bay wows guests with stunning Bay View!, Lake Marlin Villa 2, Perfect for two! This Pretty villa with an Awesome View of the Gulf! A3411B, Beautiful 3 Bedroom Vacation Home with Private Pool