Compare Gasparilla Island Villas

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Featured Villas in Gasparilla Island

Matlacha Tiny Village

Matlacha Tiny Village

3 out of 5
4661 Pine Island Rd Matlacha FL
$204 nightly
The price is $219 total per night
$219 total
Dec 19 - Dec 20
Total with taxes and fees
Matlacha Tiny Village features free WiFi in public areas and a garden. Free parking is included with your stay. Additional amenities include a picnic area and barbecue grills.
Kitchen
Pet friendly
Water Front Boundary Vacation Home Villa close to beaches, golfing, Fishing

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

Rotonda West FL
$291 nightly
The price is $322 total per night
$322 total
Dec 16 - Dec 17
Total with taxes and fees
Guests staying at this villa have access to laundry facilities, barbecue grills, and a garden.
Kitchen
Washer
Paradise Cove at Lemon Bay

Paradise Cove at Lemon Bay

3.5 out of 5
664 S McCall Rd Englewood FL
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
New Amazing Villa on water in charming Captiva

New Amazing Villa on water in charming Captiva

Captiva FL
Guests staying at this villa enjoy a hot tub, laundry facilities, and barbecue grills.
Pool
Hot Tub
Villa Island Getaway - BEACHFRONT with BOAT INVCLUDED on North Captiva!

Villa Island Getaway - BEACHFRONT with BOAT INVCLUDED on North Captiva!

North Captiva FL
Guests staying at this villa have access to laundry facilities, barbecue grills, and a garden.
Kitchen
Washer
PRIVATE VACATION HOME Cape Coral w/ Heated Saltwater Pool - Spa -Gas Grill

PRIVATE VACATION HOME Cape Coral w/ Heated Saltwater Pool - Spa -Gas Grill

Cape Coral FL
Guests staying at this villa enjoy access to a water park, an outdoor pool, and a hot tub. Other amenities at this golf villa include laundry facilities, a garden, and barbecue grills.
Pool
Hot Tub
Pet friendly spacious home for large groups! Heated pool & jacuzzi, games!

Pet friendly spacious home for large groups! Heated pool & jacuzzi, games!

Cape Coral FL
$795 nightly
The price is $879 total per night
$879 total
Dec 16 - Dec 17
Total with taxes and fees
Guests staying at this villa enjoy access to a water park, an outdoor pool, and a hot tub. Other amenities at this family-friendly villa include laundry facilities and barbecue grills.
Pool
Hot Tub
Beautiful Vacation 3 BR Villa-SW corner of Cape Coral

Beautiful Vacation 3 BR Villa-SW corner of Cape Coral

Cape Coral FL
This villa offers a water park, an outdoor pool, and laundry facilities. Other amenities at this family-friendly villa include barbecue grills and a garden.
Pool
Kitchen
Waterview Vacation Retreat Close To Ocean

Waterview Vacation Retreat Close To Ocean

Rotonda West FL
$347 nightly
The price is $384 total per night
$384 total
Jan 5 - Jan 6, 2026
Total with taxes and fees
At this villa, guests have access to features like laundry facilities. This family-friendly villa also has barbecue grills.
Kitchen
Washer
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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

    Boca Grande Hotel

    5800 Gasparilla Road Boca Grande FL
    $135 nightly
    The price is $151 total per night from Dec 16 to Dec 17
    $151 total
    Dec 16 - Dec 17
    Total with taxes and fees
    8.6/10 Excellent! (583 reviews)
    Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

    Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

    5500 Sunseeker Way Punta Gorda FL
    $182 nightly
    The price is $204 total per night from Dec 22 to Dec 23
    $204 total
    Dec 22 - Dec 23
    Total with taxes and fees
    9.2/10 Wonderful! (1,660 reviews)
    The Suites at Fishermen’s Village- 2 Bedroom Suites

    The Suites at Fishermen’s Village- 2 Bedroom Suites

    1200 W Retta Esplanade Punta Gorda FL
    $197 nightly
    The price is $221 total per night from Dec 16 to Dec 17
    $221 total
    Dec 16 - Dec 17
    Total with taxes and fees
    9.6/10 Exceptional! (1,046 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
117 Villas
Lowest Price
$151
Highest Price
$879
Popular accommodation
Matlacha Tiny Village, Water Front Boundary Vacation Home Villa close to beaches, golfing, Fishing, Paradise Cove at Lemon Bay, New Amazing Villa on water in charming Captiva, Villa Island Getaway - BEACHFRONT with BOAT INVCLUDED on North Captiva!, PRIVATE VACATION HOME Cape Coral w/ Heated Saltwater Pool - Spa -Gas Grill, Pet friendly spacious home for large groups! Heated pool & jacuzzi, games!, Beautiful Vacation 3 BR Villa-SW corner of Cape Coral, Waterview Vacation Retreat Close To Ocean

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