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
Oct 21 - Oct 22
Total with taxes and fees
Matlacha Tiny Village features free WiFi in public areas and barbecue grills. Free parking is included with your stay. Additional amenities include a picnic area and a garden.
Kitchen
Pet friendly
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 barbecue grills.
Pool
Washer
This Villa has it all! Waterfront - boat dock, tiki hut, hot tub, sauna & pool!

This Villa has it all! Waterfront - boat dock, tiki hut, hot tub, sauna & pool!

Guests staying at this villa enjoy a hot tub, laundry facilities, and a garden. This smoke-free villa also has barbecue grills.
Pool
Hot Tub
Luxury home 3 King suites,private setting, pool,1 mile to beach, weekly discount

Luxury home 3 King suites,private setting, pool,1 mile to beach, weekly discount

Guests staying at this villa enjoy an outdoor pool, an arcade/game room, and laundry facilities. This family-friendly villa also has barbecue grills.
Pool
Kitchen
Welcome to Lake Residence

Welcome to Lake Residence

Guests staying at this villa enjoy a water park, a hot tub, and an arcade/game room. Additional amenities include laundry facilities, barbecue grills, and a garden.
Pool
Hot Tub
Spectacular Water Views from Every Bedroom! 4 Intersecting Canals!

Spectacular Water Views from Every Bedroom! 4 Intersecting Canals!

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, 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!

$828 nightly
The price is $912 total per night
$912 total
Oct 26 - Oct 27
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
Waterfront Paradise Bay

Waterfront Paradise Bay

This villa features free WiFi in public areas and barbecue grills. This smoke-free villa also has a garden.
Pool
Kitchen
VILLA SALTY ESCAPE - HEATED POOL | FAMILY FRIENDLY | BOAT RENTAL + TOURS VOUCHER INCL.

VILLA SALTY ESCAPE - HEATED POOL | FAMILY FRIENDLY | BOAT RENTAL + TOURS VOUCHER INCL.

Guests of this villa enjoy access to a water park, laundry facilities, 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

    Boca Grande Hotel

    5800 Gasparilla Road, Gasparilla Island, Boca Grande, FL
    $145 nightly
    The price is $162 total per night from Oct 21 to Oct 22
    $162 total
    Oct 21 - Oct 22
    Total with taxes and fees
    8.6/10 Excellent! (575 reviews)
    Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

    Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

    5500 Sunseeker Way, 785, Punta Gorda, FL
    $168 nightly
    The price is $189 total per night from Oct 26 to Oct 27
    $189 total
    Oct 26 - Oct 27
    Total with taxes and fees
    9.2/10 Wonderful! (1,567 reviews)
    North Captiva Point House - Boat/Water Taxi Only **NEWLY RENOVATED **

    North Captiva Point House - Boat/Water Taxi Only **NEWLY RENOVATED **

    North Captiva
    9.4/10 Exceptional! (87 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
125 Villas
Lowest Price
$162
Highest Price
$912
Popular accommodation
Matlacha Tiny Village, Paradise Cove at Lemon Bay, This Villa has it all! Waterfront - boat dock, tiki hut, hot tub, sauna & pool!, Luxury home 3 King suites,private setting, pool,1 mile to beach, weekly discount, Welcome to Lake Residence, Spectacular Water Views from Every Bedroom! 4 Intersecting Canals! , Pet friendly spacious home for large groups! Heated pool & jacuzzi, games!, Waterfront Paradise Bay, VILLA SALTY ESCAPE - HEATED POOL | FAMILY FRIENDLY | BOAT RENTAL + TOURS VOUCHER INCL.

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