Gasparilla Island Villas

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Villas in Gasparilla Island

Matlacha Tiny Village

4661 Pine Island Rd Matlacha FL

$204 nightly

$219 total

Dec 19 - Dec 20

Total with taxes and fees

With a stay at Matlacha Tiny Village in Matlacha, you'll be a 1-minute walk from Lovegrove Gallery & Gardens and 9 minutes by foot from Matlacha Bridge.

Kitchen

Pet friendly

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

Rotonda West FL

$291 nightly

$322 total

Dec 18 - Dec 19

Total with taxes and fees

With a stay at this villa in Rotonda West (Oakland Hills), you'll be within a 15-minute drive of Englewood Beach and Lemon Bay.

Kitchen

Washer

Paradise Cove at Lemon Bay

664 S McCall Rd Englewood FL

Located in Englewood (Olde Englewood Village), Paradise Cove at Lemon Bay is within a 10-minute drive of Lemon Bay Park and Englewood Beach.

Pool

Washer

New Amazing Villa on water in charming Captiva

Captiva FL

With a stay at this villa in Captiva, you'll be within a 15-minute walk of Alison Hagerup Beach Park and McCarthy's Marina.

Pool

Hot Tub

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

North Captiva FL

When you stay at this villa in Captiva, you'll be on the beach and convenient to Alison Hagerup Beach Park and North Captiva Island Beach.

Kitchen

Washer

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

Cape Coral FL

With a stay at this villa, you'll be centrally located in Cape Coral, within a 10-minute drive of Griffen American Center for Haitian Art and Sirenia Vista.

Pool

Hot Tub

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

Cape Coral FL

$795 nightly

$879 total

Dec 18 - Dec 19

Total with taxes and fees

With a stay at this villa in Cape Coral (Trafalgar), you'll be within a 15-minute drive of Edison Mall and Cape Coral Sports Complex.

Pool

Hot Tub

Beautiful Vacation 3 BR Villa-SW corner of Cape Coral

Cape Coral FL

A stay at this villa places you in the heart of Cape Coral, a 5-minute drive from Harbour View Gallery and 9 minutes from Rotary Park Environmental Center.

Pool

Kitchen

Waterview Vacation Retreat Close To Ocean

Rotonda West FL

$347 nightly

$384 total

Jan 5 - Jan 6, 2026

Total with taxes and fees

With a stay at this villa in Rotonda West (Oakland Hills), you'll be a 5-minute drive from Lemon Bay and 5 minutes from Don Pedro Island State Park.

Kitchen

Washer

Beautiful house with lake view

Port Charlotte FL

$266 nightly

$294 total

Dec 18 - Dec 19

Total with taxes and fees

With a stay at this villa in Port Charlotte (Englewood East), you'll be a 3-minute drive from Cape Haze Pioneer Trail Park and 5 minutes from Oyster Creek Golf Club.

Kitchen

Washer

Luxurious Private Villa, Large Heated pool, 1 mile to beach, 3 King Beds, Wi-fi

Englewood FL

With a stay at this villa in Englewood (South Venice), you'll be within a 15-minute drive of Englewood Beach and Venice Beach.

Pool

Kitchen

4 bedrooms (2 MASTERBÄDER) in total 3 bathrooms SOUTH-facing large pool, boat dock fiber optic network

Cape Coral FL

With a stay at this villa in Cape Coral (Pelican), you'll be within a 10-minute drive of Rotary Park Environmental Center and Veterans Foundation Headquarters.

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.