Photo by Tom Hunt

Little Gasparilla Island Vacation Rentals

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

Tonight
Jun 22 - Jun 23
Tomorrow
Jun 23 - Jun 24
Next weekend
Jun 27 - Jun 29
In two weeks
Jul 4 - Jul 6

Vacation Rentals in Little Gasparilla Island

Salty Mermaid. Beach House on Little Gasparilla Island. Come get salty!
On the beach, sun loungers, beach towels

Salty Mermaid. Beach House on Little Gasparilla Island. Come get salty!

10.0 out of 10, Exceptional, (3)
"Perfect house on LGI. Zero complaints "
Salty Mermaid. Beach House on Little Gasparilla Island. Come get salty!
Welcome to THE HIVE. A hub for peace and relaxation. DIRECT GULF views
Beach/ocean view

Welcome to THE HIVE. A hub for peace and relaxation. DIRECT GULF views

10.0 out of 10, Exceptional, (2)
"We snagged this property last minute as our previous rental through another company was cancelled. So happy we did! It’s a great place to stay with family- the separate apartments helped everyone have their own space and downtime. Everything was great with no complaints. We would definitely stay here again."
Welcome to THE HIVE. A hub for peace and relaxation. DIRECT GULF views
Bird's Nest has a birds eye view! PRIVATE ISLAND
Beach nearby

Bird's Nest has a birds eye view! PRIVATE ISLAND

10.0 out of 10, Exceptional, (7)
"Always love staying here! The island and house is perfect all around! "
The price is ￥25,566
￥90,196 total
includes taxes & fees
Jun 30 - Jul 1
Bird's Nest has a birds eye view! PRIVATE ISLAND
The Suites at Fishermen’s Village- 2 Bedroom Suites
Outdoor pool

The Suites at Fishermen’s Village- 2 Bedroom Suites

3.0 star property
9.8 out of 10, Exceptional, (921)
"Great place!"
The price is ￥25,442
￥28,495 total
includes taxes & fees
Jun 26 - Jun 27
The Suites at Fishermen’s Village- 2 Bedroom Suites
Kon Tiki Inn
Exterior

Kon Tiki Inn

2.0 star property
10.0 out of 10, Exceptional, (203)
"We loved staying at Kon Tiki!"
The price is ￥20,333
￥22,976 total
includes taxes & fees
Jun 23 - Jun 24
Kon Tiki Inn
North Captiva Point House - Boat/Water Taxi Only **NEWLY RENOVATED **
Terrace/patio

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

9.6 out of 10, Exceptional, (97)
"Everything was perfect."
North Captiva Point House - Boat/Water Taxi Only **NEWLY RENOVATED **
Matlacha Tiny Village
Dock

Matlacha Tiny Village

3.0 star property
8.8 out of 10, Excellent, (255)
"Nice place"
The price is ￥15,924
￥28,713 total
includes taxes & fees
Jun 23 - Jun 24
Matlacha Tiny Village
Swiftwater Apartments By Barsala
Interior

Swiftwater Apartments By Barsala

3.5 star property
8.6 out of 10, Excellent, (26)
"The place was very comfortable, clean, customer service was very good, I recommend it, a quiet and very cozy place8"
Swiftwater Apartments By Barsala
Chadwick Cove Resort & Marina
Property grounds

Chadwick Cove Resort & Marina

4.0 star property
10.0 out of 10, Exceptional, (7)
"Very nice and updated property with a great panoramic view of the bay and ocean. Easy check in and checkout. Close to everything in Montasota Key/Englewood. "
The price is ￥13,042
￥80,349 total
includes taxes & fees
Jun 24 - Jun 25
Chadwick Cove Resort & Marina
Updated Large Pool Home w/Game Room W/Pool Table & Darts Only 1/2 Mile Beaches
Terrace/patio

Updated Large Pool Home w/Game Room W/Pool Table & Darts Only 1/2 Mile Beaches

8.0 out of 10, Very Good, (12)
"The home was great, it had everything we needed for our stay. "
The price is ￥25,566
￥71,833 total
includes taxes & fees
Jul 7 - Jul 8
Updated Large Pool Home w/Game Room W/Pool Table & Darts Only 1/2 Mile Beaches
New luxury pool home, 2 min to beach, 360 water views, club available
Beach nearby, sun loungers, beach towels

New luxury pool home, 2 min to beach, 360 water views, club available

9.8 out of 10, Exceptional, (103)
"Owners & property managers were amazing & responsive. Beautiful home & location "
New luxury pool home, 2 min to beach, 360 water views, club available
1 Min to Beach, New Luxury pool home, Gulf sunrise and sunsets, club option
Beach nearby, sun loungers, beach towels

1 Min to Beach, New Luxury pool home, Gulf sunrise and sunsets, club option

10.0 out of 10, Exceptional, (113)
"We loved north Captiva and the laid back atmosphere. The property was perfect for our large group and the property managers were very helpful."
1 Min to Beach, New Luxury pool home, Gulf sunrise and sunsets, club option
Beautiful waterfront home, heated pool, bbq, dock, close to beaches, restaurant
Property grounds

Beautiful waterfront home, heated pool, bbq, dock, close to beaches, restaurant

10.0 out of 10, Exceptional, (41)
"great place to stay and close to everything you need "
Beautiful waterfront home, heated pool, bbq, dock, close to beaches, restaurant
60 STEPS TO BEST BEACH ON THE KEY! PRIVATE HOME ⭐⭐⭐⭐⭐ BEAUTIFUL BOTANICAL GARDEN
On the beach, sun loungers, beach towels

60 STEPS TO BEST BEACH ON THE KEY! PRIVATE HOME ⭐⭐⭐⭐⭐ BEAUTIFUL BOTANICAL GARDEN

9.8 out of 10, Exceptional, (108)
"Scott and Bryanna are absolutely amazing people and very understanding to our needs. Just what our family needed to get away together. Really enjoyed our time at this place. Thank you and we will definitely come back for a visit!"
60 STEPS TO BEST BEACH ON THE KEY! PRIVATE HOME ⭐⭐⭐⭐⭐ BEAUTIFUL BOTANICAL GARDEN
Paradise Cove at Lemon Bay
Exterior

Paradise Cove at Lemon Bay

3.5 star property
8.0 out of 10, Very Good, (75)
"The property was outstanding. The owners were marvelous would definitely go back."
Paradise Cove at Lemon Bay
NEW LISTING! OCEAN PARADISE: BEACHFRONT, SLEEPS 12, 2 CARTS, POOL, GAMES, & FUN
Property grounds

NEW LISTING! OCEAN PARADISE: BEACHFRONT, SLEEPS 12, 2 CARTS, POOL, GAMES, & FUN

8.8 out of 10, Excellent, (8)
"The proprerty was great with a few minor hiccups but nothing major. We would definitely come back again."
NEW LISTING! OCEAN PARADISE: BEACHFRONT, SLEEPS 12, 2 CARTS, POOL, GAMES, & FUN
120 steps to beach! Safely on the beach side of the road!
On the beach, sun loungers, beach towels

120 steps to beach! Safely on the beach side of the road!

9.8 out of 10, Exceptional, (172)
"Very nice accommodations in a very comfortable area. Easy beach access and within walking distance to restaurants."
The price is ￥33,747
￥70,375 total
includes taxes & fees
Jul 2 - Jul 3
120 steps to beach! Safely on the beach side of the road!
Venice Oasis: Nearly New 5 Bdr, 3 bath. 7 Min to Beach, Sleeps 11, Private Pool!
A heated pool

Venice Oasis: Nearly New 5 Bdr, 3 bath. 7 Min to Beach, Sleeps 11, Private Pool!

10.0 out of 10, Exceptional, (21)
"Excellent property, responsive host, good location"
Venice Oasis: Nearly New 5 Bdr, 3 bath. 7 Min to Beach, Sleeps 11, Private Pool!
Renovated Quiet Venice Pool + Hot Tub Oasis-1/1!
Fridge, microwave, oven, stovetop

Renovated Quiet Venice Pool + Hot Tub Oasis-1/1!

9.4 out of 10, Exceptional, (14)
"The space was as advertised, clean and just the right size for us. Despite colder than normal temperatures, we had a great getaway and really enjoyed the hot tub."
The price is ￥6,443
￥31,131 total
includes taxes & fees
Jun 26 - Jun 27
Renovated Quiet Venice Pool + Hot Tub Oasis-1/1!
DIRECTLY ON PRIVATE BEACH! AMAZING PANORAMIC GULF VIEWS! MODERN, COZY CONDO.
Beach nearby, sun loungers, beach towels

DIRECTLY ON PRIVATE BEACH! AMAZING PANORAMIC GULF VIEWS! MODERN, COZY CONDO.

10.0 out of 10, Exceptional, (87)
"A beautiful view with amazing comfort in the condo! I can’t wait to come back!❤️😎"
DIRECTLY ON PRIVATE BEACH! AMAZING PANORAMIC GULF VIEWS! MODERN, COZY CONDO.
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free