Search Vacation Homes in Gasparilla Island

Start date: Check-in selected.
To Date
End date: Check-out

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Dec 5 - Dec 7
In two months
Jan 16 - Jan 18
In three months
Feb 13 - Feb 15
In four months
Mar 13 - Mar 15

Vacation Homes in Gasparilla Island

Microwave, oven, stovetop, dishwasher
Valentino's Vacation Home in Gulf Cove Riverfront Community.

Valentino's Vacation Home in Gulf Cove Riverfront Community.

Gulf Cove
9.4 out of 10, Exceptional, (3)
"Everything was great, thank you so much. Will book again :)"
United States
Dennise G.
$199 nightly
The price is $220
Dec 3 - Dec 4
Total with taxes and fees
Valentino's Vacation Home in Gulf Cove Riverfront Community.
Beach
Charming 2-bedroom house in Englewood with WiFi and AC

Charming 2-bedroom house in Englewood with WiFi and AC

Englewood South
$271 nightly
The price is $300
Nov 20 - Nov 21
Total with taxes and fees
Charming 2-bedroom house in Englewood with WiFi and AC
Smart TV, DVD player
Luxury Getaway in Cape Coral with heated Pool!

Luxury Getaway in Cape Coral with heated Pool!

Mariner
10.0 out of 10, Exceptional, (37)
"we had a great time with the dogs in the pool as well as the area was close to great restaurants and events"
United States
Dwayne S.
$339 nightly
The price is $373
Nov 20 - Nov 21
Total with taxes and fees
Luxury Getaway in Cape Coral with heated Pool!
Pool
Gulf Access Retreat with Heated Pool

Gulf Access Retreat with Heated Pool

Pelican
10.0 out of 10, Exceptional, (6)
"Immaculate and cozy with a heated pool and gulf access. The available kayaks were a fantastic bonus!"
United States
Andrew M.
$412 nightly
The price is $464
Nov 25 - Nov 26
Total with taxes and fees
Gulf Access Retreat with Heated Pool
Interior
Tropical Palm Oasis - Cozy Private Heated Pool Home!

Tropical Palm Oasis - Cozy Private Heated Pool Home!

Port Charlotte
9.0 out of 10, Wonderful, (14)
"Having a private pool was awesome. Very clean "
Canada
Barb R.
$392 nightly
The price is $434
Nov 21 - Nov 22
Total with taxes and fees
Tropical Palm Oasis - Cozy Private Heated Pool Home!
Property grounds
Old Floridian cottage in Historic Gulf Village

Old Floridian cottage in Historic Gulf Village

Olde Englewood Village
9.8 out of 10, Exceptional, (60)
"Very good, great location 👍👍"
United States
James M.
$223 nightly
The price is $249
Nov 20 - Nov 21
Total with taxes and fees
Old Floridian cottage in Historic Gulf Village
Fridge, microwave, oven, stovetop
8 min to Beach ★ 5TV★Ice Hockey★ BBQ★ Bikes★Baby Gear ★Table Tennis ★Beach Gear

8 min to Beach ★ 5TV★Ice Hockey★ BBQ★ Bikes★Baby Gear ★Table Tennis ★Beach Gear

South Venice
10.0 out of 10, Exceptional, (42)
"We had a wonderful time! The house was perfect and such a great location."
United States
Kellee N.
$311 nightly
The price is $347
Dec 16 - Dec 17
Total with taxes and fees
8 min to Beach ★ 5TV★Ice Hockey★ BBQ★ Bikes★Baby Gear ★Table Tennis ★Beach Gear
Fridge, microwave, oven, stovetop
Breezy coastal duplex with private beach access & deck- dog-friendly

Breezy coastal duplex with private beach access & deck- dog-friendly

Manasota Key
9.0 out of 10, Wonderful, (11)
"Perfect getaway beach trip."
United States
jill s.
$347 nightly
The price is $384
Nov 22 - Nov 23
Total with taxes and fees
Breezy coastal duplex with private beach access & deck- dog-friendly
Private kitchen
Casa Florida 🌴 waterfront home with boat ramp

Casa Florida 🌴 waterfront home with boat ramp

Bokeelia
9.4 out of 10, Exceptional, (9)
"Nice place on canal, having everything you need . Enjoyed the stay. "
United States
John M.
$348 nightly
The price is $385
Nov 20 - Nov 21
Total with taxes and fees
Casa Florida 🌴 waterfront home with boat ramp
Sun loungers, beach towels
PLACE TO BE. we have everything you need

PLACE TO BE. we have everything you need

Warm Mineral Springs
9.6 out of 10, Exceptional, (8)
"We thoroughly enjoyed our stay! The property was impeccably clean, boasted a prime location, and featured a well-equipped kitchen. It had everything we needed for a wonderful stay."
United States
Alex M.
$232 nightly
The price is $259
Nov 20 - Nov 21
Total with taxes and fees
PLACE TO BE. we have everything you need
Pool
Free Sail

Free Sail

2.0 star property
Pelican
9.2 out of 10, Wonderful, (7)
"We had a fantastic weekend stay! The home was incredibly comfortable and had everything we needed. The highlight was definitely the pool—perfect for relaxing and spending quality time together. We truly enjoyed our stay and would love to come back!"
United States
Omar D.
$555 nightly
The price is $609
Dec 14 - Dec 15
Total with taxes and fees
Free Sail
Microwave, oven, dishwasher
Modern, cozy and brand new oasis

Modern, cozy and brand new oasis

Mariner
$210 nightly
The price is $232
Nov 20 - Nov 21
Total with taxes and fees
Modern, cozy and brand new oasis
Property grounds
Completely remodeled beautiful waterfront property on canal with dock

Completely remodeled beautiful waterfront property on canal with dock

Port Charlotte
9.6 out of 10, Exceptional, (61)
"Had an extended Prospect Wire tournament in the area with my oldest son. The house was PERFECT! The remodel was done really well. The kitchen had everything we needed, the bedrooms were very comfortable and clean. We needed an extra night at the last minute and the host was extremely accommodating with our schedule and our needs. I would recommend this place for anyone looking for a great stay at a great house."
United States
Jason M.
$243 nightly
The price is $269
Nov 20 - Nov 21
Total with taxes and fees
Completely remodeled beautiful waterfront property on canal with dock
Property grounds
Unwind in Paradise

Unwind in Paradise

2.0 star property
Pelican
10.0 out of 10, Exceptional, (7)
"I really enjoyed my stay here price was grate and I don’t think there is nothing better and comfortable outhere"
United States
Christian
$349 nightly
The price is $384
Dec 2 - Dec 3
Total with taxes and fees
Unwind in Paradise
Beach
Sunset Beach Getaway minutes away from PARADISE!!

Sunset Beach Getaway minutes away from PARADISE!!

Manasota Key
10.0 out of 10, Exceptional, (3)
"Wonderful owners, beautiful home, excellent location. Truly paradise!"
United States
Abel R.
$404 nightly
The price is $446
Nov 30 - Dec 1
Total with taxes and fees
Sunset Beach Getaway minutes away from PARADISE!!
Indoor pool, a heated pool
HEATED POOL-LANAI-BBQ-5 Mi to BEACH-WASHER/DRYER-TENNIS-GOLF-BLISSFUL RETREAT

HEATED POOL-LANAI-BBQ-5 Mi to BEACH-WASHER/DRYER-TENNIS-GOLF-BLISSFUL RETREAT

Rotonda Heights
9.8 out of 10, Exceptional, (7)
"Clean and spacious house worth every penny"
United States
Milica B.
$322 nightly
The price is $356
Nov 20 - Nov 21
Total with taxes and fees
HEATED POOL-LANAI-BBQ-5 Mi to BEACH-WASHER/DRYER-TENNIS-GOLF-BLISSFUL RETREAT
Fridge, microwave, oven, stovetop
Mimosa Memories

Mimosa Memories

South Venice
9.4 out of 10, Exceptional, (29)
"Nice quiet home , very clean. "
United States
David M.
$272 nightly
The price is $303
Nov 20 - Nov 21
Total with taxes and fees
Mimosa Memories
Beach nearby
WaterView 176B Sunny Vacation home 3 bdr, 2 ba Close to Gulf, Beaches

WaterView 176B Sunny Vacation home 3 bdr, 2 ba Close to Gulf, Beaches

Oakland Hills
9.8 out of 10, Exceptional, (15)
"It was beautiful especially Boca Grande, went on a charter fish trip which was amazing. The property was also amazing nice dock and canoed the first day it was fun but then we saw a lot of gators but overall would come again! "
United States
Caleb R.
$281 nightly
The price is $311
Nov 20 - Nov 21
Total with taxes and fees
WaterView 176B Sunny Vacation home 3 bdr, 2 ba Close to Gulf, Beaches
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Gasparilla Island Hotel Reviews

The Suites at Fishermen’s Village- 2 Bedroom Suites

The Suites at Fishermen’s Village- 2 Bedroom Suites

10/10 Excellent
"The property has a “new” scent when you walk in. I’ve never experience such an aroma that tells me that they took their time cleaning and using a scent that is appeasing. Also two wonderful ladies, Mrs. Ophelia and Mrs. Kari, help me with all my towels and sheets I greatly appreciate it."
Michel 2-night trip
Posted 1 day ago
The Suites at Fishermen’s Village- 2 Bedroom Suites

Find out more about Gasparilla Island

Gasparilla Island Vacation Homes information

Number of reviews
Accommodation
 Vacation Homes
Lowest Price
Highest Price

Explore a world of travel with Expedia