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Check prices for these dates

In two weeks
Jan 30 - Feb 1
In two months
Mar 13 - Mar 15
In three months
Apr 10 - Apr 12
In four months
May 8 - May 10

Our top choices for Gasparilla Island condo rentals

Interior

Condo in Port Charlotte

2/2 Spacious Unit
9.2 out of 10, Wonderful, (10 reviews)
"Great location close to everything.beautiful place well stocked nice host."
United States
Elisabeth B.
$255 nightly
The price is $282
Jan 19 - Jan 20
Total with taxes and fees
2/2 Spacious Unit
Exterior

Condo in Manasota Key

Chadwick Cove Resort & Marina
4.0 star property
10.0 out of 10, Exceptional, (15 reviews)
"Great place and location "
United States
Cathy
$531 nightly
The price is $571
Jan 19 - Jan 20
Total with taxes and fees
Chadwick Cove Resort & Marina
Property grounds

Condo in Matlacha

Studio with Patio - Turtle Cove - Welcome to our stunning, newly renovated studio condo!
9.8 out of 10, Exceptional, (8 reviews)
"This is a wonderful property with a fantastic manager -Stacey. It is beautiful with great amenities and a great location."
United States
David H.
$135 nightly
The price is $148
Jan 19 - Jan 20
Total with taxes and fees
Studio with Patio - Turtle Cove - Welcome to our stunning, newly renovated studio condo!
1 bedroom, desk, iron/ironing board, free WiFi

Condo in Punta Gorda Isles

New Renovated Condo Punta Gorda 3B
9.6 out of 10, Exceptional, (18 reviews)
"Nice stay."
United States
John H.
$271 nightly
The price is $300
Jan 31 - Feb 1
Total with taxes and fees
New Renovated Condo Punta Gorda 3B
Property grounds

Condo in Matlacha

1-Bedroom Condo with Waterview Patio Angel's Den - 1-Bedroom Condo with Waterview Patio Angel
10.0 out of 10, Exceptional, (2 reviews)
"Well kept for and very clean and comfortable ! Stayed one night on the way to North Captiva Island! We enjoyed everything about our stay!"
United States
Kevin C.
$205 nightly
The price is $226
Jan 26 - Jan 27
Total with taxes and fees
1-Bedroom Condo with Waterview Patio Angel's Den - 1-Bedroom Condo with Waterview Patio Angel
2 bedrooms, iron/ironing board, WiFi, bed sheets

Condo in Warm Mineral Springs

Enjoyable 2-bedroom/ 2 Bathroom condo with AC in North Port
2.0 star property
$348 nightly
The price is $388
Jan 18 - Jan 19
Total with taxes and fees
Enjoyable 2-bedroom/ 2 Bathroom condo with AC in North Port
Property grounds

Condo in Burnt Store

1-Bedroom Condo with Waterview Patio Starfish - Welcome to our newly renovated one-bedroom condo!
$192 nightly
The price is $212
Jan 18 - Jan 19
Total with taxes and fees
1-Bedroom Condo with Waterview Patio Starfish - Welcome to our newly renovated one-bedroom condo!
Smart TV

Condo in Pebble Beach

Waterfront 2BR Condo w/ Lanai & King Bed – Rotonda West
2.0 star property
$361 nightly
The price is $400
Jan 18 - Jan 19
Total with taxes and fees
Waterfront 2BR Condo w/ Lanai & King Bed – Rotonda West
On the beach, sun loungers, beach towels

Condo in Manasota Key

3 Bedroom-Beach Front Condo w/ Beautiful Views of the Gulf
9.6 out of 10, Exceptional, (56 reviews)
"Very clean. Great view. Only issue was no elevator but understand. Highly recommend "
United States
Mark R.
$391 nightly
The price is $433
Jan 19 - Jan 20
Total with taxes and fees
3 Bedroom-Beach Front Condo w/ Beautiful Views of the Gulf
Exterior

Condo in Captiva

Peaceful 1-bedroom condo with bay view in south seas Captiva
2.0 star property
$393 nightly
The price is $433
Jan 18 - Jan 19
Total with taxes and fees
Peaceful 1-bedroom condo with bay view in south seas Captiva
Marina

Condo in Manasota Key

Bayfront Condo Walkable to Everything. Unit 2
9.6 out of 10, Exceptional, (49 reviews)
"We stayed in the 3 BR unit the month before and came back ...love this place!"
United States
Jo Ann K.
$360 nightly
The price is $399
Jan 23 - Jan 24
Total with taxes and fees
Bayfront Condo Walkable to Everything. Unit 2
Interior

Condo in Manasota Key

3 Bedroom- Beachfront Condo with Amazing Sunset Views of the Gulf
9.2 out of 10, Wonderful, (60 reviews)
"This rental is so comfortable and beautiful. You can tell that it's freshly remodeled everything is new and in perfect condition. Unfortunately many things in the area are still in bad shape from last year's hurricanes but this condo is located on a great shelling beach with beautiful sunsets. And we found lots of shark teeth!"
United States
Becky D.
$363 nightly
The price is $402
Jan 22 - Jan 23
Total with taxes and fees
3 Bedroom- Beachfront Condo with Amazing Sunset Views of the Gulf
Property grounds

Condo in Matlacha

2-Bedroom Condo with Waterview Patio - Manatee - Welcome to our newly renovated, spacious and luxurious two-bedroom condo!
$256 nightly
The price is $282
Jan 18 - Jan 19
Total with taxes and fees
2-Bedroom Condo with Waterview Patio - Manatee - Welcome to our newly renovated, spacious and luxurious two-bedroom condo!
Beach nearby

Condo in Captiva

Chic Captiva Villa Residence with Great Amenities
9.0 out of 10, Wonderful, (11 reviews)
"Nice property well equiped short walk to the beautiful beach/ picturesque little town. Very pleased. "
United States
Carlos
$522 nightly
The price is $577
Feb 12 - Feb 13
Total with taxes and fees
Chic Captiva Villa Residence with Great Amenities
Interior

Condo in Captiva

Stunning Beachfront Residence on Captiva
9.6 out of 10, Exceptional, (18 reviews)
"Everything was as advertised - location, time to beach (1 min), clean condo...quick and easy check-in, reliable Wi-Fi, good beach chairs /umbrella."
United States
Rich G.
$662 nightly
The price is $730
Jan 24 - Jan 25
Total with taxes and fees
Stunning Beachfront Residence on Captiva
Outdoor pool, a heated pool

Condo in Cape Haze

The Perfect Getaway with Private Beach Access
9.8 out of 10, Exceptional, (20 reviews)
"great location and close to where we needed to be for tarpon fishing in Boca Grande"
United States
Alfred P.
$471 nightly
The price is $521
Feb 14 - Feb 15
Total with taxes and fees
The Perfect Getaway with Private Beach Access
Beach nearby

Condo in Captiva

Amazing Bayside Villa with Free Bikes
7.6 out of 10, Good, (4 reviews)
"We loved our stay in this condo. Great location, beautiful view and It had everything you would need to enjoy a family vacation. The murphy bed was a great addition, perfect for our teenager. Still some construction noise and vehicles around the South Seas property but all to be expected and did not effect our trip at all. We still enjoyed the beaches and the pool with no issues."
United States
Stacey F.
$476 nightly
The price is $495
Jan 19 - Jan 20
Total with taxes and fees
Amazing Bayside Villa with Free Bikes
Beach nearby

Condo in Captiva

Gorgeous Newly Renovated Marina View Condo
9.4 out of 10, Exceptional, (3 reviews)
"Our family of 3 (our babe is almost 2) enjoyed four nights at this condo. We enjoyed the easy access to our boat (booked through South Seas Marina) and the view from the condo was fantastic. The pool was conveniently located next to our building and we grilled out every night. 10/10 experience. We’ll definitely be back to book this very condo! "
United States
Jennifer C.
$449 nightly
The price is $497
Jan 18 - Jan 19
Total with taxes and fees
Gorgeous Newly Renovated Marina View Condo
Beach nearby

Condo in Captiva

Stunning Bayside Villa w/ Enclosed Lanai, Sleeps 6
9.6 out of 10, Exceptional, (14 reviews)
"Condo was clean, comfortable and in a great location. We walked to restaurants, beach and pool. Very relaxing!"
United States
Lindsay B.
$540 nightly
The price is $595
Jan 22 - Jan 23
Total with taxes and fees
Stunning Bayside Villa w/ Enclosed Lanai, Sleeps 6
Exterior

Condo in Bokeelia

Blue Crab Key Condo! Two Bedroom Two Bathroom!
$510 nightly
The price is $562
Jan 18 - Jan 19
Total with taxes and fees
Blue Crab Key Condo! Two Bedroom Two Bathroom!
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.
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Top Gasparilla Island Hotel Reviews

Tween Waters Island Resort & Spa

Tween Waters Island Resort & Spa

10/10 Excellent
"This is a top-notch resort. Everything was great. The only thing to report.was in the bathroom: door had a little peeling paint and slight mildew in the shower above showerhead. I must emphasize the two pools and pool bar are fantastic!!"
Karen 2-night trip
Posted 4 days ago
Tween Waters Island Resort & Spa

Find out more about Gasparilla Island

Gasparilla Island Condo Rentals information

Number of reviews
279
Accommodation
134 Condo Rentals
Lowest Price
$148
Highest Price
$730

Frequently asked questions

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