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2 Jan - 4 Jan
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23 Jan - 25 Jan
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20 Feb - 22 Feb

Our top choices for Gasparilla Island condo rentals

Interior
2/2 Spacious Unit

Condo in Port Charlotte

2/2 Spacious Unit
9.2 out of 10, Wonderful, (10)
"Great location close to everything.beautiful place well stocked nice host."
United States
Elisabeth B.
The price is NZ$484
includes taxes & fees
1 Jan - 2 Jan 2026
2/2 Spacious Unit
Property grounds
Chadwick Cove Resort & Marina

Condo in Manasota Key

Chadwick Cove Resort & Marina
4.0 star property
10.0 out of 10, Exceptional, (14)
"Great place and location "
United States
Cathy
The price is NZ$963
includes taxes & fees
5 Jan - 6 Jan 2026
Chadwick Cove Resort & Marina
Private kitchen
2 Person Studio with Patio - Turtle Cove - Welcome to our stunning, newly renovated studio condo!

Condo in Matlacha

2 Person Studio with Patio - Turtle Cove - Welcome to our stunning, newly renovated studio condo!
9.8 out of 10, Exceptional, (8)
"This is a wonderful property with a fantastic manager -Stacey. It is beautiful with great amenities and a great location."
United States
David H.
The price is NZ$292
includes taxes & fees
6 Jan - 7 Jan 2026
2 Person Studio with Patio - Turtle Cove - Welcome to our stunning, newly renovated studio condo!
Terrace/patio
6 Person 1-Bedroom Condo with Waterview Patio Angel's Den - 6 Person 1-Bedroom Condo with Waterview Patio Angel

Condo in Matlacha

6 Person 1-Bedroom Condo with Waterview Patio Angel's Den - 6 Person 1-Bedroom Condo with Waterview Patio Angel
10.0 out of 10, Exceptional, (2)
"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.
The price is NZ$410
includes taxes & fees
6 Jan - 7 Jan 2026
6 Person 1-Bedroom Condo with Waterview Patio Angel's Den - 6 Person 1-Bedroom Condo with Waterview Patio Angel
Dining
Your Perfect Vacation Getaway . Brand-New Sleek and Stylish Modern Home,

Condo in Port Charlotte

Your Perfect Vacation Getaway . Brand-New Sleek and Stylish Modern Home,
10.0 out of 10, Exceptional, (2)
"Everything about this place was great! Would recommend it to anyone who stays in this area. Thank you for everything. "
United States
Kari G.
The price is NZ$460
includes taxes & fees
28 Dec - 29 Dec
Your Perfect Vacation Getaway . Brand-New Sleek and Stylish Modern Home,
Property grounds
Modern Captiva Villa Residence with Great Amenities

Condo in Captiva

Modern Captiva Villa Residence with Great Amenities
7.8 out of 10, Good, (10)
"Property was perfect for an extended weekend getaway. Great location near a beautiful beach."
United States
Janice S.
The price is NZ$756
includes taxes & fees
17 Jan - 18 Jan 2026
Modern Captiva Villa Residence with Great Amenities
Property grounds
6 Person 1-Bedroom Condo with Waterview Patio Starfish - Welcome to our newly renovated one-bedroom condo!

Condo in Burnt Store

6 Person 1-Bedroom Condo with Waterview Patio Starfish - Welcome to our newly renovated one-bedroom condo!
The price is NZ$407
includes taxes & fees
2 Jan - 3 Jan 2026
6 Person 1-Bedroom Condo with Waterview Patio Starfish - Welcome to our newly renovated one-bedroom condo!
Property grounds
Steps to Water! Sea Glass - Beach to Bay, Heated Pool and Dock

Condo in Manasota Key

Steps to Water! Sea Glass - Beach to Bay, Heated Pool and Dock
9.8 out of 10, Exceptional, (39)
"Perfect for 2 adults and 2 kids. The house was very clean and all the extras in the kitchen were nice. Also, beach essentials are onsite so no need to bring much. Found lots of sharks teeth too! "
United States
Koren L.
The price is NZ$653
includes taxes & fees
14 Jan - 15 Jan 2026
Steps to Water! Sea Glass - Beach to Bay, Heated Pool and Dock
Private kitchen
Enjoyable 2-bedroom/ 2 Bathroom condo with AC in North Port

Condo in Warm Mineral Springs

Enjoyable 2-bedroom/ 2 Bathroom condo with AC in North Port
2.0 star property
The price is NZ$667
includes taxes & fees
1 Jan - 2 Jan 2026
Enjoyable 2-bedroom/ 2 Bathroom condo with AC in North Port
TV, offices
Stunning Bayside Villa w/ Enclosed Lanai, Sleeps 6

Condo in Captiva

Stunning Bayside Villa w/ Enclosed Lanai, Sleeps 6
9.4 out of 10, Exceptional, (13)
"Condo was clean, comfortable and in a great location. We walked to restaurants, beach and pool. Very relaxing!"
United States
Lindsay B.
The price is NZ$943
includes taxes & fees
1 Jan - 2 Jan 2026
Stunning Bayside Villa w/ Enclosed Lanai, Sleeps 6
Microwave, oven, stovetop, dishwasher
Tranquil 2 BR/ 2 BA condo in Rotonda West with screened lanai, and canal

Condo in Pebble Beach

Tranquil 2 BR/ 2 BA condo in Rotonda West with screened lanai, and canal
The price is NZ$841
includes taxes & fees
9 Jan - 10 Jan 2026
Tranquil 2 BR/ 2 BA condo in Rotonda West with screened lanai, and canal
On the beach, sun-loungers, beach towels
3 Bedroom-Beach Front Condo w/ Beautiful Views of the Gulf

Condo in Manasota Key

3 Bedroom-Beach Front Condo w/ Beautiful Views of the Gulf
9.6 out of 10, Exceptional, (56)
"Great place to get away and totally relax"
United States
Troy G.
The price is NZ$805
includes taxes & fees
7 Jan - 8 Jan 2026
3 Bedroom-Beach Front Condo w/ Beautiful Views of the Gulf
Beach nearby
Turtle Bay 1A – Island Escape on Manasota Key

Condo in Manasota Key

Turtle Bay 1A – Island Escape on Manasota Key
9.8 out of 10, Exceptional, (16)
"We really enjoyed our stay! Great location!"
United States
Kate K.
The price is NZ$737
includes taxes & fees
29 Dec - 30 Dec
Turtle Bay 1A – Island Escape on Manasota Key
Private kitchen
8 Person 2-Bedroom Condo with Waterview Patio - Manatee - Welcome to our newly renovated, spacious and luxurious two-bedroom condo!

Condo in Matlacha

8 Person 2-Bedroom Condo with Waterview Patio - Manatee - Welcome to our newly renovated, spacious and luxurious two-bedroom condo!
The price is NZ$575
includes taxes & fees
8 Jan - 9 Jan 2026
8 Person 2-Bedroom Condo with Waterview Patio - Manatee - Welcome to our newly renovated, spacious and luxurious two-bedroom condo!
Exterior
Chic Marina View Residence on Captiva Island

Condo in Captiva

Chic Marina View Residence on Captiva Island
8.6 out of 10, Excellent, (17)
"Place was as advertised. Exceeded expectations!!!"
United States
Russell G.
The price is NZ$1,031
includes taxes & fees
27 Dec - 28 Dec
Chic Marina View Residence on Captiva Island
On the beach, sun-loungers, beach towels
2/2 Spacious Condo 15 min away from Gulf Coast Beaches

Condo in Port Charlotte

2/2 Spacious Condo 15 min away from Gulf Coast Beaches
8.6 out of 10, Excellent, (10)
"Great host!! Answered in a timely manner and the unit was very clean. Wonderful for families with the fishing pier, swimming pool and beach all in the same vicinity."
United States
brian d.
The price is NZ$800
includes taxes & fees
27 Dec - 28 Dec
2/2 Spacious Condo 15 min away from Gulf Coast Beaches
On the beach, sun-loungers, beach towels
3 Bedroom- Beachfront Condo with Amazing Sunset Views of the Gulf

Condo in Manasota Key

3 Bedroom- Beachfront Condo with Amazing Sunset Views of the Gulf
9.2 out of 10, Wonderful, (59)
"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.
The price is NZ$942
includes taxes & fees
9 Jan - 10 Jan 2026
3 Bedroom- Beachfront Condo with Amazing Sunset Views of the Gulf
Dining
Blue Crab Key Condo! Two Bedroom Two Bathroom!

Condo in Bokeelia

Blue Crab Key Condo! Two Bedroom Two Bathroom!
The price is NZ$955
includes taxes & fees
27 Dec - 28 Dec
Blue Crab Key Condo! Two Bedroom Two Bathroom!
Marina
Bayfront 3 Bedroom Condo Walkable to Beach. Unit 1

Condo in Manasota Key

Bayfront 3 Bedroom Condo Walkable to Beach. Unit 1
9.8 out of 10, Exceptional, (42)
"The condo was a great size for two families of four plus a dog. The balcony was a nice place to sit at night and the kitchen was ample size with plenty of cooking amenities. The beds were comfortable and we liked having the property manager on site."
United States
Sean D.
The price is NZ$1,175
includes taxes & fees
19 Jan - 20 Jan 2026
Bayfront 3 Bedroom Condo Walkable to Beach. Unit 1
Exterior
Peaceful 1-bedroom condo with bay view in south seas Captiva

Condo in Captiva

Peaceful 1-bedroom condo with bay view in south seas Captiva
2.0 star property
The price is NZ$751
includes taxes & fees
3 Jan - 4 Jan 2026
Peaceful 1-bedroom condo with bay view in south seas Captiva
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

Wyvern Hotel, an Ascend Collection Hotel

Wyvern Hotel, an Ascend Collection Hotel

10/10 Excellent
"I loved my first time being there. It was clean and a walkable distance from the event."
Shadimon 2-night trip
Posted 4 days ago
Wyvern Hotel, an Ascend Collection Hotel

Find out more about Gasparilla Island

Gasparilla Island Condo Rentals information

Number of reviews
285
Accommodation
134 Condo Rentals
Lowest Price
NZ$292
Highest Price
NZ$1,175

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