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Search Condo Rentals in Gasparilla Island

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Our top choices for Gasparilla Island condo rentals

Boca Sunny Side Condo in Florida

Boca Sunny Side Condo in Florida
2.0 star property
Rotonda West
10.0 out of 10, Exceptional, (2)
"Excellent "
United Kingdom
Peter S.
The price is AED 334
AED 1,113 total
includes taxes & fees
13 Dec - 14 Dec
Boca Sunny Side Condo in Florida

2/2 Spacious Unit

2/2 Spacious Unit
Port Charlotte
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 AED 281
AED 1,038 total
includes taxes & fees
11 Dec - 12 Dec
2/2 Spacious Unit

Chadwick Cove Resort & Marina

Chadwick Cove Resort & Marina
4.0 star property
Manasota Key
10.0 out of 10, Exceptional, (14)
"Great place and location "
United States
Cathy
The price is AED 297
AED 1,985 total
includes taxes & fees
16 Dec - 17 Dec
Chadwick Cove Resort & Marina

2 Person Studio with Patio - Turtle Cove - Welcome to our stunning, newly renovated studio condo!

2 Person Studio with Patio - Turtle Cove - Welcome to our stunning, newly renovated studio condo!
Matlacha
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 AED 165
AED 503 total
includes taxes & fees
14 Dec - 15 Dec
2 Person Studio with Patio - Turtle Cove - Welcome to our stunning, newly renovated studio condo!

Steps to Water! Sea Glass - Beach to Bay, Heated Pool and Dock

Steps to Water! Sea Glass - Beach to Bay, Heated Pool and Dock
Manasota Key
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 AED 400
AED 1,235 total
includes taxes & fees
12 Dec - 13 Dec
Steps to Water! Sea Glass - Beach to Bay, Heated Pool and Dock

6 Person 1-Bedroom Condo with Waterview Patio Angel's Den - 6 Person 1-Bedroom Condo with Waterview Patio Angel

6 Person 1-Bedroom Condo with Waterview Patio Angel's Den - 6 Person 1-Bedroom Condo with Waterview Patio Angel
Matlacha
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 AED 312
AED 729 total
includes taxes & fees
11 Dec - 12 Dec
6 Person 1-Bedroom Condo with Waterview Patio Angel's Den - 6 Person 1-Bedroom Condo with Waterview Patio Angel

Gorgeous Newly Renovated Marina View Condo

Gorgeous Newly Renovated Marina View Condo
Captiva
9.4 out of 10, Exceptional, (3)
"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.
The price is AED 356
AED 1,469 total
includes taxes & fees
11 Dec - 12 Dec
Gorgeous Newly Renovated Marina View Condo

6 Person 1-Bedroom Condo with Waterview Patio Starfish - Welcome to our newly renovated one-bedroom condo!

6 Person 1-Bedroom Condo with Waterview Patio Starfish - Welcome to our newly renovated one-bedroom condo!
Burnt Store
The price is AED 312
AED 729 total
includes taxes & fees
14 Dec - 15 Dec
6 Person 1-Bedroom Condo with Waterview Patio Starfish - Welcome to our newly renovated one-bedroom condo!

Chic Captiva Villa Residence with Great Amenities

Chic Captiva Villa Residence with Great Amenities
Captiva
9.0 out of 10, Wonderful, (11)
"Nice property well equiped short walk to the beautiful beach/ picturesque little town. Very pleased. "
United States
Carlos
The price is AED 863
AED 2,020 total
includes taxes & fees
26 Dec - 27 Dec
Chic Captiva Villa Residence with Great Amenities

Gorgeous Marina Villas Residence at South Seas

Gorgeous Marina Villas Residence at South Seas
Captiva
9.0 out of 10, Wonderful, (10)
"Enjoyed our stay. "
United States
Kim S.
The price is AED 1,072
AED 2,462 total
includes taxes & fees
11 Dec - 12 Dec
Gorgeous Marina Villas Residence at South Seas

Turtle Bay 1A – Island Escape on Manasota Key

Turtle Bay 1A – Island Escape on Manasota Key
Manasota Key
9.8 out of 10, Exceptional, (16)
"We really enjoyed our stay! Great location!"
United States
Kate K.
The price is AED 184
AED 5,098 total
includes taxes & fees
16 Dec - 17 Dec
Turtle Bay 1A – Island Escape on Manasota Key

Enjoyable 2-bedroom/ 2 Bathroom condo with AC in North Port

Enjoyable 2-bedroom/ 2 Bathroom condo with AC in North Port
2.0 star property
Warm Mineral Springs
The price is AED 404
AED 1,433 total
includes taxes & fees
11 Dec - 12 Dec
Enjoyable 2-bedroom/ 2 Bathroom condo with AC in North Port

Bayfront Condo Walkable to Everything. Unit 3

Bayfront Condo Walkable to Everything. Unit 3
Manasota Key
9.6 out of 10, Exceptional, (21)
"Nice location, clean"
United States
Al H.
The price is AED 826
AED 1,833 total
includes taxes & fees
12 Dec - 13 Dec
Bayfront Condo Walkable to Everything. Unit 3

Stunning Beachfront Residence on Captiva

Stunning Beachfront Residence on Captiva
Captiva
9.6 out of 10, Exceptional, (17)
"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.
The price is AED 522
AED 2,246 total
includes taxes & fees
12 Dec - 13 Dec
Stunning Beachfront Residence on Captiva

Stunning Harborview Villa

Stunning Harborview Villa
Captiva
9.0 out of 10, Wonderful, (26)
"Nice accommodations! "
United States
Kimberly H.
The price is AED 375
AED 1,538 total
includes taxes & fees
11 Dec - 12 Dec
Stunning Harborview Villa

Modern Captiva Villa Residence with Great Amenities

Modern Captiva Villa Residence with Great Amenities
Captiva
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 AED 312
AED 1,314 total
includes taxes & fees
11 Dec - 12 Dec
Modern Captiva Villa Residence with Great Amenities

Gorgeous End Condo

Gorgeous End Condo
Captiva
9.6 out of 10, Exceptional, (22)
"Well kept condo."
United States
Joseph S.
The price is AED 419
AED 1,594 total
includes taxes & fees
11 Dec - 12 Dec
Gorgeous End Condo

Cozy beach house! Just steps away from the world-class Manasota beach

Cozy beach house! Just steps away from the world-class Manasota beach
3.5 star property
Manasota
9.8 out of 10, Exceptional, (6)
"Nice place to stay, close to the beach, hunting for fossilized shark teeth was fun."
United States
Vance E.
The price is AED 511
AED 1,683 total
includes taxes & fees
20 Dec - 21 Dec
Cozy beach house! Just steps away from the world-class Manasota beach

Tranquil 2 BR/ 2 BA condo in Rotonda West with screened lanai, and canal

Tranquil 2 BR/ 2 BA condo in Rotonda West with screened lanai, and canal
Pebble Beach
The price is AED 533
AED 1,592 total
includes taxes & fees
11 Dec - 12 Dec
Tranquil 2 BR/ 2 BA condo in Rotonda West with screened lanai, and canal

3 Bedroom- Beachfront Condo with Amazing Sunset Views of the Gulf

3 Bedroom- Beachfront Condo with Amazing Sunset Views of the Gulf
Manasota Key
9.2 out of 10, Wonderful, (59)
"Great Property, Right on the Beach"
United States
Jeff N.
The price is AED 727
AED 1,597 total
includes taxes & fees
11 Dec - 12 Dec
3 Bedroom- Beachfront Condo with Amazing Sunset Views of the Gulf
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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