Search and Rent Gasparilla Island Condos

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Compare 94 Condo Rentals in Gasparilla Island with updated reviews, rates, and availability.

Beach | Sun loungers, beach towels
Come Relax in the Sunshine, Sand, and Solitude of this Quiet Island Paradise
10.0 out of 10, Exceptional, (5)
"Property was exactly as described, very clean and well stocked! Property managers were super helpful and responded immediately when we had questions. We had an amazing time and really enjoyed our stay. Thank you!"
Come Relax in the Sunshine, Sand, and Solitude of this Quiet Island Paradise
On the beach, sun loungers, beach towels
⭐ Beachfront-Vacation on a Tropical Island!, One Pet Pool, Dock, Tennis & More!
10.0 out of 10, Exceptional, (127)
"Fair warning this vacation home and location will have you wanting to sell everything you own to stay here forever. Truly such a peaceful vacation to slow down and reconnect with your family away from it all. Endless hours on the beach just steps from the back porch. The pool is very close to the unit as well, and was perfect on the day the surf was too rough due to storms. Many hours spent on the screened porch eating every meal and family game nights. The amenities were perfect for our...
⭐ Beachfront-Vacation on a Tropical Island!, One Pet Pool, Dock, Tennis & More!
TV, offices
Stunning Beach Villa Residence at South Seas
10.0 out of 10, Exceptional, (4)
"Rent this place right now. Completely redone with everything working perfectly. This place is brand new redone.this was our tenth trip to south seas and this was the best unit we have stayed in by far."
Stunning Beach Villa Residence at South Seas
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Beach nearby, sun loungers, beach towels
Cozy Modern BEACH FRONT - GULF VIEW Condo. Watch the sunset from your porch!
10.0 out of 10, Exceptional, (56)
"If beach is what you like this is a perfect spot! Also very private feel to the rental space."
Cozy Modern BEACH FRONT - GULF VIEW Condo. Watch the sunset from your porch!
A heated pool
Waterfront Condo on Boca Grande-Pure Bliss
10.0 out of 10, Exceptional, (64)
"We absolutely loved the area! The condo was well equipped. No elevators so wouldn’t recommend for anyone with problems climbing stairs. I thought it was beachfront but I think that was my inability to read the description properly! The beaches are less than 10 minutes away and absolutely fabulous so well worth the drive! The owner was very responsive and friendly and this condo while not on the beach is waterfront and offers beautiful views. Across the street we got to see amazing dolphin shows...
Waterfront Condo on Boca Grande-Pure Bliss
View from property
Cozy Beach Condo with Panoramic Ocean Views
10.0 out of 10, Exceptional, (3)
"The condo was perfect! Great accommodations with beautiful sunsets."
Cozy Beach Condo with Panoramic Ocean Views
Property grounds
Beach Front Beauty @ Castaways - Direct Gulf Front Condo - unobstructed views!
10.0 out of 10, Exceptional, (15)
"Wonderful place to relax"
Beach Front Beauty @ Castaways - Direct Gulf Front Condo - unobstructed views!
Living area | Smart TV, Netflix, books, smart speakers
Fully Renovated 2BD/2BA Luxury Condo Right On Spectacular South FL Beaches
10.0 out of 10, Exceptional, (81)
"This is an amazing place to spend a relaxing trip in beautiful accommodations. We loved everything about it. It’s an ideal location. The hosts are wonderful to work with."
Fully Renovated 2BD/2BA Luxury Condo Right On Spectacular South FL Beaches
Aerial view
Paradise 🏝Beach heaven 🌞condo 🦩<br>
10.0 out of 10, Exceptional, (22)
"Was accurately listed, clean and a very convenient location."
Paradise 🏝Beach heaven 🌞condo 🦩<br>
Exterior
BEACHFRONT, It’s a Shore Thing! 2 BR/2Bath Retreat with spectacular Gulf views!
10.0 out of 10, Exceptional, (2)
"We absolutely loved our stay. Dawn was incredible. We cant wait to go back !"
BEACHFRONT, It’s a Shore Thing! 2 BR/2Bath Retreat with spectacular Gulf views!
Fridge, microwave, oven, stovetop
Your piece of Paradise at Palm Manor Condo
10.0 out of 10, Exceptional, (7)
"This property has it all, anything you could possibly need while you're on vacation. It was extremely clean, a great located and very close to the beach and great restaurants. I would highly recommend renting this place!"
Your piece of Paradise at Palm Manor Condo
Property grounds
Quiet Lemon Bay with Pool, Beach and Pier
9.8 out of 10, Exceptional, (23)
"We just bought a new home near Lemon Bay. It wasn’t ready so we had to look for reasonable accommodations for a week. We had some time to relax here because that’s what you do in Englewood. Very responsive host, clean, neat cottage among 9 others. The Sunsets were out of this world, the beach was 1 mile away. The people friendly and the pool refreshing. It’s not a 5 star resort BUT Better! No noisy crowds, fish off the long dock, read in the hammock! No one to bother you so make your own Pina...
Quiet Lemon Bay with Pool, Beach and Pier
A heated pool
Waterfront Ground Level Condo Only Steps From The Beach
9.8 out of 10, Exceptional, (154)
"Property is as listed and was clean. The only problem we in counter was the wi-Fi was very slow. Would rent again if wi-fi problems are corrected"
Waterfront Ground Level Condo Only Steps From The Beach
Property grounds
Stunning Modern beach front unit - completely renovated! Includes golf cart!
9.8 out of 10, Exceptional, (89)
"Perfect for a 4 day getaway. Enjoy the accommodations and setting."
The price is $450
$755 total
includes taxes & fees
May 28 - May 29
Stunning Modern beach front unit - completely renovated! Includes golf cart!
Balcony
Beachfront - Romantic - Relaxing - Panoramic Views - Little Gasparilla Island
9.8 out of 10, Exceptional, (66)
"Beautiful island, beautiful condo, with amazing views!"
Beachfront - Romantic - Relaxing - Panoramic Views - Little Gasparilla Island
On the beach, sun loungers, beach towels
Modern BEACH FRONT - GULF VIEW condo. Watch the sunset from your porch!
9.8 out of 10, Exceptional, (36)
"Supper gorgeous view and not overly crowded if you love just being ar the beach it perfect"
Modern BEACH FRONT - GULF VIEW condo. Watch the sunset from your porch!
Beach | Beach nearby, sun loungers, beach towels
Cozy Condo With Heated Pool
9.8 out of 10, Exceptional, (23)
"We enjoyed the stay, the home was a good size, well equipped, and clean."
The price is $80
$290 total
includes taxes & fees
May 18 - May 19
Cozy Condo With Heated Pool
Outdoor pool, a heated pool
PARADISE FOUND!! 2nd Floor condo w/ Marina View, Recently Updated
9.8 out of 10, Exceptional, (63)
"The Condo is beautifully decorated, well appointed, clean, and comfortable. Communication with owner and check in process was easy and smooth. The deck and view of the marina is amazing and such a relaxing place to sit. I would highly recommend and I am sure we will be booking again in the future!"
PARADISE FOUND!! 2nd Floor condo w/ Marina View, Recently Updated
Sun loungers, beach towels
Penthouse - Bay Front - 2 Story - Sleeps 8 at South Seas Island Resort, Captiva
9.8 out of 10, Exceptional, (84)
"It was good to be back to Captiva after missing last year due to the storm clean-up."
Penthouse - Bay Front - 2 Story - Sleeps 8 at South Seas Island Resort, Captiva
On the beach, beach towels
Direct Beachfront Condo with Huge Balcony Overlooking Gulf of Mexico!
9.6 out of 10, Exceptional, (59)
"We had a wonderful time at the beach house! There was a small issue the first night but after messaging the host they had someone out quickly the next day to fix it. We will definitely stay there again in the future."
The price is $298
$564 total
includes taxes & fees
May 23 - May 24
Direct Beachfront Condo with Huge Balcony Overlooking Gulf of Mexico!
Don't see what you're looking for?
See all available properties in Gasparilla Island
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.

Other property types in Gasparilla Island

Beach
Privacy in Paradise
10.0 out of 10, Exceptional, (58)
"Heat place to stay and anchor our adventures from. Thank you!"
Privacy in Paradise
Outdoor pool
The Suites at Fishermen’s Village- 2 Bedroom Suites
3.0 star property
9.8 out of 10, Exceptional, (529)
"Great stay at fisherman’s village. The rooms were very clean and convenient. "
The price is $159
$178 total
includes taxes & fees
May 19 - May 20
The Suites at Fishermen’s Village- 2 Bedroom Suites
Beach | On the beach
Amazing location! Beachfront Island Cottage On The Gulf "Old" FL still exists!!
9.4 out of 10, Exceptional, (84)
"I love this cottage. Very clean and comfortable Thank you Angelo for everything!"
Amazing location! Beachfront Island Cottage On The Gulf "Old" FL still exists!!
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.

Gasparilla Island Condo Rentals information

Number of reviews
792
Accommodation
94 Condo Rentals
Lowest Price
$90
Highest Price
$498

Frequently asked questions

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Recent reviews of Gasparilla Island hotels
Expedia verified reviews

Sunseeker Resort Charlotte Harbor

Sunseeker Resort Charlotte Harbor

5/5 Excellent
"If you're seeking the ultimate getaway, look no further than this resort oasis. Nestled amidst lush, meticulously manicured grounds, this hotel offers a serene escape from the hustle and bustle of everyday life. From the moment you arrive, you're greeted with unparalleled hospitality from a team that's not just helpful, but genuinely friendly. One of the standout features is the abundance of culinary options. With multiple dining venues on-site, you'll embark on a culinary journey that delights the senses. Whether you're craving international flavors or local specialties, there's something to satisfy every palate. But the real gem of this resort? The pools. Prepare to be mesmerized by not just one, but two stunning pools. The rooftop pool offers breathtaking views, while the ground level pool is a marvel in itself, one of the largest you'll ever lay eyes on. Whether you're lounging poolside with a cocktail in hand or taking a refreshing dip, you'll find yourself utterly captivated by the sheer beauty of your surroundings. In summary, this resort is a haven for those seeking luxury, relaxation, and impeccable service. With its plethora of dining options, stunning pools, and exceptional staff, it's no wonder why it comes highly recommended. Pack your bags and prepare for an unforgettable experience."
A verified traveler stayed at Sunseeker Resort Charlotte Harbor
Posted 2 days ago
Sunseeker Resort Charlotte Harbor