Search Condo Rentals in Gasparilla Island

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
28 Rab. I - 30 Rab. I
In two weeks
4 Rab. II - 6 Rab. II
In one month
18 Rab. II - 20 Rab. II
In two months
16 Jum. I - 18 Jum. I

Compare 114 Condo Rentals in Gasparilla Island with updated reviews, rates, and availability.

Chadwick Cove Resort & Marina
Luxury Condo, 3 Bedrooms, Kitchen, Ocean View | Microwave

Chadwick Cove Resort & Marina

4.0 star property
10.0 out of 10, Exceptional, (2)
"Very friendly service!! Jim was amazing ! "
The price is SAR 636
SAR 1,463 total
includes taxes & fees
25 Mar - 26 Mar
Chadwick Cove Resort & Marina
Sand in Your Toes . . . Right Out Your Front Door!
Property grounds

Sand in Your Toes . . . Right Out Your Front Door!

9.4 out of 10, Exceptional, (103)
"this property is everything it says it is on VRBO. It’s right on the beach. It seems to have been updated recently and has a very pleasing color scheme. The kitchen is generously equipped for any cooking project you might undertake. The pool is small, but was a perfect temperature."
Sand in Your Toes . . . Right Out Your Front Door!
Saltwater Serenity - Beachfront, Pool Access, Walk to Restaurants & Live Music
On the beach, sun loungers, beach towels

Saltwater Serenity - Beachfront, Pool Access, Walk to Restaurants & Live Music

10.0 out of 10, Exceptional, (1)
"This was, hands down, our best visit and best rental in Manasota. The stairs were a bit daunting at first, but the amazing views made the climb worth the effort. Everything in the unit felt new, fresh and clean. Each of the 3 balconies has a lovely view of the gulf or the bay, so sunrises and sunsets were wonderful. We very much appreciated the pool on the few days where red tide made the beach impossible. Overall, we had such a great time that we have already booked for 2026."
Saltwater Serenity - Beachfront, Pool Access, Walk to Restaurants & Live Music
South seas beach villa 2428
On the beach

South seas beach villa 2428

9.6 out of 10, Exceptional, (25)
"Great management. Great communication. Would stay again anytime. "
South seas beach villa 2428
Remodeled Manasota Key Bay Side 1 Bedroom Condo

Remodeled Manasota Key Bay Side 1 Bedroom Condo

3.5 star property
9.2 out of 10, Wonderful, (57)
"Had everything we needed and how close it was to the beach was perfect!"
Remodeled Manasota Key Bay Side 1 Bedroom Condo
DIRECTLY ON PRIVATE BEACH! GULF VIEW CONDO! Amazing panoramic sunset views!
On the beach, sun loungers, beach towels

DIRECTLY ON PRIVATE BEACH! GULF VIEW CONDO! Amazing panoramic sunset views!

9.8 out of 10, Exceptional, (50)
"The apartment is comfortable. The porch overlooking the beach is wonderful . Unfortunately, the damage from the hurricane is up and down the beach and definitely makes the area less desirable. That’s not the fault of the owner . The owner could have been more forthright about the damage though. We were shocked at the devastation. "
DIRECTLY ON PRIVATE BEACH! GULF VIEW CONDO! Amazing panoramic sunset views!
Manasota Key Condo! Private Beach access.Gulf and Bay views
Outdoor pool, a heated pool

Manasota Key Condo! Private Beach access.Gulf and Bay views

10.0 out of 10, Exceptional, (91)
"Great spot on the key. Easy beach and bay access and walk to the restaurants. Very clean and quiet. "
Manasota Key Condo! Private Beach access.Gulf and Bay views
Stunning Bayside Villa w/ Enclosed Lanai, Sleeps 6
TV, offices

Stunning Bayside Villa w/ Enclosed Lanai, Sleeps 6

9.6 out of 10, Exceptional, (7)
"We had a problem with our stay when we checked in due to issues beyond the property manager's control (water issues). The communication up to that point was great, property was clean, and check in was easy. The property manager was good about moving us and communication through the process was excellent. Thank you for accommodating us."
Stunning Bayside Villa w/ Enclosed Lanai, Sleeps 6
Stunning Modern beach front unit - completely renovated! Includes golf cart!
Outdoor dining

Stunning Modern beach front unit - completely renovated! Includes golf cart!

9.8 out of 10, Exceptional, (100)
"We had a great week in this beach condo and on Captiva Is. Marcus was very responsive to any questions and timely in updates to ongoing repairs to the elevator for the building. It was finally completed just before arrival and the crew was still working on the 2300 building when we left. The condo is clean, simple, and has just enough cookware to make a couple of basic meals. We did make use of the vacuum for the inevitable sand being tracked in. There is still reconstruction going on all around...
The price is SAR 1,688
SAR 2,810 total
includes taxes & fees
8 Apr - 9 Apr
Stunning Modern beach front unit - completely renovated! Includes golf cart!
Be one of the first guests to enjoy this newly renovated luxury waterfront villa
Property grounds

Be one of the first guests to enjoy this newly renovated luxury waterfront villa

10.0 out of 10, Exceptional, (4)
"This newly renovated villa is really lovely. We thoroughly enjoyed our stay here. Communication was excellent. It is very quiet and in"
Be one of the first guests to enjoy this newly renovated luxury waterfront villa
Book for 4 nights in Jan and Feb 2025! Rates reflect additional 20% off!
Interior

Book for 4 nights in Jan and Feb 2025! Rates reflect additional 20% off!

3.0 star property
Book for 4 nights in Jan and Feb 2025! Rates reflect additional 20% off!
Gulf side condo be on the beach in minutes!
Sun loungers, beach towels

Gulf side condo be on the beach in minutes!

9.2 out of 10, Wonderful, (53)
"Was good"
Gulf side condo be on the beach in minutes!
Waterfront Condo on Boca Grande-Pure Bliss more photos of remodel coming soon!
A heated pool

Waterfront Condo on Boca Grande-Pure Bliss more photos of remodel coming soon!

10.0 out of 10, Exceptional, (68)
"Our stay was exactly what we were looking for. Maria was great to communicate with and the condo was clean with a great balcony. Perfect for our weekend get-away!"
Waterfront Condo on Boca Grande-Pure Bliss more photos of remodel coming soon!
Stunning Harborview Villa in South Seas
Beach

Stunning Harborview Villa in South Seas

9.0 out of 10, Wonderful, (24)
"Nice accommodations! "
Stunning Harborview Villa in South Seas
Ultra Luxe Beach Villa at South Seas Resort
TV

Ultra Luxe Beach Villa at South Seas Resort

9.6 out of 10, Exceptional, (13)
"Lots of work going on in area but still pleasant stay. Everything was new or redone in unit. Great views for ocean from deck and pool."
Ultra Luxe Beach Villa at South Seas Resort
The Summer Wind @ Manasota Key
Exterior

The Summer Wind @ Manasota Key

10.0 out of 10, Exceptional, (5)
"The condo was clean and very comfortable. The decor is perfectly beachy! The location is fantastic, we thoroughly enjoyed the beach, just a short walk away, and the heated pool is steps away. Having laundry inside the unit is convenient. The kitchen and bathroom are well appointed (a picture of the bathroom on the listing may be helpful.)"
The Summer Wind @ Manasota Key
Bayfront Condo Walkable to Everything. Unit 3
Marina

Bayfront Condo Walkable to Everything. Unit 3

9.6 out of 10, Exceptional, (19)
"My husband and I needed a quick getaway to relax, recharge and unwind. We love this area and love to hunt for shark teeth. UNO, the anfterm of the storm limited access to our favorite spots, but we were quite successful. Erin and Jim’s unit was the perfect spot. I can’t say enough about the location, cleanliness and overall comfort. The host were easily accessible and the condo is in pristine condition! We will definitely return and would recommend this location to anyone looking for a great...
The price is SAR 844
SAR 1,879 total
includes taxes & fees
25 Mar - 26 Mar
Bayfront Condo Walkable to Everything. Unit 3
Burnt Store Marina Condo: Boat, Swim, Golf!
TV

Burnt Store Marina Condo: Boat, Swim, Golf!

8.6 out of 10, Excellent, (21)
"Love the location and the screened in porch."
Burnt Store Marina Condo: Boat, Swim, Golf!
Chillax on the Beach or by the Bay!
Beach nearby

Chillax on the Beach or by the Bay!

10.0 out of 10, Exceptional, (13)
"We love Englewood and Manasota Key, and Sunburst is an amazing gulf to bay community. This unit is on the bay side (but still a short walk to the beach) and it's very calm and quiet. The pool is right by the bay and dock, and it is so relaxing. The unit is modern and clean with comfortable beds. Access to the unit was very easy via a keypad lock. Jim (property manager) is super communicative and handles any issues rapidly. The only issue we had during our stay was Hurricane Helene! Jim...
Chillax on the Beach or by the Bay!
APRIL 25% Discount — for 14 days or more! Relax in the Florida Sunshine!
Shower, hair dryer, towels, soap

APRIL 25% Discount — for 14 days or more! Relax in the Florida Sunshine!

10.0 out of 10, Exceptional, (4)
"This condo has everthing we needed, very clean and comfortable and in a great location. The pool was great, there are nearby groceries as well as many excellent restaurants. Communication with the owners was outstanding. "
APRIL 25% Discount — for 14 days or more! Relax in the Florida Sunshine!
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.
Don't see what you're looking for?
See all available properties in Gasparilla Island
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other property types in Gasparilla Island

The Suites at Fishermen’s Village- 2 Bedroom Suites
Outdoor pool

The Suites at Fishermen’s Village- 2 Bedroom Suites

3.0 star property
9.8 out of 10, Exceptional, (813)
"Very nice suite and accomodations. Clean, well furnished and quiet. Beautiful harbor view from our suite. Enjoyed the daily outside music. Very relaxing."
The price is SAR 869
SAR 973 total
includes taxes & fees
1 Apr - 2 Apr
The Suites at Fishermen’s Village- 2 Bedroom Suites
Chadwick Cove Resort & Marina
Luxury Condo, 3 Bedrooms, Kitchen, Ocean View | Microwave

Chadwick Cove Resort & Marina

4.0 star property
10.0 out of 10, Exceptional, (2)
"Very friendly service!! Jim was amazing ! "
The price is SAR 636
SAR 1,463 total
includes taxes & fees
25 Mar - 26 Mar
Chadwick Cove Resort & Marina
Upscale and Beautiful Beach Front Condo with Gorgeous Gulf Sunsets, South Seas
Outdoor dining

Upscale and Beautiful Beach Front Condo with Gorgeous Gulf Sunsets, South Seas

9.6 out of 10, Exceptional, (78)
"Overall solid. Shower and bathroom sink was clogged up but property manager was quick to send plumber. Arrived to no coffee filters and 1 roll of toilet paper. Gorgeous views. Pool was not nice. Beach was beautiful. I would stay again if price was adjusted"
Upscale and Beautiful Beach Front Condo with Gorgeous Gulf Sunsets, South Seas
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.

Frequently asked questions

Why book your condo in Gasparilla Island with Expedia?
Use Expedia to find your ideal condo in Gasparilla Island. On the lookout for a high-end stay? Make the most of our filters to search for properties with a 5-star rating. If you need to stick to a budget, select how much you want to spend and then browse our fabulous deals. We’ll help you find the perfect pad whatever your plans or style of travel.
How can I find cheap condos in Gasparilla Island?
Expedia can help you narrow down your search for cheap condos in Gasparilla Island. To lock in your dream stay in a few clicks, simply use the filter tool to refine your search results by budget, amenities and star rating.