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Compare 1313 Vacation Homes in Gasparilla Island with updated reviews, rates, and availability.

Charming 1-bedroom unit A with WiFi and AC in brilliant Port Charlotte

8.6 out of 10, Excellent, (14)
"The house was as listed. Very clean and great for what we needed. Would have liked more pillows for the beds. Overall a nice place."
Charming 1-bedroom unit A with WiFi and AC in brilliant Port Charlotte

Luxury Getaway in Cape Coral with heated Pool!

10.0 out of 10, Exceptional, (23)
"We really enjoyed our stay. Home was clean and spacious. Really enjoyed the heated pool!"
Luxury Getaway in Cape Coral with heated Pool!

Luxury Villa - Heated Pool & Spa w/ Gulf Access on Wide Canal in SW Cape Coral

10.0 out of 10, Exceptional, (82)
"We are a senior couple who have been long time vacationers in Cape Coral. This property is extremely clean, comfortable and in a very quiet friendly neighborhood. If you are looking for a neighborhood where rush hour consists of walkers rather than traffic, this is the place for you. The house itself is meticulous with attention to small details such as tissue boxes, ample kitchen/bathroom supplies, sparkling clean house and outdoor areas, bikes and pool/beach supplies in great condition. The...
Luxury Villa - Heated Pool & Spa w/ Gulf Access on Wide Canal in SW Cape Coral

Paradise Awaits at South Seas Beach Villa 2011

9.8 out of 10, Exceptional, (11)
"Clean, comfortable and an excellent location. Dream Vacations did a wonderful job from start to finish "
Paradise Awaits at South Seas Beach Villa 2011

Updated Large Pool Home w/Game Room W/Pool Table & Darts Only 1/2 Mile Beaches

7.0 out of 10, Good, (4)
"The home was great, it had everything we needed for our stay. "
Updated Large Pool Home w/Game Room W/Pool Table & Darts Only 1/2 Mile Beaches

Tropical paradise near the beach with enclosed private pool & lanai

9.4 out of 10, Exceptional, (9)
"Owners obviously take care to have a very clean, comfortable experience. Loved the pool, but sorry I didnt scroll down far enough on 1 VACASA message that said that 3 days prior to arrival, request pool heater be turned on. I had planned on on lot of water walking, but guess this is on me. One recommendation about Master BR bed-It was an uncomfortable mattress and wasnt too steady on its feet, so I slept in other room. Just an FYI, not complaining about this gorgeous setting. Also was spooked by...
Tropical paradise near the beach with enclosed private pool & lanai

Cozy Lanai w/ Secluded, Heated Pool. Washer/Dryer. No Add'l Charges!

10.0 out of 10, Exceptional, (63)
"The property was extremely clean and the host responded quickly. This rental was very well equipped. We would definitely rent again."
Cozy Lanai w/ Secluded, Heated Pool. Washer/Dryer. No Add'l Charges!

FLASH SALE - Beach & restaurants are OPEN - Fully renovated! Steps to beach.

10.0 out of 10, Exceptional, (99)
"A perfect house with stunning views that allow you to see the gulf and the bay, sunrise, and sunset. Updated living spaces with cozy beds and everything you need for a week on the beach. The host is exceptional with excellent communication. You won’t be disappointed. "
FLASH SALE - Beach & restaurants are OPEN - Fully renovated! Steps to beach.

Beautiful Villa Lake View! Heated Pool, Spa & Kayak’s🐠 Simply Wonderful!

10.0 out of 10, Exceptional, (194)
"Very clean property. Well stocked (paper towels, etc) which is very nice compared to about 10 other VRBO properties we have stayed at. Host also was very easy to reach with any questions. Excellent property."
Beautiful Villa Lake View! Heated Pool, Spa & Kayak’s🐠 Simply Wonderful!

CANAL HOME! WARM PRIVATE POOL! FAMILY MEMORIES! WIFI! GRILL! BABY SUPPLIES!

9.8 out of 10, Exceptional, (197)
"Pool area was very nice."
CANAL HOME! WARM PRIVATE POOL! FAMILY MEMORIES! WIFI! GRILL! BABY SUPPLIES!

Breezy coastal duplex with private beach access & deck- dog-friendly

9.0 out of 10, Wonderful, (8)
"We had a lovely time.. needs to be updated. Area rug was very dirty.. could use some small upgrades. Kitchen well equipped."
Breezy coastal duplex with private beach access & deck- dog-friendly

Beach's Edge, On the beach

9.6 out of 10, Exceptional, (104)
"This house was better than I could have imagined. This was our first visit to North Captiva and I could not have picked a better location to stay. The views are priceless. We loved everything about the island and the house and will be back for certain. The property owner and management co was easy to work with and provided us with everything we needed and then some. Thank you so much for making this a wonderful week of memories and fabulous shelling!"
Beach's Edge, On the beach

One Shell 🐚 of a house/ private heated swimming pool/WIFI

10.0 out of 10, Exceptional, (85)
"Well stocked and close to whatever you need "
One Shell 🐚 of a house/ private heated swimming pool/WIFI

Luxury Beach Retreat w/ Pool, Sauna, Cold Plunge, Kayaks, Golf Cart

The price is ¥75,355
¥166,535 total
includes taxes & fees
Apr 16 - Apr 17
Luxury Beach Retreat w/ Pool, Sauna, Cold Plunge, Kayaks, Golf Cart

Villa 8 SUMMER/FALL DISCOUNTS!! Southern Paradise with 3 Master suites

2.0 star property
10.0 out of 10, Exceptional, (8)
"The house was clean and loved the open concept. Easy instructions to get into the house. Great communication. The internet worked wonderful but for some reason it would kick the televisions off or our phones. It would do it at random times. Not sure why. Wouldn't detour us from renting again. Also to there is a difference between a spa and a jacuzzi. Did not know that till now. "
Villa 8 SUMMER/FALL DISCOUNTS!! Southern Paradise with 3 Master suites

Tropical Retreat in Southwest Cape Coral

9.8 out of 10, Exceptional, (50)
"Good location for easy access to things to do in Cape Coral. Just was very responsive "
Tropical Retreat in Southwest Cape Coral

South Seas Beach Villa 2112 - Renovated one bedroom gulf front condo

9.6 out of 10, Exceptional, (26)
"My wife and I came down for a last minute trip to escape the tough winter weather in Upstate New York. A welcome respite. The place is great for 2 people-overlooking the beach and pool. Could be a little tight if you had more people. Clean, updated and easy walking distance to town. Captiva is still in a rebuilding mode after the two hurricanes last fall but that wasn’t a big deal for us. Spent most of our time at the pool or walking the beach. "
South Seas Beach Villa 2112 - Renovated one bedroom gulf front condo

Beautiful House 🏖️ Newly Renovated Jan 2025😀Kayaks, Bikes,Beach Chairs,Fire Pit

10.0 out of 10, Exceptional, (60)
"Perfect property if you have kids! They had everything we needed and were fantastic!"
Beautiful House 🏖️ Newly Renovated Jan 2025😀Kayaks, Bikes,Beach Chairs,Fire Pit

120 steps to beach! Safely on the beach side of the road!

9.8 out of 10, Exceptional, (165)
"We would stay here again! It is important to note that there is a short walk down the road to the beach. We are used to staying at beachfront properties, and it was no trouble at all to walk to the beach and enjoy our coffee. We were very worried about all the private property signs on the beach based on reviews we read. We had no trouble at all finding a spot on the beach. We were impressed by the cleanliness here and we had a great time! It’s a perfect place to stay for a small family!"
The price is ¥45,213
¥85,603 total
includes taxes & fees
Apr 1 - Apr 2
120 steps to beach! Safely on the beach side of the road!

Dearborn Beach Bungalow - Beaches - Boat Launch and more!

9.8 out of 10, Exceptional, (7)
"Nicely appointed cottage, great communication with owner. Photos are very accurate."
Dearborn Beach Bungalow - Beaches - Boat Launch and more!
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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Other property types in Gasparilla Island

The Suites at Fishermen’s Village- 2 Bedroom Suites

3.0 star property
9.8 out of 10, Exceptional, (818)
"Loved it "
The price is ¥34,059
¥38,145 total
includes taxes & fees
Apr 1 - Apr 2
The Suites at Fishermen’s Village- 2 Bedroom Suites

Chadwick Cove Resort & Marina

4.0 star property
10.0 out of 10, Exceptional, (3)
"Very friendly service!! Jim was amazing ! "
The price is ¥37,861
¥72,268 total
includes taxes & fees
Apr 3 - Apr 4
Chadwick Cove Resort & Marina

North Captiva Point House - Boat/Water Taxi Only **NEWLY RENOVATED **

9.6 out of 10, Exceptional, (97)
"Thank you for sharing your property with us! We had magnificent views—- including a full double rainbow 😍 the space was comfortable and clean and perfect for a long weekend getaway. We were able to easily access our boat to spend time on Cayo costa, lunch on cabbage key and a dip in the pool at the N. Captiva club. We didn’t need to use the bunk house, but would be perfect if we brought the kids! Thank you!!"
North Captiva Point House - Boat/Water Taxi Only **NEWLY RENOVATED **
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.