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Check prices for these dates

Next weekend
1 Aug - 3 Aug
In two weeks
8 Aug - 10 Aug
In one month
22 Aug - 24 Aug
In two months
19 Sept - 21 Sept

Featured Cottages in Gasparilla Island

Best Location on Manasota Key, Cottage Sleeps 3, Kayaks and Wi-Fi
Terrace/patio

Best Location on Manasota Key, Cottage Sleeps 3, Kayaks and Wi-Fi

10.0 out of 10, Exceptional, (133)
"Our stay was great. Everything was as advertised and expected. "
Best Location on Manasota Key, Cottage Sleeps 3, Kayaks and Wi-Fi
Near beaches! 2100 square foot heated pool home on the Golf Course!
Enjoy a serene outdoor space with a well-maintained lawn and beautiful flowering plants.

Near beaches! 2100 square foot heated pool home on the Golf Course!

2.0 star property
10.0 out of 10, Exceptional, (11)
"Great property- we especially enjoyed the pool area and viewing the sunset from thereWell stocked kitchen and comfortable beds. In the area try Coffee & Friends for breakfast, Sassy tarts for baked goods, Placida Fish market for fresh seafood, Englewood farmers market for fresh produce And don’t forget to visit Gasparilla Island - the sun always seems to shine thereWe will be back!"
Near beaches! 2100 square foot heated pool home on the Golf Course!
Private Gulf Beach-4 BRs- Luxury Cottage, Pet Friendly-Kayaks & SUPs-Grill
Relax on the patio with a comfortable bench and wicker sofa, surrounded by a peaceful atmosphere.

Private Gulf Beach-4 BRs- Luxury Cottage, Pet Friendly-Kayaks & SUPs-Grill

10.0 out of 10, Exceptional, (34)
"We were extremely happy with our stay and Evan as our host. He went out of his way to make sure everything went smoothly including helping us find all the beach amenities. The house was excellent and just what we needed, just a short walk across the road to the beach. We would definitely stay here again!"
Private Gulf Beach-4 BRs- Luxury Cottage, Pet Friendly-Kayaks & SUPs-Grill
Spacious "Crab Cakes" Cottage on N. Captiva Island,FL with GolfCart and Starlink
Stunning two-story building with a spacious balcony and lush green surroundings.

Spacious "Crab Cakes" Cottage on N. Captiva Island,FL with GolfCart and Starlink

8.8 out of 10, Excellent, (13)
"Cute house as described, beautiful island, would love to return"
Spacious "Crab Cakes" Cottage on N. Captiva Island,FL with GolfCart and Starlink
Villa Mojito Dazzles
Relax under a shaded patio with a table and two chairs, surrounded by lush greenery and charming buildings.

Villa Mojito Dazzles

9.8 out of 10, Exceptional, (142)
"Clean"
Villa Mojito Dazzles
Island Cottage-boat ramp at end of street! Walk to Jug Creek Marina!
Stunning single-story home with a front door, garage, and attached shed, set amidst a lush lawn and palm trees.

Island Cottage-boat ramp at end of street! Walk to Jug Creek Marina!

10.0 out of 10, Exceptional, (21)
"We had a wonderful time on the island. This home was very clean and an adorable beach"
Island Cottage-boat ramp at end of street! Walk to Jug Creek Marina!
#4 Charming cottage across of warm mineral springs great for 2 person
Guests enter through a simple, functional entrance with a bench.

#4 Charming cottage across of warm mineral springs great for 2 person

8.8 out of 10, Excellent, (5)
"Excellent place for what we was looking for The host was very friendly and always helpful Thank you so much "
The price is AU$221
includes taxes & fees
25 July - 26 July
#4 Charming cottage across of warm mineral springs great for 2 person
Private Pool: Beachy Cape Coral Getaway!
House (3 Bedrooms) | Interior

Private Pool: Beachy Cape Coral Getaway!

3.0 star property
9.4 out of 10, Exceptional, (3)
"Very comfortable, inviting stay at the Beachy Cape Coral getaway after a long journey from Minnesota, trying to get ahead of back to back Winter storms. So when we arrived at this beautiful home, it was such a beautiful place to rest and rejuvenate. Everything worked as advertised, we had no trouble connecting to wifi or the NFL playoff games when we arrived. Thank you for sharing your beautiful home with us!"
Private Pool: Beachy Cape Coral Getaway!
Oystercatcher at Shorebirds, Bikes and Kayaks 3 minutes walk to beach!
Relax in the serene outdoor seating area with Adirondack chairs and a wicker sofa, offering a tranquil view of the surrounding landscape.

Oystercatcher at Shorebirds, Bikes and Kayaks 3 minutes walk to beach!

10.0 out of 10, Exceptional, (65)
"Our family of four had a fantastic stay at this condo. It was incredibly clean and had wonderful amenities. We loved the kayaks and bikes. The location was perfect and the beach access was close by. We look forward to booking here again! "
Oystercatcher at Shorebirds, Bikes and Kayaks 3 minutes walk to beach!
Romantic beach home with golf cart Remodeled Coastal charm
Relax in a serene outdoor space surrounded by lush greenery and palm trees, with a comfortable sofa and small table.

Romantic beach home with golf cart Remodeled Coastal charm

9.6 out of 10, Exceptional, (33)
"This was a honeymoon spot for us as we got married after 9 yrs. this time ( we was high school sweethearts), we wanted a place to just be us and to be able to reset and that’s exactly what we found !! Love this place and will be back. Lizabeth"
Romantic beach home with golf cart Remodeled Coastal charm
Laughing Gull at Shorebirds 3min walk to beach Sunsets! Kayaks Bikes and More!
Situated in a residential area, this charming building features a front door with a glass panel and a small porch with a railing.

Laughing Gull at Shorebirds 3min walk to beach Sunsets! Kayaks Bikes and More!

10.0 out of 10, Exceptional, (77)
"Was a great stay. Short walk to beach and short walk to put kayaks in. Was great to have beach supplies all there. "
Laughing Gull at Shorebirds 3min walk to beach Sunsets! Kayaks Bikes and More!
Island-Life-Steps to Stunning Beach! Pool!
Enjoy a serene beach experience with a shaded spot under the umbrella, perfect for relaxation and leisure activities.

Island-Life-Steps to Stunning Beach! Pool!

9.4 out of 10, Exceptional, (10)
"Oir host was amazing and on point. She quckly answered any all questions and immediately addressed any issues. Had an amzing workation. 10 out of 10 stars."
Island-Life-Steps to Stunning Beach! Pool!
White Pelican at Shorebirds, Beach sunsets 3 min walk! Kayaks, Bikes and more!
Relax in style with four comfortable chairs and a small table, surrounded by a beautiful view of the landscape.

White Pelican at Shorebirds, Beach sunsets 3 min walk! Kayaks, Bikes and more!

10.0 out of 10, Exceptional, (64)
"Very clean property with everything you need. Small but excellent in terms of having it all for a 2-7 day stay. The area is still recovering from hurricanes in the fall of 2024 but this property is in great shape."
White Pelican at Shorebirds, Beach sunsets 3 min walk! Kayaks, Bikes and more!
Honeymoon or Anniversary getaway beachfront with bay dock!
Relax in this serene outdoor space with a glass-enclosed patio, ceiling fans, and a wicker sofa.

Honeymoon or Anniversary getaway beachfront with bay dock!

10.0 out of 10, Exceptional, (108)
"We had a wonderful stay. The house and property exceeded expectations! Rebecca and Andy were super accomodating, attentive, and went above and beyond to make our stay as special as was possible. House was equipped with everything we could ever need. Beautiful, peaceful location. We will be back!"
Honeymoon or Anniversary getaway beachfront with bay dock!
Island Life! King Bed Studio-Steps to beach
Enjoy stunning ocean views from this beachfront property, situated near a sandy beach area.

Island Life! King Bed Studio-Steps to beach

9.6 out of 10, Exceptional, (161)
"Room was quaint and clean with a comfortable bed. The room was warm without running the fan. Parking was difficult for our truck and the door code was extremely difficult to operate. Other renters were experiencing the same issue. Owner was communicative, helpful and provided update to information including local activities. "
Island Life! King Bed Studio-Steps to beach
Little Gasparilla Island a 2-bedroom cottage wth WiFi and AC on a private island
Stunning two-story building surrounded by lush greenery, featuring a covered porch and upper balcony.

Little Gasparilla Island a 2-bedroom cottage wth WiFi and AC on a private island

10.0 out of 10, Exceptional, (2)
"Love that the house was just steps from the dock and the beach was a short walk. It was nice to have chairs and an umbrella so that we didn't have to bring those with us. The house was wonderful with everything we needed. Communication was great with questions answered quickly. Would definitely book here again."
Little Gasparilla Island a 2-bedroom cottage wth WiFi and AC on a private island
Studio#1-Back Bay Sunsets in Matlacha
Situated in a natural setting, this charming building offers a peaceful retreat.

Studio#1-Back Bay Sunsets in Matlacha

10.0 out of 10, Exceptional, (9)
"We were very impressed with the cleanliness, comforts and the central location!!"
The price is AU$310
includes taxes & fees
29 July - 30 July
Studio#1-Back Bay Sunsets in Matlacha
#3 Small house walking distance to Warm Mineral Spring
Guests can enjoy a patio with a picnic table outside this cozy single-story building.

#3 Small house walking distance to Warm Mineral Spring

9.0 out of 10, Wonderful, (6)
"We really enjoyed our stay! Cozy little spot in a quiet area right by the park. Had everything we needed!"
The price is AU$230
includes taxes & fees
25 July - 26 July
#3 Small house walking distance to Warm Mineral Spring
Historic Captiva PO Cottage Garden Suite Steps to Beach Casual Lux Décor - Jensen's "On the Gulf" 7
Surrounded by lush greenery, this two-story building offers a spacious patio area with lounge chairs and a thatched-roof structure.

Historic Captiva PO Cottage Garden Suite Steps to Beach Casual Lux Décor - Jensen's "On the Gulf" 7

3.0 star property
7.6 out of 10, Good, (8)
"Our spot was clean, tasteful, and quiet. It was a quick walk to the beautiful beach and local restaurants/stores. We'd definitely stay again if/when we're back in Captiva. Thank you!"
The price is AU$807
includes taxes & fees
8 Aug - 9 Aug
Historic Captiva PO Cottage Garden Suite Steps to Beach Casual Lux Décor - Jensen's "On the Gulf" 7
Cozy Beach Cottage
Exterior

Cozy Beach Cottage

9.4 out of 10, Exceptional, (21)
"Wonderful location for a peaceful getaway "
Cozy Beach Cottage
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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