Entire home
Roosevelt Cottage | Gulf to Bay Getaway Along Captiva 'Tween Waters Stretch.
Photo gallery for Roosevelt Cottage | Gulf to Bay Getaway Along Captiva 'Tween Waters Stretch.





Reviews
9.8 out of 10
Exceptional
Entire home
5 bedrooms5 bathroomsSleeps 12
Popular amenities
Explore the area

Captiva, FL
- Place, Captiva Beach1 min walk
- Place, Captiva Chapel By the Sea3 min drive
- Place, Jensen’s Marina4 min drive
- Airport, Fort Myers, FL (RSW-Southwest Florida Intl.)68 min drive
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About the area
About this property
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Roosevelt Cottage | Gulf to Bay Getaway Along Captiva 'Tween Waters Stretch. Reviews
Reviews
9.8
Exceptional
9.8/10
Cleanliness
Reviews
Verified review
2 Aug 2026
Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 7 nights in Jul 2026
Verified review
10/10 Excellent
Matt H.
2 Aug 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Matt H.
Stayed 7 nights in Jul 2025
Verified review
10/10 Excellent
Charles Y.
9 Sept 2019
Liked: Cleanliness, check-in, communication, location, listing accuracy
Roosevelt Cottage
Charles Y.
Verified review
8/10 Good
J David C.
21 Mar 2026
Liked: Cleanliness, check-in, communication, location, listing accuracy
J David C.
Stayed 7 nights in Mar 2026
Verified review
8/10 Good
Annie G.
8 June 2024
Liked: Cleanliness, check-in, communication, listing accuracy
Lousy neighbors
Annie G.
Stayed 7 nights in Jun 2024
Verified review
10/10 Excellent
sarah d.
26 Feb 2019
Fantastic Stay!
sarah d.
Stayed 7 nights in Feb 2019
Verified review
10/10 Excellent
Shelbie W.
30 Apr 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Booked Again!
Shelbie W.
Stayed 7 nights in Apr 2022
Verified review
10/10 Excellent
Terri H.
12 Apr 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Spring Break with family
Terri H.
Stayed 7 nights in Apr 2022
From a partner site
10/10 Excellent
Cheryl Anderson
28 Mar 2022
Everything we hoped for and more! Delightful and friendly on the phone as well as at check-in.
Cheryl Anderson
Verified review
10/10 Excellent
Karen H.
6 Mar 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful Week!
Karen H.
Stayed 7 nights in Feb 2022
Verified review
8/10 Good
Michele T.
25 Jan 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful property, great location but...
Michele T.
Stayed 7 nights in Jan 2022
Verified review
10/10 Excellent
austin h.
18 Jan 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great property
austin h.
Stayed 7 nights in Jan 2022
Verified review
10/10 Excellent
scott w.
8 Jan 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Family Christmas Vacay
scott w.
Stayed 7 nights in Jan 2022
From a partner site
8/10 Good
Mike Cardwell
12 July 2021
Like I said, we LOVED the house and property! It was perfect and the dock was well used by our avid
Mike Cardwell
From a partner site
10/10 Excellent
Rich Gookin
28 June 2021
A clear/net covering on the pool would negate the mosquitos and enable visitors to enjoy the pool.
Rich Gookin
Verified review
10/10 Excellent
Megan S.
12 June 2021
Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect for extended family stay
Megan S.
Stayed 7 nights in Jun 2021
From a partner site
10/10 Excellent
charles canter
31 May 2021
All of our family (9+5 kids) loved property.
charles canter
From a partner site
10/10 Excellent
Timothy Donnelly
26 Apr 2021
The only thing I would recommend is leaving a little larger supply of starter items: soap, toilet pa
Timothy Donnelly
Verified review
10/10 Excellent
Annie G.
20 Apr 2021
Liked: Cleanliness, check-in, communication, location, listing accuracy
Escape
Annie G.
Stayed 7 nights in Apr 2021
Verified review
10/10 Excellent
danica j.
23 Mar 2021
Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect Captiva Spot
danica j.
Stayed 7 nights in Mar 2021
Verified review
10/10 Excellent
keith a.
16 Mar 2021
Liked: Cleanliness, check-in, communication, location, listing accuracy
Family reunion for March birthdays
keith a.
Stayed 14 nights in Feb 2021
From a partner site
10/10 Excellent
Lisa Leach
21 Dec 2020
We plan to rent this property again.
Lisa Leach
From a partner site
8/10 Good
Ted Oberg
29 June 2020
We loved it.
Ted Oberg
From a partner site
8/10 Good
Karen Bloom
1 Jan 2020
The TV's in the Carriage House and Guest Cottage are 10-15 years old.
Karen Bloom
From a partner site
10/10 Excellent
Charles Yanes
19 Aug 2019
Excellent property, very spacious, clean and homey.
Charles Yanes
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