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.)73 min drive
Room options
About the area
About this property
Similar properties

South Seas
Captiva
South Seas
- On private beach
- Pool
- Water slide
- Restaurant
4.2 out of 5, Very good, 1,001 reviews
The price is NZ$705
includes taxes & fees
19 July - 20 July
Property amenities
Policies
Important information
Frequently asked questions
Roosevelt Cottage | Gulf to Bay Getaway Along Captiva 'Tween Waters Stretch. Reviews
Reviews
9.8
Exceptional
9.8/10
Cleanliness
Reviews
Verified
2 Aug 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 7 nights in Jul 2025
Verified
10/10 Excellent
Charles Y.
9 Sept 2019
Liked: Cleanliness, check-in, communication, location, listing accuracy
Roosevelt Cottage
Charles Y.
Verified
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
8/10 Good
Annie G.
8 Jun 2024
Liked: Cleanliness, check-in, communication, listing accuracy
Lousy neighbors
Annie G.
Stayed 7 nights in Jun 2024
Verified
10/10 Excellent
sarah d.
26 Feb 2019
Fantastic Stay!
sarah d.
Stayed 7 nights in Feb 2019
Verified
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
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
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
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
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
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 Jul 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 Jun 2021
A clear/net covering on the pool would negate the mosquitos and enable visitors to enjoy the pool.
Rich Gookin
Verified
10/10 Excellent
Megan S.
12 Jun 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
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
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
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 Jun 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
Verified
10/10 Excellent
Kim B.
20 Apr 2019
Excellent
Kim B.
Stayed 8 nights in Mar 2019
More Destinations
- Lookout Escape
- Captiva Stunning Beachfront Residence
- 1411 Beach Cottage
- Paradise Found 4 Bedroom Home
- Holley House 4 Bedroom Home by RedAwning
- Pearl of the Island for 2
- South Seas
- Lands End Villa 1617
- Gulf Front Getaway at Gulf Cottage 1107
- Butterfly Breeze on North Captiva Island
- Luxury 5BR Gulf
- Turtle & PIPER SHORES–Double Your Pleasure–6 BR BEACHFRONT
- Beach Home 13
- Dolphin House for 2
- Sandrift 1071 Captiva`s Premier Gulf
- Your Beachfront Oasis Awaits
- 'Lil Peace of Heaven
- Beach Villa 2217
- South Villa 5310
- Blue Pearl








