ROOSEVELT COTTAGE
House in Captiva, FL
Why you'll love this stay
Outdoor Living
Private heated pool framed by lush landscaping offers serene island luxury.
Entertainment & Amenities
Resort-pass access to Tween Waters adds pools, dining, and live entertainment.
Location & Accessibility
Short walk to Gulf beaches and Captiva shops enhances convenience.
What guests are saying
4.8
Rated 4.8 out of 5 from 25 reviews4.8
Rated 4.8 out of 5 from 25 reviewsGuests consistently highlight the spaciousness and beauty of the property, with many praising the well-appointed kitchen and comfortable gathering areas. The private pool and access to nearby amenities enhance the overall experience. Reviewers appreciate the attentive property management and the serene, well-maintained surroundings. Families find it an ideal setting for reunions, with ample room for relaxation and fun. Overall, guests express high satisfaction and recommend this property for future stays.
Property details
Sleeping arrangements
Bedroom 1
3 King Beds
Bedroom 2
2 Queen Beds
Bedroom 3
1 Sofa Bed
What’s included
Self check-in
Parking
Pool
Washer
Dryer
Air conditioning
Heating
Pets allowed
Guest reviews
Ed M.
Beautiful Beach Home
May 2025
We had an amazing stay at this beautiful Captiva home. We had plenty of space for 7 adults and 2 children . Large, well appointed kitchen and living area. We enjoyed beach access, private pool as well as passes to Tween Waters Resort. Would highly recommend this property!
Charlie B.
Spacious with a Great Location
April 2025
This was our second year staying at Roosevelt Cottage — 2 weeks in 2024 and 3 weeks in 2025. The rental is unique in checking some really key boxes for us: dockage on Roosevelt Channel (we rent a boat during our stay), a nice pool area, and a short walk to the beach. The house is spacious and very comfortable and generally in good condition, especially in wake of hurricanes that have hit Captiva in recent years. Walking proximity to Tween Waters and short drives to other Captiva restaurants are a plus. A friendly, responsive and very capable property manager/handyman is also nearby. With five bedrooms the property could accommodate a pretty large group.
Adina
December 2024
Lovely house for a comfortable family vacation with three generations incl young kids. Lots of room to spread out, swim, loved pool and pickleball at Tween Waters resort. Great beach access!
Nancy S.
The perfect place for family time
June 2024
Roosevelt cottage was perfect for our family. This is the second year we've stayed there and everything was close to perfect. My whole family loved being there and wish we could have even more time.
Michael and his staff could not have been more accommodating. It was a great experience.
Know before you go
House rules
Check-in: 4:00pm
Checkout: 10:00am
Pets allowed
No smoking
No parties