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
5 bedrooms 4+ bathrooms Sleeps 12
Popular amenities
Explore the area

Captiva, FL
- Place, Captiva Beach1 min walk
- Place, North Captiva Island Beach
- Place, Turner Beach6 min drive
- Airport, Fort Myers, FL (RSW-Southwest Florida Intl.)73 min drive
Rooms & beds
5 bedrooms (sleeps 12)
BEDROOM
1 King Bed
BEDROOM
1 Queen Bed
BEDROOM
1 Queen Bed
BEDROOM
1 King Bed
BEDROOM
1 King Bed
4 bathrooms, 1 half bathroom
Bathroom
Bathtub · Shower only
Bathroom
Bathroom
Bathtub · Shower only
Bathroom
Shower only
Bathroom
Shower only
Spaces
Kitchen
Garden
About this property
Roosevelt Cottage | Gulf to Bay Getaway Along Captiva 'Tween Waters Stretch.
**ONE OF THE BEST FEATURES OF THIS HOME IS HAVING FULL RESORT ACCESS TO 'TWEEN WATERS INN AND MARINA WHERE YOU CAN ENJOY TWO POOLS, RESTAURANTS, LIVE ENTERTAINMENT, ADDITIONAL BEACH ACCESS, AND SO MUCH MORE! **
** Based on availability.
HOME FEATURES
Roosevelt Cottage is located on Captiva Island .1 miles from ‘Tween Waters Island Resort & Spa. This home features an open floor plan for extended family and friends with a spacious living area opening into the chef's gourmet kitchen with 4 burner gas range, upscale appliances and breakfast area. The northern wing in the main house features a primary king bedroom suite, TV and en-suite bathroom with claw foot tub, shower and walk in closet. This wing also offers a spacious office area with TV and half bath which is convenient to the master suite. The main level also features a formal dining room an additional den with TV off of the kitchen area plus a large laundry room providing two sets of stack washer/dryers for your convenience.
Please Note: Captiva Island is scheduled to undergo a beach renourishment project which may begin 9/1 at Blind Pass and move north through 10/31 that may result in temporary beach access limitations, construction activity, or noise near your property. While we strive to provide accurate updates, timelines and impacts are subject to change and beyond our Sanibel Captiva Island Vacations control.
The property features an expansive screened lanai overlooking the dock and Roosevelt Channel. The upper level of the main home offers a spacious loft with comfortable queen size sleep sofa and a flat panel TV. There is a guest bedroom on each side of the loft both with queen sized beds and a full bathroom with a tub/shower combination.
Just outside the main home is the charming guest cottage which was the original fishing cottage on this tropical oasis. The guest cottage offers a quaint living area with TV and WIFI and a handy kitchen with a refrigerator, stove and microwave plus a dining area. The guest cottage also has a comfortable sleeping area with a king-size bed, full bathroom and utility room with a washer and dryer. For additional family and friends, there is a carriage house guest suite which sleeps 2 with a king size bed, full bathroom and spacious seating area equipped with flat screen TV. A morning kitchen in this suite is convenient for guests. This suite is located above the carriage garage. Roosevelt Cottage has plenty of space with nearly 5,000 sq ft of space combined in three separate structures.
Our favorite feature and center of attention you will find the private heated pool hidden among the lush mature vegetation with a waterfall. Roosevelt Cottage offers a large private boat dock and fishing pier. This estate home is a hidden gem you and your family will treasure while enjoying the perfect vacation destination. Roosevelt Cottage estate offers extended family and friends many options for sleeping and providing a relaxing atmosphere and privacy.
** Based on availability.
HOME FEATURES
Roosevelt Cottage is located on Captiva Island .1 miles from ‘Tween Waters Island Resort & Spa. This home features an open floor plan for extended family and friends with a spacious living area opening into the chef's gourmet kitchen with 4 burner gas range, upscale appliances and breakfast area. The northern wing in the main house features a primary king bedroom suite, TV and en-suite bathroom with claw foot tub, shower and walk in closet. This wing also offers a spacious office area with TV and half bath which is convenient to the master suite. The main level also features a formal dining room an additional den with TV off of the kitchen area plus a large laundry room providing two sets of stack washer/dryers for your convenience.
Please Note: Captiva Island is scheduled to undergo a beach renourishment project which may begin 9/1 at Blind Pass and move north through 10/31 that may result in temporary beach access limitations, construction activity, or noise near your property. While we strive to provide accurate updates, timelines and impacts are subject to change and beyond our Sanibel Captiva Island Vacations control.
The property features an expansive screened lanai overlooking the dock and Roosevelt Channel. The upper level of the main home offers a spacious loft with comfortable queen size sleep sofa and a flat panel TV. There is a guest bedroom on each side of the loft both with queen sized beds and a full bathroom with a tub/shower combination.
Just outside the main home is the charming guest cottage which was the original fishing cottage on this tropical oasis. The guest cottage offers a quaint living area with TV and WIFI and a handy kitchen with a refrigerator, stove and microwave plus a dining area. The guest cottage also has a comfortable sleeping area with a king-size bed, full bathroom and utility room with a washer and dryer. For additional family and friends, there is a carriage house guest suite which sleeps 2 with a king size bed, full bathroom and spacious seating area equipped with flat screen TV. A morning kitchen in this suite is convenient for guests. This suite is located above the carriage garage. Roosevelt Cottage has plenty of space with nearly 5,000 sq ft of space combined in three separate structures.
Our favorite feature and center of attention you will find the private heated pool hidden among the lush mature vegetation with a waterfall. Roosevelt Cottage offers a large private boat dock and fishing pier. This estate home is a hidden gem you and your family will treasure while enjoying the perfect vacation destination. Roosevelt Cottage estate offers extended family and friends many options for sleeping and providing a relaxing atmosphere and privacy.
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House Rules
Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
Children
Children allowed: ages 0–17
Events
No events allowed
Pets
Pets allowed: dogs less than 23 kg per pet (limit 2 pets total)
Smoking
Smoking is not permitted
Check-out instructions
The host requires you to complete the following before checking out:
Load the dishwasher
Strip any used beds and gather used towels
Remove personal items and take out the rubbish
Turn off the lights
Failure to complete these may result in a negative review from the host.
Important information
You need to know
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
About the area
Captiva
Captiva is home to this holiday home. Captiva Chapel By the Sea and Sanibel Historical Village and Museum are local landmarks, and some of the area's activities can be experienced at Jensen’s Marina and McCarthy's Marina. Sanibel Captiva Conservation Foundation and Bailey - Matthews Shell Museum are also worth visiting. Take the opportunity to explore the area for outdoor excitement like hiking.

Captiva, FL
What's nearby
- Captiva Beach - 1 min walk - 0.2 km
- Jensen’s Marina - 5 min drive - 2.7 km
- Turner Beach - 6 min drive - 3.5 km
- Bowman's Beach - 15 min drive - 5.1 km
- Sanibel Island Southern Beach - 19 min drive - 10.8 km
Getting around
Restaurants
- The Green Flash Waterfront Restaurant - 3 min drive
- RC Otter's Island Eats - 4 min drive
- The Shipyard - 8 min walk
- Starbucks - 5 min drive
- The Mucky Duck - 4 min drive
Frequently asked questions
About the host
Hosted by Sanibel Captiva Island Vacation Rentals

Sanibel Captiva Island Vacations is part of Sanibel Captiva Beach Resorts, a leader in Southwest Florida lodging management and marketing since 1931. Sanibel Captiva Beach Resorts offers outstanding beach resorts, vacation rentals, restaurant and entertainment venues, marinas, spa, plus recreational opportunities.
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