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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.

exterior
exterior
exterior
exterior
exterior

Reviews

9.8 out of 10

Exceptional

5 bedrooms4+ bathroomsSleeps 12

Popular amenities

  • Parking available
    Parking available
  • Pet-friendly
    Pet-friendly
  • Washer
    Washer
  • Pool
    Pool
  • Kitchen
    Kitchen
  • Air conditioning
    Air conditioning

Explore the area

Map
Captiva, FL
  • Captiva Beach
    3 min walk
  • J. N. Ding Darling National Wildlife Refuge
    6 min walk
  • Jensen’s Marina
    3 min drive
  • Fort Myers, FL (FMY-Page Field)
    52 min drive

Rooms & beds

5 bedrooms (sleeps 12)

Bedroom 1

1 King Bed

Bedroom 2

1 Queen Bed

Bedroom 3

1 Queen Bed

Bedroom 4

1 King Bed

Bedroom 5

1 King Bed

4 bathrooms, 2 half bathrooms

Bathroom 1

Bathtub · Shower only

Bathroom 2

Bathroom 3

Bathtub · Shower only

Bathroom 4

Shower only

Bathroom 5

Shower only

Bathroom 6

Spaces

Deck or patio
Porch or lanai
Kitchen
Office
Garden

About this property

Roosevelt Cottage | Gulf to Bay Getaway Along Captiva 'Tween Waters Stretch.

INTRODUCING ROOSEVELT COTTAGE

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.

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.

Property manager

Sanibel Captiva Island Vacation Rentals
Premier Host

Languages

English

Add dates for prices

Amenities

Pool
Kitchen
Washer
Dryer
Pet-friendly
Air conditioning

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House Rules

Check in after 4:00 PM
Minimum age to rent: 18
Check out before 10:00 AM

Children

Children allowed: ages 0–17

Events

No events allowed

Pets

Pets allowed

Smoking

Smoking is not permitted
100% refund if reservation is cancelled at least 60 days before the arrival date

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

About the area

Captiva

Located in Captiva, this holiday home is on the waterfront. Captiva Chapel By the Sea and Sanibel Historical Museum and Village 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. Fishing offers a great chance to get out on the surrounding water, or you can seek out an adventure with hiking nearby.
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Map
Captiva, FL

What's nearby

  • Captiva Beach - 3 min walk
  • Jensen’s Marina - 3 min drive
  • McCarthy's Marina - 4 min drive
  • Turner Beach - 5 min drive
  • Bowman's Beach - 7 min drive

Getting around

  • Fort Myers, FL (RSW-Southwest Florida Intl.) - 60 min drive

Restaurants

  • ‪The Mucky Duck - ‬4 min drive
  • ‪Green Flash - ‬3 min drive
  • ‪Starbucks - ‬5 min drive
  • ‪RC Otter's Island Eats - ‬4 min drive
  • ‪Crow’s Nest Steakhouse - ‬8 min walk

Frequently asked questions

Does Roosevelt Cottage | Gulf to Bay Getaway Along Captiva 'Tween Waters Stretch. have a pool?

Yes, this property has a pool. Pool types include heated pools.

Is Roosevelt Cottage | Gulf to Bay Getaway Along Captiva 'Tween Waters Stretch. pet-friendly?

Yes, pets are allowed at this property.

What time is check-in at Roosevelt Cottage | Gulf to Bay Getaway Along Captiva 'Tween Waters Stretch.?

Check-in begins at 4:00 PM.

What time is check-out at Roosevelt Cottage | Gulf to Bay Getaway Along Captiva 'Tween Waters Stretch.?

Checkout is at 10:00 AM.

Where is Roosevelt Cottage | Gulf to Bay Getaway Along Captiva 'Tween Waters Stretch. located?

Situated on the waterfront, this holiday home is within a 10-minute walk of Captiva Beach and J. N. Ding Darling National Wildlife Refuge. Jensen’s Marina and Jungle Drums are also within 2 miles (3 km).

Reviews

9.8

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 24 out of 29 reviews" "
Rating 8 - Good. 5 out of 29 reviews" "
Rating 6 - Okay. 0 out of 29 reviews" "
Rating 4 - Poor. 0 out of 29 reviews" "
Rating 2 - Terrible. 0 out of 29 reviews" "

10/10

Cleanliness

9.6/10

Check-in

10/10

Communication

9.8/10

Location

10/10

Listing accuracy

Reviews

8/10 Good

Annie G.

Liked: Cleanliness, check-in, communication, listing accuracy
Lousy neighbors
We have stayed at this lovely home before and have loved it though the construction surrounding it. Unfortunately, the neighbors directly to the south of your property are complete jerks. Music blaring until 2 in the am...during the day, the music shook the windows and made it lousy to be in the pool or on the back porch...one of my favorite spots. Due to those ****** we probably will not return.
Stayed 7 nights in Jun 2024

10/10 Excellent

Shelbie W., Leesburg, FL

Liked: Cleanliness, check-in, communication, location, listing accuracy
Booked Again!
Wonderful property!!! Excellent location!!
Stayed 7 nights in Apr 2022

10/10 Excellent

Terri H.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Spring Break with family
The house was just perfect for us. The food prep and eating area were spacious and the pool was steps from the front door. We are thinking about coming back again next year
Stayed 7 nights in Apr 2022
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Cheryl Anderson

Everything we hoped for and more! Delightful and friendly on the phone as well as at check-in.
Everything we hoped for and more! Delightful and friendly on the phone as well as at check-in. Directions to this particular property should be more specific ( especially the fact that the driveway is the entrance to the home that faces the road).

10/10 Excellent

Karen H.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful Week!
The house is beautiful and comfortable. It worked perfectly for our family. The main house is spacious with an open feel, yet has many smaller rooms to escape the family noise if needed. The extra living areas on the property worked fantastic for privacy for our children's families. Everything was clean. It was a week of paradise!
Stayed 7 nights in Feb 2022

8/10 Good

Michele T., Wayland, MA USA

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful property, great location but...
The house is beautiful and the location is wonderful. We were very happy with the property manager but there were some problems. There was no wifii and cell service to the cottage and apartment over the garage when we checked in. I assumed this was just what we needed to accept. What this meant was the first night we were in the house and the tornado warnings sounded those of us in these two locations were not aware. Those in the main house were not aware we didn't have the service so they didn't warn us. When we entered the house for breakfast we realized we didn't get these warnings - very scary. On the 5th day of our stay, the service came on in the cottage - which means it should have been on from the beginning. Just think guests should be made aware of this situation. The other issues, no hot water in the cottage for the day and no air conditioning in the upstairs of the main house for a few days was taken care of by the property manager Mark who was very pleasant.
Stayed 7 nights in Jan 2022

10/10 Excellent

austin h., Bloomfield

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great property
The house was perfect for our vacation. Very private setting and relaxing
Stayed 7 nights in Jan 2022

10/10 Excellent

scott w.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Family Christmas Vacay
We absolutely loved everything about this home and will be back. The only constructive thing we can add is that beach chairs should always be available to your guests. The ones at the home are all broken.
Stayed 7 nights in Jan 2022
This review comes from a trusted partner site and has not been verified.

8/10 Good

Mike Cardwell

Like I said, we LOVED the house and property! It was perfect and the dock was well used by our avid
Like I said, we LOVED the house and property! It was perfect and the dock was well used by our avid anglers! However, we have a few suggestions: 1) Ensure the home is in working order (or inform the renters of any pending issues). 2) Inform the renters of the hose to the left of the garage to rinse your sandy feet, before entering the pool. This was not located until the day before we left. 3) The home really needs extra garbage/recycling bins for a garbage pick-up 1 x week. The garage could easily store them... 4) It would be a WISE INVESTENT to place a 3M FILM to help cut down on the Eastern Sun Rise HEAT that barrels in the main living area/kitchen. I personally did this to my Key's home, and it cut my electric bill down considerably, along with making the home more comfortable, while enjoying the views. https://www.3m.com/3M/en_US/home-window-solutions-us/solutions/uv-protection/ The team members were great, we had no issues. Upon dropping the keys, we expressed our concerns. The team was apologetic, and unaware of the problems we had.
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Rich Gookin

A clear/net covering on the pool would negate the mosquitos and enable visitors to enjoy the pool.
A clear/net covering on the pool would negate the mosquitos and enable visitors to enjoy the pool.

10/10 Excellent

Megan S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect for extended family stay
Absolutely gorgeous property. Loved sitting on the screened-in porch and watching the boaters go by. The kitchen/family room were our hub... plenty of room for everyone. Master bedroom and bathroom were incredible. Two queen bedrooms upstairs had some temperature issues (too cold and then too warm), but not bad enough to call the property manager. Kids loved spending time in the upstairs loft area. Both outbuildings were well-appointed. Fisherman's cottage had some ants/spiders/roaches, and the property manager came out right away to spray. Appreciated being able to use the garage to store our rental bikes and beach equipment. We did not end up using any of the property's equipment except for the wagon, which worked great for hauling chairs/umbrellas/coolers/toys down the long driveway to the beach. Could not ask for a better beach location! Almost no neighbors, and TONS of great shells (especially at low tide). Biggest drawback on the entire property is the smell in the pool area. We thought it was the neighbor's construction's porta-potty (which is right next to the pool)... but the property manager told us that the house's septic system is right by the pool. So, every time we went to the pool, we always smelled septic/sulfur/stink. The property manager said it would just be when the wind was blowing a certain direction... but we noticed it all the time. We still used the pool frequently, but would have been able to enjoy it more without the smell. Also, it's Florida in summer, so make sure to bring bug spray and sunscreen if you plan to stay outdoors for any length of time.
Stayed 7 nights in Jun 2021
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

charles canter

All of our family (9+5 kids) loved property.
All of our family (9+5 kids) loved property. We produced a lot of trash and recycling. As trash comes middle of the week bigger and more trash receptilces (including recycling) would be ideal. courteous, informative, quick to respond to issues
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Timothy Donnelly

The only thing I would recommend is leaving a little larger supply of starter items: soap, toilet pa
The only thing I would recommend is leaving a little larger supply of starter items: soap, toilet paper, paper towels, etc...

10/10 Excellent

Annie G.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Escape
Loved the property. Construction on either side was a bit frustrating but not totally distracting. Only issue was possible disruption of septic field/tank by next door construction crew.
Stayed 7 nights in Apr 2021

10/10 Excellent

danica j.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect Captiva Spot
Our stay at Roosevelt included 4 BFF senior girls and 2 sets of parents (our COVID pod). One set of parents stayed in the main house master with the 4 girls and the other parents in the cottage. We walked across the street to the beach every day, used the pool every day, and cooked meals in the kitchen every day. The private beach access leads to a VERY quiet section of Captiva. We rented a boat and tied it up at the dock. The house is lovely and convenient. 100% would book this property again.
Stayed 7 nights in Mar 2021

10/10 Excellent

keith a.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Family reunion for March birthdays
We found the property to fit our needs of 8 adults and 1 child under 2 just fine - 4 separate families, so the many different sleeping arrangements fit just great. We loved the big screened porch facing the Roosevelt Channel, the wonderful big kitchen table that fit us all for meals and evening games; the close proximity to the beach by beach wagon filled with beach chairs and kid toys. The living room was good for evenings of chatting; we didn't turn on one tv the entire 2 weeks. Grocery convenience store was right down the road for quick last-minute pick ups- otherwise, the bigger grocery stores on Sanibel weren't too far away. There are several restaurants close by the property, but we opted for lunches out and cooking dinners in, so don't have alot of food reviews to offer. We did like Doc Ford's , key lime pie at Keylime Bistro, cakes from the Bubble Room. My only complaints would be the property advertised bikes to use, but both bikes were inoperable (flat tires, no seats); and we stayed for two weeks but the complimentary welcome kits only gave us 2 packets of dishwasher soap, 3 garbage bags,, 1 packet of laundry soap ( we brought laundry soap, knowing we had a toddler). I would suggest perhaps more supplies for those staying for more than one week, considering the price of the property. We loved our stay here on Captiva Island - a great family time!
Stayed 14 nights in Feb 2021
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Lisa Leach

We plan to rent this property again.
We plan to rent this property again. It was a perfect fit for our family of parents and grown children to relax away for the holiday. This property was everything we wanted for our stay. We enjoyed a family Christmas celebration here. It is the most wonderfully peaceful and secluded place and yet convenient to anything we wished to venture out and do. We hope to continue to stay here for a family Christmas tradition. It was perfect! The team I spoke with while awaiting the time for our trip were helpful in dealing with the covid anxiety regarding our stay and travel. The rental office had a variety of well documented properties for choosing the perfect place.
This review comes from a trusted partner site and has not been verified.

8/10 Good

Ted Oberg

We loved it.
We loved it. It is a beautiful home with an incredible location - on the bay, close to the beach. The beach was wonderfully secluded with no parking nearby, we felt like it was all ours. The cottage and garage apartment are so fantastic. It really was a perfect spot for our family get away.
This review comes from a trusted partner site and has not been verified.

8/10 Good

Karen Bloom

The TV's in the Carriage House and Guest Cottage are 10-15 years old.
The TV's in the Carriage House and Guest Cottage are 10-15 years old. The TV in the Guest Cottage was very pixelated. One of the TV's in the big house has a yellow cast to it. The large TV in the big house was great. My children were supposed to stay in the Carriage House but there was a fragrance there that gave my daughter a headache so we had to switch. We paid to have the house cleaned but nobody asked us when we wanted it cleaned. Since Christmas was on Wednesday, we assumed it would be cleaned on Tuesday. We did cancel the cleaning on Thursday as we were leaving Saturday. I did call your office to complain about the lack of wifi in the two buildings. A man came over to verify that there was no wifi. He told me to tell the owner to put in routers. I thought that was strange as he was from your office and the office, not I communicates with the owner.

10/10 Excellent

Charles Y.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Roosevelt Cottage
Our Family had a great time !
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Charles Yanes

Excellent property, very spacious, clean and homey.
Excellent property, very spacious, clean and homey. We had an amazing time with our 4 boys. Sue and the staff were attentive, professional and very courteous. They responded quickly to any inquiry.

10/10 Excellent

Kim B.

Excellent
It was a wonderful vacation & the property was beautiful
Stayed 8 nights in Mar 2019

10/10 Excellent

sarah d.

Fantastic Stay!
We just got back from a wonderful week in this house (mansion!). We usually stay in a condo in Sanibel, but we had both grandparents with us, so we opted for a house instead. We were so happy to change it up, and it was neat to try Captiva for the first time. There is more than enough room for everyone - master bedroom downstairs, downstairs den that we put the pack-and-play in for the baby, two bedrooms upstairs, a cabin with a small kitchen for my parents, and a room on top of the garage that actually went unused! The biggest perk of this place is the awesome heated pool. The kids loved it, and we swam our hearts out! Other perks of this place are the large main kitchen, view of the intercostal waterway, short walk down the driveway to the beach (sunsets every night were awesome), lush landscaping, and how QUIET and serene it is in and around the house. We also loved that they provided a pack-and-play (however we brought our own - didn't know they had one on sight), and there is an umbrella stroller & beach gear in the garage. A couple CONS: the mattress in the cabin is pretty hard and uncomfortable, and the pillows throughout need to be replaced. There were fire ants near the pool, but the ant spray we found in the house took care of them. We are already planning on coming back next year. What a fantastic stay we had! Thank you!!
Stayed 7 nights in Feb 2019

10/10 Excellent

Jenny B., Knoxville, TN

Roosevelt Cottage
Fabulous, beautiful place for families or couples. Three large bedrooms in the main house, cozy guest house with little kitchen and sitting area and a bedroom and bath over detached garage. The farmhouse kitchen has a big harvest table that easily seated 12 for Thanksgiving. Beautiful bay view (with private dock) and just a short walk to the very quiet beach. We’ll be back!
Stayed 7 nights in Nov 2018
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Wi Family Annual Trip to Captivating
Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was more than satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Amazing rental... layout and style of decor was really great! Perfect setup for two families and two grandparents although wish the upstairs bedrooms had twins versus double beds.

About the host

Hosted by Sanibel Captiva Island Vacation Rentals

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