Tween Waters Island Vacation Rentals
About Tween Waters Island Vacation Rentals
Welcome to ‘Tween Waters Island Vacation Rentals, from the legendary ‘Tween Waters Island Resort & Spa of Captiva island, Florida. For more than 85 years, ‘Tween Waters has been welcoming guests to Sanibel and Captiva Islands with warm island hospitality, comfortable luxury accommodations and outstanding value. You’ll find the same quality and satisfaction with our Vacation Rental Homes and Condos.
For Captiva Island’s best vacation rentals and Sanibel Island’s best vacation rentals, welcome to our neighborhood.
With over 100 rooms to choose from, come relax in comfort and luxury. Call today for more information on our full room selection.
Book now by calling 239-472-5050 or 877-388-5050.
Vacation rental properties are separated by their locations in either Sanibel or Captiva, Florida.
SOUTH SEAS LAND END #1608, in Captiva
From $2,500 per week! Experience the full beauty of Captiva Island and the South Seas Island Resort by staying in South Seas Lands End Villa 1608. Our top floor three bedroom/three bathroom villa is truly one of the best. The main level features an expansive great room with an open kitchen, living area and dining room. You have water views from the entire room as our villa has large sliding glass doors and windows. The main level guest bedrooms have a king bed along with two twin beds, each bedroom with a full bathroom. The top level features the master bedroom suite with a comfortable king bed, private deck and en-suite master bathroom. The Lands End complex is like a resort in itself with a private pool, hot tub, tennis court, bbq grills and wireless internet. South Seas Island Resort amenities are not available, however, there are many shops and restaurants just outside the gates of the resort. **Please Note: Lands End Association Pool will be Re-Surfaced May 1, 2018 for Approximately 2 Weeks and not In Service**
This property has 2 King(s), 2 Twin(s).
SOUTH SEAS BEACH VILLA #2332, in Captiva
Experience beautiful Captiva Island in a Gulf Front unit with all the comforts of home including a washer and dryer in your unit at Beach Villa 2332. This two bedroom/two bathroom with loft direct gulf front condominium has been recently renovated and offers wonderful gulf views with a screened lanai. The master bedroom has a very comfortable king sized bed and bathroom upstairs. The guest bedroom is downstairs offering two twin beds. The loft has an office area with a desk. Unit has a fully equipped kitchen. There are tennis courts available for a fee, complimentary high speed wireless internet, elevator, community pools on site and the location is not far from the shops and restaurants in Captiva's Village Area.
Please note that you will not have access to the full South Seas Island Resort amenities. This property has 1 King(s), 1 Pull Out Sofa(s), 2 Single(s).
SOUTH SEAS BEACH VILLA #2313, in Captiva
Experience all that Captiva Island and Southwest Florida's Gulf Coast has to offer at Captiva Beach Villa 2126. This two bedroom/two bathroom with loft direct gulf front condominium has been recently renovated and offers wonderful gulf views from the screened lanai. The master bedroom has a very comfortable king sized bed and en-suite bathroom with the guest bedroom offering two twin beds. There is an additional loft with queen sized sleeper sofa and sleeper sofa in the living room should you have an additional guest or two. We have a fully equipped kitchen including a keurig coffee maker. Enjoy a cup of coffee while gazing out at the Gulf of Mexico in the morning or perhaps a cool beverage during the world famous Captiva Island sunsets in the evening. Our condo is located no the second floor (walk up) and near the community heated pool. There are tennis courts available for a fee, complimentary high speed wireless internet and the location is not far from the shops and restaurants in Captiva's Village Area.
Please note that you will not have access to the full South Seas Island Resort amenities. This property has 1 King(s), 1 Pull Out Sofa(s).
SOUTH SEAS BEACH VILLA #2126 , in Captiva
Experience all that Captiva Island and Southwest Florida's Gulf Coast has to offer at Captiva Beach Villa 2126. This two bedroom/two bathroom with loft direct gulf front condominium has been recently renovated and offers wonderful gulf views from the screened lanai. The master bedroom has a very comfortable king sized bed and en-suite bathroom with the guest bedroom offering two twin beds. There is an additional loft with queen sized sleeper sofa and sleeper sofa in the living room should you have an additional guest or two. We have a fully equipped kitchen including a Keurig coffee maker. Enjoy a cup of coffee while gazing out at the Gulf of Mexico in the morning or perhaps a cool beverage during the world famous Captiva Island sunsets in the evening. Our condo is located on the second floor (walk up) and near the community heated pool. There are tennis courts available for a fee, complimentary high speed wireless internet and the location is not far from the shops and restaurants in Captiva's Village Area.
Please note that you will not have access to the full South Seas Island Resort amenities. This property has 1 King(s), 2 Pull Out Sofa(s), 2 Twin(s).
South Seas Beach Home, in Captiva
Nothing but Gulf Views! Beach Home 22 is the perfect home for your tropical getaway! Enjoy your morning coffee or a nightly cocktail while you look directly out to the Gulf of Mexico! Tucked away in the Souths Seas Island Resort, you won’t find a better location than this recently refurnished home that has a unique and tropical style! With your own private grill and a fully equipped kitchen, you can cook the fresh fish you caught at the beach and enjoy every meal while looking out into the ocean. Accommodating up to six guests, there is plenty of room for the whole family in this home, and enough beach supplies that you don’t need to bring anything but yourself! The master suite has a king bed and its own entrance to the patio, the guest bedroom has two twin beds that are perfect for the kids, and there’s a sleeper sofa out in the living room for any additional guests. Feel like taking a break from the beach? Enjoy the heated community pool that is shared with five other homes or play a game of tennis! Regardless of what you’re doing, you’re never going to want to leave the beautiful Captiva Island! South Seas Beach Homes share a heated pool with 5 homes, BBQ Grills and Tennis Courts. **Please Note: This is a privately managed unit and does not have full resort access**
THIS IS PRIVATLEY MANAGED AND DOES NOT HAVE FULL SOUTH SEAS RESORT ACCESS. This property has 1 King(s), 1 Pull Out Sofa(s), 2 Twin(s).
SOUTH SEAS BAYSIDE VILLA #4220
Our newly renovated and decorated one bedroom condominium offers a relaxed' casual and comfortable atmosphere that can accommodate up to four guests. The fully equipped, beautifully appointed kitchen is sure to please your inner chef. The kitchen is open to the living room which has a queen-size sleeper sofa, a wall-mounted flat panel TV and DVD player. Sliding doors open to our lanai that's perfect for romantic dinners or just relaxing on the adirondack chairs while gazing at the breathtakingly beautiful views of the Pine Island sound and the quaint boat harbor. Your guests have the privacy of their own full sized bath located just off the kitchen. Then beautiful master bedroom has a king-sized bed, a wall-mounted flat panel TV a ceiling fan and it's own master bath. Enjoy the world famous Captiva Island beaches which are a five minute walk away. There are many shops and restaurants in the Village Area of Captiva just outside the gates of the resort. While you won't have full resort access, you will have access to the association amenities by your unit including a heated pool and hot tub, tennis courts (fee), bbq grills, high speed wireless internet and laundry facilities.
This property has 1 King(s), 1 Pull Out Sofa(s).
SOUTH SEAS BAYSIDE VILLA #4102 , in Captiva
From $1,000 a week! Enjoy South Seas Bayside Villas 4102 for two nights or longer. Our nicely updated corner unit features a king bed in the spacious master bedroom suite and a very comfortable queen sized sleeper sofa in the living room. Our vacation home away from home has a nicely updated and open kitchen, IKEA furniture pieces and Island art work throughout. No worries about working while you're away as we have high speed wireless internet available in the condo. The one bedroom Bayside Villas floor plan features an additional guest bathroom allowing guests sleeping in the living room to have their own bathroom. The building has a laundry room for your convenience as well. Enjoy the world famous Captiva Island beaches which are a five minute walk away. There are many shops and restaurants in the Village Area of Captiva just outside the gates of the resort. While you won't have full resort access, you will have access to the association amenities by your unit including a heated pool and hot tub, tennis courts (fee), bbq grills, high speed wireless internet and laundry facilities.
This property has 1 King(s), 1 Pull Out Sofa(s).
SOUTH SEAS BAYSIDE VILLA # 5234, in Captiva
Experience the wonderful water views from our screened lanai at South Seas Bayside Villas 5234. Our one bedroom/two bathroom updated condo features two very comfortable queen beds in the bedroom, en-suite bathroom and a separate full bathroom perfect for any additional guests you may have. Our condo also has a nicely updated and full kitchen and spacious living area leading out to the private screened lanai looking out over the Roosevelt Channel and Pine Island Sound. Spend a long weekend, a week or longer and enjoy all that Captiva Island has to offer. The Bayside Villas complex offers association amenities including a heated pool, tennis court (may be a fee to rent court time), and high speed wireless internet. While you won't have full resort amenity access, you are saving quite a bit over resort rates, get to choose your unit and won't ever pay a resort fee!
This property has 2 Queen(s).
BARE FEET RETREAT, in Captiva
Welcome to Bare Feet Retreat. This 2 bedroom 2 bath first floor walkup condo is just steps to the pools and Gulf of Mexico. Updated, the kitchen offers new granite contertops that sparkle and is fully equipped with all the tools a kitchen should have! The breakfast bar has seating for 6 for guests to gather. A sizeable table with seating for 6 presents itself in the dining area. The master bedroom has a king size bed with private bathroom and flat screen TV. The second bedroom offers 2 twins and a flat screen TV. 6 Beach chairs, 2 beach umbrellas, cooler and beach cart will enhance your stay. Coin operated washer and dryers are available under building.
Bare Feet Retreat is not affiliated with South Seas Resort. *Please note that you are booking a unit through a property management company, you do NOT have South Sea Resort amenities; the trolley system, north end restaurants, the north end pool complex, the fitness center, or kids programs. They are not available to purchase through South Seas.
This property has 1 King(s), 1 Pull Out Sofa(s), 2 Single(s).
VILLA ELENA, in Captiva
From $3,000 per week! One of Captiva's most recognizable and enchanting homes, Villa Elena is the perfect combination of the Old Captiva feel with interior renovations of subtle exclusivity. The Mediterranean inspired architecture surrounds the privately enclosed pool which leads around to the patio and covered lanai. Here, you can host a BBQ for family and friends with the fountain and covered patio replete with a fireplace, the perfect setting for entertaining. The updated interior makes you feel right at home, featuring spanish style tile throughout, a large open kitchen, beautiful beamed ceilings, and a extraordinary floor plan. You have beach access just down your private shell road, This is a tropical paradise.
Villa Elena features four bedrooms, three bathrooms and a spacious, open floor plan, accommodating up to ten guests. The master bedroom has a comfortable king sized bed and en-suite bathroom, with the two guest bedrooms offering a queen sized bed with one en-suite bathroom and step in shower and the other having two twin beds and an en-suite bathroom that also may be accessed from the living and dining areas. The fourth sleeping area has two new twin beds beginning with a new queen sleeper sofa in the living room. The modern, open kitchen has high end cabinetry, solid surface counter tops and everything needed to prepare a wonderful family meal. Villa Elena accommodates up to 10 guests.
Also provided, is a washer and dryer, gas bbq grill, at least 2 beach chairs, one umbrella and beach towels. Just walk down the lane and across Captiva Drive to the world famous Captiva Island beach. You won't find a better sunset anywhere...relax and enjoy your stay at Villa Elena.
Whatever you need, RE/MAX of the Islands is here to make your vacation everything you hope for! Additional rental items such as bikes, paddle boards or kayaks may be added to your reservation for a nominal fee. Please inquire with our Accommodations Specialists for more information.
This property has 1 Pull Out Sofa(s), 1 King(s), 4 Twin(s), 1 Queen(s).
SUNSET CAPTIVA BAYSIDE 101, in Captiva
Susnet Captiva 101 is a bay front first-floor unit in Sunset Captiva Bayside. The living room, screened lanai, and master bedroom look right out over the boat dockage and beautiful Bay This unit has been beautifully remodeled and is very comfortable.
The living room is furnished with two luxurious dual-recliner leather sofas, plus a leather easy chair and a nice HDTV with cable and movie channels. The kitchen is well equipped and has new stainless steel appliances. Other appliances include a Keurig single-serve coffee maker, deluxe Mr. Coffee, grilling machine, blender, crock pot, and 4-slice Cuisinart toaster.
Two redecorated bedrooms sleep up to six persons.. The master suite has a king bed with beautiful view of the bay. Master has a large HDTV can be viewed from the bed or from the comfortable sitting area with two stuffed chairs.. The en-suite bathroom has his-and-hers sinks in a large stone-top vanity under framed wall mirrors, and a separate tub-shower and toilet chamber with heat lamp. The guest bedroom has two full beds, a full dresser and closet, and a small HDTV with DVD. The guest bathroom across the foyer has a tub shower. The unit has a full-size washer / dryer is located off the kitchen, along with a linen including with beach towels. As part of Sunset Captiva, Bayside guests enjoy access to the large community swimming pool, tennis courts, and the lovely Captiva Beach. In addition to the dock, Bayside has a large front garden with chair swing, loungers, picnic area, and gas grill. This property has 1 King(s), 2 Full(s).
ROOSEVELT COTTAGE, in Captiva
From $4,000 a week! Lovely direct bay front home with private heated pool and boat dock. Easy walk down the drive to the private beach across Captiva Drive. Our home has many updates and features that set it apart from others including custom furnishings and finishes. The main part of the house features a main level master bedroom suite with a king bed, TV and en-suite bathroom with claw foot tub, shower and walk in closet. You can see wonderful views of the Roosevelt Channel from the large doors and attached lanai. The main level of the home also features a private office, half bathroom, sitting area, den, full kitchen, dining room and laundry area with two sets of stack washer/dryers. Go upstairs where we have a spacious loft area with seating, wet bar 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 in between. Attached by the deck, but just outside the main house is a separate guest suite with a king bed, living room sitting area, dining table, compact kitchen, full bathroom and washer/dryer. For additional guests, there is another guest suite above the garage (stairs) complete with a king sized bed, full bathroom and seating. Roosevelt Cottage has plenty of space with nearly 5,000 sq ft of space combined.
Please note that the entire property consists of 4 acres with estate manager in an adjacent home. We offer a private pool and dock for the Roosevelt Cottage for boat dockage and fishing. Roosevelt Cottage can accommodate up to 10 guests and may rent for one week or longer.
MILLER HIGH LIFE, in Captiva
Miller High Life is the perfect gettaway for the whole family! Only a walk to the beach and you have your own private pool! Enjoy walking down to Andi Rossi Lane where live music is played every night and several restaurants to choose from! This house is in the perfect location to enjoy everything on Captiva! Everything is in walking distance but bikes are on the property and are yours to use, as well as beach chairs! WIth a queen in the master, two twin beds in the guest, and a queen in the third bedroom, there's room for the whole family to sleep comfortably! Don't feel like going out? With a fully equipped kitchen, cooking lunch and dinner is easy and fun to enjoy by the poolside. You'll never want your vacation to end! Dogs Considered.
Caretaker lives on the property but does not disturb guests. Having a caretaker on the property allows for any small issues to be fixed before they become big ones! He's only there if you need him! Pets are considered but need approval.
HARBOUR HOUSE in Captiva
Welcome to Harbourhouse of Captiva! Our home has undergone extensive renovations so that guests experience an upscale and wonderful stay while on Captiva Island. Our newly renovated home features five bedrooms (one is a loft)/four and one half bathrooms, a spacious floorplan, heated pool, and hot tub and so much more. Lounge outside and soak in the tropical Captiva Island sun poolside or bring your boat and use the private dock. Once you arrive and park the car, you can walk to several shops and local eateries in the Captiva Island Village area such as the Keylime Bistro, R.C. Otters and Cantina Captiva just to name a few. Harbourhouse of Captiva comes complete with beach chairs, umbrella and beach towels making your stay that much easier to plan. With the walk to the beach just 250 yards or so away, you get the best of both worlds during your week or longer stay with us.
The main level of the home has an updated living room, family room, dining area, full kitchen and laundry room. There is an expansive screened lanai overlooking the pool area, dock and bay. Up the staircase is an open loft with two twin beds along with the other bedrooms and bathrooms with 3 king bedroom and 1 queen bedroom. With plenty of space for up to 10 guests, Harbourhouse of Captiva is sure to be one of Captiva Islands best vacation rental homes!
This property has 3 King(s), 2 Twin(s), 1 Queen(s).
HAPPY DAZE HOUSE in Captiva
From $2,100 a week!
Captiva Island. “Happy Daze” - beautiful, child-friendly home with a very private, well heated pool. The home is a very short walk to the beach (the island is only about 600 yards wide, at its widest point) and shops and restaurants in the village. Our single family home has five bedrooms, four with four attached full baths, two with king beds, one with a queen bed, and one with two sets of bunk beds. There is also a fifth bedroom off the kitchen that is appropriate for children; it has a daybed and a fold-out couch. The house comfortably sleeps twelve people.
The property has an elevator and is accessible for those with disabilities, but is not specifically configured for those with disabilities (does not have hand bars in bathrooms, a roll-in shower, etc.) It also has wireless, broadband cable modem access, a laundry room and other amenities.
This is a bright, cheerful and very comfortable home that is a wonderful place to bring your children for a vacation. Good fun for all; lots of board games, children’s videos and TV, ping-pong and pool tables by the pool! Come see the dolphins, manatees and river otters swimming nearby! The pool is standard size, sloping to about six feet in depth at the deep end. Pool is kept heated to approximately 90 degrees year round to encourage children to swim and play in the pool, have fun and burn off energy! Please call in advance if you would like the pool temperature lowered. This property has 1 Pull Out Sofa(s), 2 Bunk(s), 2 King(s), 2 Twin(s), 1 Queen(s).
HAKUNA MATATA HOUSE in Captiva
From $6,000 a week! The name says it all .... Hakuna Matata "No Worries". You will have "No Worries" during your stay at Hakuna Matata on Captiva Island. As you arrive up the winding drive way, you'll see the beautiful home appear just after the private heated pool. On the ground level, there is garage access and an elevator that will take you up to the main level or top floor. The main level of the home features a spacious living and sitting area, newly renovated kitchen with high end cabinetry and stainless steel appliances. There are large sliding doors leading out to a huge deck and calming views over the mangroves out to the Roosevelt Channel. Also on the main level are three bedrooms and three and a half bathrooms. Three bedrooms have king beds with the other guest bedrooms having a queen bed as well as two twins that may be converted to a king bed upon request. All three bedrooms on the main level feature en-suite bathrooms. On the second level is a huge master bedroom suite with king bed and en-suite bathroom as well as a private deck. On the opposite end of the floor is another guest suite with two twin beds. Hakuna Matata features a total of 7 TV's each equipped with AppleTV and Chromecast. 3 - 55" TV's and 4 - 40" TV's along with office tools such as a fax machine and high speed wireless internet. Beach access is very convenient as you have a path just across Captiva Drive that leads directly to the sand. The owner of Hakuna Matata provides beach equipment (at least two beach chairs and an umbrella) as well as beach towels provided by our resort style linen service. Stay for a week or longer ... bring your boat or rent one while you're here and have at least a week of Hakuna Matata or "No Worries". In addition to the standard two beach chairs and one umbrella, the owner includes eight additional beach chairs, four kids beach chairs, two beach wagons, beach toys, shelling gear, beach mats/sheets and three additional umbrellas with anchors. While all of those items aren't always guaranteed due to wear and tear, we'll always attempt to keep the stock as accurate as possible to provide the best guest experience. Hakuna Matata will accommodate up to 10 guests and rents for at least one week all year round. You'll even have use of four fishing poles and basic tackle. There is a boat dock available to use, however, the lift is not available guest use and a boat may be on the lift. The boat is not available rental or guest use. Make getting to the beach even easier with our golf cart to get you up and down the drive way to shuttle guests and beach equipment. *Signed waiver required. This property has 3 King(s), 2 Twin(s), 1 Queen(s).
GINGERBREAD HOUSE in Captiva
Welcome to The Gingerbread House on Captiva Island. This antique style cottage is set just 300 feet from the beautiful Captiva Island beaches. With 2 spacious bedrooms, 2 full bathrooms and a den that closes off to be a third bedroom, there is plenty of space for a family of six. Stay for a week or longer and enjoy the full kitchen and washer/dryer to make your stay that much more accommodating. The Gingerbread House has an expansive screened lanai facing to the west to sit, relax and enjoy a cold beverage or even a meal. The master bedroom has a new king bed with en-suite bath while the guest bedroom has two comfortable twin beds. The den is set up as a family room with a TV and does close off for privacy with a comfortable queen sized sleeper sofa. High speed wireless internet is included as is beach equipment and beach towels. We look forward to welcoming you to our Captiva Island Cottage that we call The Gingerbread House. New flat panel TV's were recently added as well as new art work and kitchen appliances. Dogs considered- $300.00 Pet Fee. GUESTS WILL HAVE ACCESS TO TWEEN WATERS INN RESORT AND SPA'S POOL AND AMENITIES- LOCATED LESS THAN A MILE AWAY!! Beach chairs and cooler are provided for guest to use! This property has 1 Queen(s), 1 Pull Out Sofa(s), 2 Twin(s).
Coral Cottage in Captiva
From $1,500 a week!
Coral Cottage is a lovely and historic olde Florida style ground level cottage on beautiful Captiva Island, Florida. Our two bedroom/two bathroom vacation rental home has a spacious living room, dining area and full kitchen. Perfect for up to four guests with a king bed in the master bedroom and two twin beds in the guest bedroom. Enjoy the outdoor area with access to a private heated pool. Don't worry about leaving your pet behind as we accept a small dog with additional, non-refundable pet fee. Being in the Village area of Captiva makes the home easily accessible to the beach, shops and restaurants. You may also rent a golf cart for the week and use in the Village area.
This property has 1 King(s), 2 Twin(s).
Anchors Away Home Rental, Captiva
Welcome to Anchors Aweigh on world famous Captiva Island. Our vacation rental home is set on nearly 1.5 acres of tropical landscaping and directly on the Roosevelt Channel. Our home is a fisherman's dream as you have access to a private dock with direct access to Pine Island Sound and Blind Pass (the strait that divides Sanibel and Captiva Islands). The main level of our home features an open floor plan with a comfortable living room and sitting room (both with large flat-panel TVs), attractive dining area with water view, and nicely updated kitchen with sleek countertops, wood cabinets and high- end appliances. The main level also features a spacious master suite with king bed and en-suite bathroom. (Off the master bedroom there is a separate room with trundle beds to accommodate additional guests.) This level also includes the second guest bedroom with two twin beds and a full guest bathroom and a spacious laundry room. Wonderful bay views can be seen from most of the home as there are large windows and sliding doors keeping the home open and airy. Step out onto the porch where there are several lounge chairs and your own personal dipping pool. Relax and cool off after a day on the water or at the beach. On the ground level is an in-law suite complete with a queen bed and en-suite bathroom. Our home is perfect for a party of up to 8 guests or two families. Your little ones will love the private sand "beach" area we have out back while many guests also appreciate that the property has a kayak launch on-site. Take an easy walk down the property and across Captiva Drive to our private beach access path. With Anchors Aweigh you truly have the best of both worlds .... the beach and the bay. We also welcome well behaved furry friends with an additional pet fee. This property has 1 King(s), 4 Twin(s), 1 Queen(s).
TARPON COTTAGE, Captiva
Just a few steps from the beautiful Gulf of Mexico, Tarpon Cottage is the perfect vacation home for families and friends to gather for making memories. Tarpon Cottage features three bedrooms, two bathrooms, spacious living room with full kitchen and screened porch. Located on Tween Waters Island Resort & Spa property, Tarpon Cottage guests have access to a full-service marina, restaurants, pools and many other amenities not found elsewhere! Plus, all 'Tween Waters Island Vacation Rentals include a FREE $100-plus Resort Rewards coupon book valid for discounts and savings on dining, beverage, spa, water sports, apparel and more at all four Sanibel Captiva Beach Resorts top-rated TripAdvisor resorts and restaurants! You'll find Tarpon Cottage a peaceful, relaxing cottage for everyone! Sit back, relax and enjoy breathtaking sunsets over the gulf and eye opening sunrises over the bay.