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Captiva Vacation Rentals

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  • Enjoy the breeze of the Gulf of Mexico from this four bedroom home?s rooftop sun deck after walks along the beach, swimming in your private, heated pool, dipping in the hot tub or gazing up at the stars. Every guest will find their own way to unwind whether by the private pool, playing on one of the arcade arcade games, challenging someone to a game of pool or ping pong or by lounging in one of the many indoor or outdoor living spaces. From top to bottom Captiva Breeze has been completely redecorated and upgraded with designer touches and will comfortably sleep up to 10 guests.

    An exemplary, luxurious home awaits your arrival on private Wightman Lane. Just steps from the serenity of the Gulf of Mexico or the convenience of the Village Area of Captiva Island., Captiva Breeze is a four bedroom, four bathroom luxury vacation rental home with spacious indoor and outdoor living areas, a private heated pool and hot tub with waterfall and porches abound, including a rooftop sun deck, or captain's walk, with partial views of the bay and Gulf of Mexico. On the main living level you will find a living area with cathedral ceilings, an expansive gourmet kitchen with high end granite counter tops with wine chiller, bar area, the large master bedroom suite, one guest suite with two twin beds, full bathroom accessible from the living area or twin bedroom as well as a full size washer and dryer. The kitchen and dining areas as well as the master bedroom suite all open up to the screen enclosed lanai overlooking the private pool.

    The master bedroom suite includes an en-suite bathroom with a jetted tub large enough for two, a glass and tile oversized shower, dual sink vanity, walk-in closet and a separate commode. A private stairway leads you from the master bedroom suite to the private pool! The second, or upper level of the home features two additional bedrooms each with their own private en-suite bathrooms. One bedroom has a king sized bed while the other spacious bedroom has a king bed as well as twin bunk beds with safety stairs, comfortably sleeping up to four guests in the one room. Both bedrooms have private access to the rooftop sun deck. Captiva Breeze's modern floor plan, multiple living areas and private elevator make this a fabulous Captiva Island vacation home for any family! Outside Captiva Breeze is a screened-in, over sized and heated pool with hot tub and waterfall, four authentic 'Free Play' arcade machines, an outdoor pool table, ping-pong table, gas BBQ grill and lush landscaping for your own private tropical oasis!

    We loved the rental house. The lower level with pool, pool table, ping pong and arcade games were a huge hit with the kids. Would stay here again.

  • Bird of Paradise on Captiva Island offers a luxurious escape from the non stop hustle and bustle of everyday life. Whether you're looking for a quick, quiet romantic or family getaway or a more extended vacation adventure, this modern near beach home is the perfect vacation destination for relaxing and making those special lasting memories. Our guests re-book their vacations year after year as Bird of Paradise Captiva has become their tropical beach home away from home.

    Bird of Paradise Captiva is located at 11525 Chapin Lane, a three story home nestled within Captiva Island's lush tropical vegetation, it makes you feel secluded within your very own vacation oasis, yet it's just a short walk to the quaint Village Center where you'll find shops, fresh produce, art galleries, restaurants and activities for the entire family.

    Bird of Paradise's main living level is on the second floor and features all the warmth, comforts and conveniences of home. The home's great room features a 20 foot, exposed beam ceiling as well as a comfortable family gathering and dining area. Adjacent to the fully-equipped and renovated kitchen is a screened lanai to enjoy a quiet morning coffee while listening to the sounds of native wildlife and waves softly crashing on the shore from the Gulf of Mexico, nearby. Two guest bedrooms rooms and two bathrooms complete the second story with the spacious master bedroom suite on the third level overlooking the great room.

    Bird of Paradise Captiva is just two homes away from the tree covered sandy path leading to the pristine, white sand beach and clear blue waters of the Gulf of Mexico. This child-friendly walk down Palm covered Chapin Lane takes you by Captiva Island's library and just past Chapel by the Sea. When you've had your fill of gulf-side sunbathing and beachcombing, the home's four outside decks, many with screen enclosures, are perfect settings for a refreshing cocktail and conversation before dinner, quiet time, relaxation or reading a good book. Also enjoy the seclusion of the home's large heated swimming pool and its spacious deck; the area is enclosed from the elements and ideal for early evening cat naps or early morning swims.

    Beautiful home in a great location on Captiva!

  • Near the village of Captiva and on the quiet 'Tween Waters stretch, you will find this completely restored and elegantly decorated beachfront cottage,island Bliss. It is truly a blissful stay as you open the shuttered doors and windows to hear the ocean waves and feel the warm breeze from the Gulf of Mexico. All the elegant and comfortable amenities are on one level. As you enter Bliss, you will enjoy the open and bright living, dining and kitchen areas where you can view the sunset and private beach located just on the other side of Captiva drive.

    This is a chef's kitchen well-equipped with luxury appointments including all new appliances, bar area and Kuerig coffee maker. Adjacent to the kitchen area is a oversized dining room with table seating for 8. The living area opens up to the Gulf and the dining area opens to a private courtyard with new gas and charcoal grills and plenty of outdoor seating. This home is designed for indoor-outdoor living and entertaining! Off of the living areas is the King Master Suite with en-suite bathroom, hot and cold outdoor shower, and walk-in closet. The windows of the master bedroom open to the Gulf of Mexico. The master suite is equipped with custom dimmable decorative lighting and flat-screen HDTV mounted on the wall. Also adjacent to the living area is a Queen bedroom with separate full bathroom. This bedroom also has a flat-screen HDTV on its wall for private viewing. Both bathrooms in the home have whimsical, beach-themed custom tile showers.

    One of the most unique features of this private cottage is the gigantic theater/living room addition. A giant HDTV with Blu-Ray, XBox Kinect and superior surround-sound system make this a favorite for those occasional rainy days or family down time. For your comfort during game or movie time, there is a comfortable seating for 6, plus bean bags. Hidden within the tall ceilings are custom, built-in 'murphy' double-size beds each with their own lighting for night-time reading. Without having to move any furniture, you now can sleep 2 additional guests with ease. This room also continues the indoor/outdoor living by opening up to the private courtyard. With its charming indoor and outdoor living, views and sounds of the Gulf and a private beach access and beachfront property, this home truly is Bliss! New hot tub and private garden!

    Beachfront Bliss was all that we had hoped for based on the raving reviews, an even more! Opening the double front doors to let in the sun and sounds of the surf was amazing! This bright and comfortable cottage is beautifully decorated and was well-stocked with all of our needs for a wonderful beach holiday. Captiva's quaint but lively "village" (one street) is a short drive or bike ride away with great food and ice cream, and even more options a few miles down the road in Sanibel. That's a good thing, because you really don't want to try to travel off-island during high season. We enjoyed the nearby protected nature preserves by foot and kayak, and the Shell Museum just down the road also was fun. But what we will remember most is walking the few steps out the front door to capture amazing photos of each night's brilliant sunset. I highly recommend this property.

  • Welcome to Sunset Captiva 17! This newly renovated two level stilted, private home, features an updated kitchen, comfortable beds, very nice furniture throughout, flat panel TV's, high speed wireless internet and plenty of seating in our screened lanai. The main level of our home has the comfortable living room with ample seating along with a large flat panel TV and DVD. The main level also has a dining room and open kitchen which has been updated with stainless steel appliances and a keurig coffee maker (standard coffee maker is available as well). There are two sets of sliding doors that open to the screened lanai to feel the nearby Gulf Breezes.

    There is a laundry room with a full size washer/dryer and a half bath on the main level as well. Walk up the stairway to the second level which has the spacious master suite with a king bed, flat panel TV and en-suite bathroom. The guest bedroom features two twin beds and another full bathroom. Both bedrooms have access to the private sun deck which is perfect for star gazing. Also on the second level is a loft area for additional sleeping in the twin trundle bed.

    I have been coming to Sanibel/Captiva for over 40 years and this rental was the best.

  • 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.

    We had a great time staying at the house. Superb island getaway. The property accommodated the 6 of us quite comfortably.

  • This luxury home features four bedrooms and three and a half bathrooms, with sleeping arrangements for up to nine guests. The main living level has a very comfortable living room with gorgeous views directly out to the Gulf of Mexico, open kitchen, a den for additional space and workspace should you need to work for a bit while you're enjoying paradise. The main level also has two queen bedrooms and an additional guest bedroom with a double and twin bed. There are two full baths on the main level and a half bath off of the living room.

    Upstairs has the spacious master suite with a king bed and en-suite bath with a large tub and separate shower. Enjoy views of the beach from your private balcony as well. The owners recently added a saltwater pool to the beach side of the home which is heated and features a unique sun shelf which is perfect for toddlers to splash around. Palmflower also has a gas bbq grill, complimentary high speed wireless internet and a boat dock that is large enough for a 42' boat. With over 3,200 sq ft of living space and 157 feet of frontage and views out to the Gulf of Mexico from every part of the home.

    Wonderful place but be prepared to bring your own beach towels (only 2 provided) , beach chairs (only 2 provided), and chlidrens beach toys. You must purchase ALL necessary kitchen items including all spices as well as paper towels, garbage bags, aluminum foil, saran wrap etc. Only supplies were a coffee packet similar to what you get at a RedRoof Inn. Not exactly sufficient for a 9 person rental even for the 1st day. Limited containers for left overs provided. If you are going to eat out all the time no problem. We like to cook. Pool perfect for the 2 year old and the adults. Access to channel a plus. Easy walk to beach. As long as you understand all of this, a totally gorgeous place to stay. We had a blast. ReMax reps very responsive and delivered extra beach towels when asked. Lots of steps to entrance may not be good for elderly persons if they are unsteady on their feet. Would definitely rent again. We had the Sanibel Sea School over for a private boat 3 hour tour of the Channel ecosystem. Doc Bruce very informative and then took us around and dropped us off on the beach side. It was tons of educational fun.

  • 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, and a shared boat dock on the Roosevelt Channel. This is a tropical paradise.

    Villa Elena features four bedrooms, three bathrooms and a spacious, open floor plan, accommodating up to eight 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 third guest bedroom, which may be used as a den or study, has a queen sized sleeper sofa. The modern, open kitchen has high end cabinetry, solid surface counter tops and everything needed to prepare a wonderful family meal.

    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.

    It was a great week. This home is really a nice location. It is just down the road from the beach. The home is really nice for a family of 6.
    My only complaint is that there were ant traps around the home & there were quite a few out by the pool. The pool was nice, but a tree drops leaves constantly into the pool, so you can't swim without trying to remove leaves.
    The decor is beautiful. The location is nice, although you need to be prepared with food, for there isn't anything close by to walk & grab breakfast or lunch-- it would require jumping in your car.

  • Welcome to New Latitude, located at 16500 Captiva Drive on the Gold Coast of world famous Captiva Island, Florida. Renown for some of the best sunset views found on the Island. New Latitude is quite befitting. Be mesmerized by the soft, serene, sunrise from your roof top porch and experience an Osprey sail by your master bedroom windows. This five star luxury estate calls out for the most exclusive of clients to indulge in all that Captiva Island has to offer. Featuring six bedrooms, all with en-suite bathrooms and two additional half bathrooms, New Latitude comfortably accommodates up to 14 guests. You will have access to two outdoor showers to experience Captiva and its beauty like never before.

    New Latitude is an incredible beach front home sitting on a one and a half acre estate, you're sequestered to serenity. Just a few steps, and you're on the pristine private beach of the Gulf of Mexico, and a little over a mile walk down the shoreline from the heart of the Captiva Village restaurants, boutiques and galleries. Your personal concierge can arrange for a street legal golf cart with seat belts to rent during your stay. New Latitude is the best of both Islands, just 1 1/2 miles from the heart of the Captiva Village with over 10 restaurants, boutiques and galleries. New Latitude is also ideally located only a mile from three of Sanibel's most popular restaurants. Walk, bike or rent a street legal golf cart to easily immerse your friends and family in the Captiva and Sanibel Island lifestyle.

    **Please note that some of the interior photos are being shown pre-renovation as New Latitude is currently having all new furnishings, flooring and additional enhancements completed for an early fall grand reveal.

    It was so beautiful and relaxing

  • Experience Captiva Island for a few days or a week or longer by staying at South Seas Island Resort and Beach Villa 2313. This one bedroom/one bathroom condominium has been completely renovated and designer decorated and appointed. From the moment you enter, you will notice the custom paint, molding, large floor tile and high end furnishings and finishes.

    Rest easy on our comfortable king sized bed with new flat panel TV and custom cabinetry providing plenty of space for your belongings. The spa like bathroom has been completely remodeled featuring granite counter tops and a lovely glass shower door. Continue on to the beautifully appointed kitchen with granite counter tops, high end stainless steel appliances and custom wood cabinets. Lounge in the spacious living room with a comfortable sofa that does pull out to a bed if needed and watch a move on the large flat panel TV which has been wall mounted.
    Have a cocktail and enjoy the world famous Captiva Island sunsets from our screened lanai with high end furniture and some of the best Gulf Views on the Island. You will have access to 3 pools, bbq grills, laundry facilities and of course the sandy Captiva Island beach just steps away from our condo.

    While full resort access isn't available, there are many shops and restaurants just outside the gates of the resort and in the "Village Area" of Captiva.

    Square Footage: 687 Square Feet.

    The accommodations were outstanding The Villa remodel is 1st class all the way. The furnishings are top shelf and very functional We loved our stay and did want to leave The bed was so comfortable! We immediately booked the same week next year !

  • Katie I is very exclusive private island beach house with never ending views of the Gulf of Mexico. The villa is located on North Captiva and is only accessible by boat. You’ll get all the privacy you want and at the same time you’re only a 15 minute boat ride away from some of the Florida’s most famous restaurants on Captiva Island. Relax on the beach with luxurious accommodations and enjoy the exclusivity of a private island. Perfect for family vacations – you and your friends can stay together. Or a romantic getaway for two… Forget The Keys or The Bahamas, it really doesn't get any better than this.

    If you want some action, the island is located in the middle of the world’s most famous fishing, the Boca Grande Pass. The rental includes the use of a 20 ft boat. The dock is on the islands bayside, the beach and the Gulf of Mexico on the other side.

    The Villa has a total of three bedrooms (equipped with 2 king beds and 2 twin beds) plus a pull out king in the living room, two bathrooms, a spacious living room, dining area and a fully equipped kitchen. The kitchen is fully equipped with full sized refrigerator, stove, oven, microwave, dish washer, ice-maker etc., everything you need for a perfect vacation. Outside there is a gas/electric BBQ-grill and you can enjoy the ocean view from the two lanai areas. The villa has TV, DVD and a stereo system. Come and enjoy this beautiful Vacation Home.

  • 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 queen 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.

    We loved our stay at the Gingerbread house.
    We will be back. Thank you

  • Experience all Captiva Island has to offer at Sunset Captiva 55. This beautifully renovated three bedroom, two bathroom private, stilted home has sleeping accommodations for up to 8 guests comfortably. Nothing has been overlooked, even down to the Tommy Bahama decor, upgraded lanai furniture and modern kitchen with granite countertops and stainless steel appliances.

    The main level of the home features a spacious laundry room with full size washer/dryer, kitchen, expansive living room with a large flat panel TV, dining area, queen bedroom and twin bedroom along with a full bath and wrap around screened lanai. There is a desk off the living room should you have to catch up on anything back at the office. Enjoy the high speed wireless internet and Netflix streaming as well! Up the stairs from the main level in the master bedroom suite with a king bed, private deck, loft area off the bedroom with sleeper sofa and en-suite bathroom.

    We spent a delightful week in February enjoying sun, beach and pool. The screenedin porch was delightful albeit a bit too close to road noises.

  • Villa Beach Mansion is an ultra-luxurious and exclusive private island beach house. The villa is located on North Captiva and is only accessible by boat. You’ll get all the privacy you want and at the same time you’re only a 15 minute boat ride away from some of the Florida’s most famous restaurants on Captiva Island. Relax on the beach with luxurious accommodations; enjoy the amazing never ending views of the Gulf of Mexico and the exclusivity of a private island. Perfect for family vacations – you and your friends can stay together. Or a romantic getaway for two… Forget The Keys or The Bahamas, it really doesn't get any better than this.

    If you want some action, the island is located in the middle of the world’s most famous fishing, the Boca Grande Pass. The rental includes the use of a 20 ft boat. The dock is on the island’s bayside, the beach and the Gulf of Mexico on the other side.

    This two stories villa has a total of five bedrooms (equipped with 4 king beds and 1 queen bed), three bathrooms, spacious social and dining areas together with a fully equipped kitchen. The kitchen is fully equipped with full sized refrigerator, stove, oven, microwave, dish washer, ice-maker etc, everything you need for a perfect vacation. Outside there is a gas/electric BBQ-grill and you can enjoy the ocean view from every part of the villa. Come and enjoy this beautiful Vacation Home.

  • Nicely decorated 2 bedroom, 2 bathroom penthouse unit with private roof-top sundeck is under new ownership and has recently been refurbished. Great views of the pool, lagoon & gulf! There is a king bed in the master bedroom, one queen and one twin bed in the guest bedroom, custom, built-in bunk-beds in the alcove off the living room along with a queen sleeper sofa in living room. Newly installed, wall-mounted flat panel HD TV & DVD in the living room with HD cable box, wall-mounted flat panel TV in the master bedroom, another flat panel TV in the guest bedroom, and a flat panel TV mounted in the lower bunk bed for your children to enjoy. Newly added roof top sun deck furniture, bunk beds, dining room furniture, lighting and fans, bedding, interior hardware, crown and baseboard molding and bead board in the central areas. The unit has been painted throughout and has a fresh new look. Development-wide wireless internet upgrades in the fall of 2015 have made the internet fast and convenient. One week minimum stay during high season. Three night minimum stays available during the low season. Arrive and depart on any day.

    We have rented in this complex for a number of years. We stayed on Sanibel since 1990 and stayed at many different complexes and we liked this one the best. This condo was disappointing. Blinds fell apart in master bedroom even after ReMax had someone come out and fix them. The foot of the bed in master bedroom was higher than head of bed. Pillows were lumpy. Pots, pans and utensils in kitchen were limited which made cooking difficult. TV did not work the first 2 days and had trouble changing stations with station changer in master bed room. Dust was thick on ceiling fans. Since we only had one key, it would have been nice to have known the code to the key box when moving in.

    Sanibel 9.71 miles
  • Best views of the Gulf from Unit 607- This unit is in the front building of Sanibel Siesta on the Beach with great Gulf views from every room! No squiniting to see the Gulf! The unit was beautifully updated in summer of 2015. New pictures will be coming soon.
    Picture this….relaxing in the screened-in lanai, watching the waves, the dolphin, the beautiful sunsets, the moon over the warm waters of the Gulf…all while enjoying your morning coffee or your favorite drink. So close you can hear the waves! This lovely two bedroom, two bathroom unit has one of the best Gulf views on Sanibel Island. Just bring your bathing suit, flip flops, a good book, sunscreen and your tooth brush. We supply the rest!

    The tennis courts are on the property and there is an 18 hole golf course is directly across the street. Welcome to our lovely beach home! Unit: Front unit- Directly on the beach. Nicely decorated, third floor unit, elevator building Master bedroom: King size bed/Gulf view Guest room: Twin beds/Gulf view- can be converted to a queen bed; Additional queen size sofa sleeper, Kitchen: granite counters, fully stocked Unit has central air, cable TV, internet, tennis courts, heated pool, 18 hole golf course literally across the street.

    Your unit is supplied with a starter pack of soaps, tissues, toilet paper, garbage bags and paper towels. Each condominium is provided with beach chairs and a beach umbrella.

    We enjoyed being steps from the beach, garage had beach equipment, kitchen & condo well supplied .

    Sanibel 10.7 miles

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