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Elder Access Vacation Rentals in Captiva Island, FL

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    Travellers to Captiva Island are booking December dates now. Secure your vacation rental today, and have the perfect trip.
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    1 / 23
    5 of 5 stars (1) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    1 / 11
    5 of 5 stars (1) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    1 / 38
    5 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    1 / 10
    4.5 of 5 stars (8) Very good
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Parking
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    • Porch
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    • Pet-friendly
    • Child-friendly
    • x
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    • Smoking allowed
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    About this property
    This getaway Cottage sits on the beach of Upper Captiva Island an unbridged Island, six miles off-shore. Come enjoy fishing from the private pier; kayaking,hiking, biking, nature photography, birding,or just relaxing under the umbrella at the table observing the dolphin and wildlife by the private... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    5 of 5 stars Reviewed 2 weeks ago
    Such an amazing place. All you need to bring is food and drinks. Gary provides towels and dishes as well as paper products. You are literally steps from the sound where you can...
    4 of 5 stars Reviewed 28 February 2016
    We loved it here. The location is perfect and the amenities plentiful. The cottage was very comfortable for 2 people and very clean. The photos in the listing are accurate, but...
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    1 / 25
    2 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • x
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    About this property
    Sunset Captiva is a nicely maintained 59 home development located in the heart of Captiva offering a heated swimming pool, tennis courts, private boardwalk leading to the Gulf of Mexico and a boat dock (included w/ rental) located at it's sister location, Sunrise Harbor. Unit 19 is a two bedroom,... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    1 / 20
    5 of 5 stars (9) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Internet Access
    • Air Conditioning
    • Porch
    • Grill
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Ricks Retreat is a charming ground-level home on a beach street located in the village area of Captiva. A short walk to restaurants, shops and galleries, and a 3 minute walk to the most beautiful beach at the end of the sandy lane. Originally built by Bette Davis, Rick is the 3rd owner. Simple,... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    4 of 5 stars Reviewed 3 February 2016
    This home is well suited for families with 3 large bedrooms, 1 living room, 1 den, and 2 baths. Private because of the tropical plants surrounding the home, yet in the heart of...
    5 of 5 stars Reviewed 25 March 2015
    We've stayed at Rick's Retreat two years in a row, and it's been wonderful both times. The house is in a perfect location; a half-block walk along a quiet, shady lane to the...
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    1 / 33
    5 of 5 stars (36) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • DVD Player
    • Parking
    • Grill
    • Air Conditioning
    • Washer
    • Private Outdoor...
    • Wi-Fi
    • Porch
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Experience the laid back Captiva Island lifestyle with this classic 2 br, 2 full bath cottage, just 150 yards off the beach. Sleeping 6, its private, secluded, screened and large 26 x 14 foot heated pool (with Mermaid mosaic on the pool floor) is off the double French doors of the living room. The... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    5 of 5 stars Reviewed 7 February 2016
    What a lovely home! There is so much to do on Captiva, or you can do nothing and float in the pool all day. (Our choice). This house is really well cared for and we lacked for...
    5 of 5 stars Reviewed 4 August 2014
    After reading several reviews regarding The Mermaid House we signed up. Everything was just as advertised and our Hosts were excellent to work with. Small quant home; just the...
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    1 / 53
    5 of 5 stars (17) Excellent
    5 Bedrooms, 2 Bathrooms, Sleeps 12 | Quick View
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    • Internet Access
    • Satellite TV
    • Private Outdoor...
    • DVD Player
    • Hot Tub
    • Grill
    • Air Conditioning
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Windswept vacation home offers luxurious accommodations, heated private pool, and a truly one-of-a-kind vacation retreat. A vacation at Windswept, on North Captiva, is the perfect place to reconnect with nature, your family, and your friends. Vacation stays at Windswept available with a 7 night... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    5 of 5 stars Reviewed 28 May 2014
    Where do I begin! Thank you, Thank you, Thank you to a wonderful place of peace, tranquility, relaxation, and adventure to celebrate the renewing of my parents Wedding vows of 50...
    5 of 5 stars Reviewed 13 April 2014
    This was our fourth visit to North Captiva and our first to Windswept. It was the perfect house for our group of 8: 6 adults and 2 teens. We found the opportunity to stay in such...
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    1 / 29
    5 of 5 stars (5) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Satellite TV
    • Balcony
    • Porch
    • Waterfront
    • Washer
    • Grill
    • Air Conditioning
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Our privately owned MARINA VILLA is much more beautiful and much LESS EXPENSE than the resort condos at South Seas Island Resort. Please note, the rental rate for our privately owned condo is considerably lower than most South Seas Island Resort rates for the same time period, however, our Marina... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    5 of 5 stars Reviewed 9 February 2016
    We have thoroughly enjoyed our two-week stay here at your wonderful condo. It is such a peaceful area with beautiful views of dolphins, birds and sunsets. We have seen the most...
    5 of 5 stars Reviewed 31 December 2015
    We love Captiva! It is beautiful and so is this resort! This particular villa has a great view of the marina and the bay. We really enjoyed sitting out on the porch watching...
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    1 / 39
    4.5 of 5 stars (10) Very good
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Air Conditioning
    • Hot Tub
    • Private Outdoor...
    • Wi-Fi
    • Satellite TV
    • Waterfront
    • Washer
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    ***BOOK FOR 2016 NOW!!!*** (Ask about our reduced Fall rates!) Welcome to Gearing Down! Enjoy a Captiva Island vacation home in luxury. Boasting an expansive floor plan with 4 bedrooms and 4 bathrooms that sleeps 8 comfortably, Gearing Down is a desirable bayside home. Witness breathtaking... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    5 of 5 stars Reviewed 6 June 2016
    This house is the most relaxing and accommodating place we've ever stayed. The view is spectacular. Something for everyone. Brought boat for fishing. Walking distance to...
    5 of 5 stars Reviewed 8 March 2016
    Our family has rented this home for the past six years. We have consistently had great experiences. The property and the house are in great shape, with new furniture for this...
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    1 / 25
    5 of 5 stars (56) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Air Conditioning
    • Internet Access
    • Private Outdoor...
    • Patio
    • DVD Player
    • Hot Tub
    • Satellite TV
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Newer construction 4 bedroom 2 1/2 Bath Large 3 story home with Private heated Pool. 5 Story Observation tower with 360 degree views. OPEN floor plan with large great room kitchen area on 3rd floor with large screened in Lanai offering Alfresco dining. 10 foot ceilings and 8 foot doors and... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    5 of 5 stars Reviewed 2 weeks ago
    Our family and our 4 legged two labs loved this house. Very comfortable, spacious, great location.. Nothing was left out.. Total privacy, the home in set back from road with lush...
    5 of 5 stars Reviewed 30 May 2016
    This place was the best rental we have ever stayed in. We traveled here with our 23-26 year old sons and their girlfriends to celebrate various graduations from college. Owner...
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    1 / 49
    5 of 5 stars (11) Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Balcony
    • Grill
    • Porch
    • Air Conditioning
    • Internet Access
    • Washer
    • Patio
    • Waterfront
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Inquire about our JUNE SPECIAL!! New , new , new !! Fish in your back yard off the dock, Play in your private heated pool, Entertain on your cabana / pool deck, Watch sun rises, and sun sets from your observation deck or find your private nook away from it all. There are four bedrooms including... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    5 of 5 stars Reviewed 28 June 2015
    As SWFL residents, our family of four makes frequent visits to N. Cap. This was our first stay at Rum Cove, but it won't be our last. The house and property are well-kept and...
    5 of 5 stars Reviewed 27 May 2014
    Location, location, location! We have stayed on North Captiva Island for over 15 years and this is one of the few rental locations with private boat dockage. Even with the...
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    1 / 56
    5 of 5 stars (13) Excellent
    5 Bedrooms, 2 Bathrooms, Sleeps 12 | Quick View
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    • Satellite TV
    • Patio
    • Air Conditioning
    • Internet Access
    • DVD Player
    • Grill
    • Hot Tub
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    North Captiva Island dream vacation home with 5 bedrooms, accepting up to 12 guests per rental. Huge private heated pool and large private sun-decks offer the best of both worlds. Just a short walk from the neighborhood's beach and located right at the start of the preserve beach trail, leading to... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    5 of 5 stars Reviewed 9 April 2014
    This was our fourth visit to North Captiva and our first to Windswept. It was the perfect house for our group of 8: 6 adults and 2 teens. We found the opportunity to stay in such...
    5 of 5 stars Reviewed 21 August 2013
    There were 3 different families in our party and we had a truly memorable holiday. Just what was needed after 4 hectic days in New York-complete peace and relaxation. Wendy and...
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    1 / 16
    5 of 5 stars (4) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • DVD Player
    • Patio
    • Internet Access
    • Air Conditioning
    • Satellite TV
    • Washer
    • Private Outdoor...
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    About this property
    You are just 300 steps from the beach in this private and secluded 3bedroom/3bath vacation home. The Captiva Cottage is the only home on this over one acre property nestled among other estate zoned properties in this stretch of Captiva Island, also referred to as the Gold Coast. The private beach... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    5 of 5 stars Reviewed 27 January 2015
    Captiva Cottage is cozy enough for two yet can easily accommodate a family or group of friends. Wonderfully located, it is private, quiet but within easy reach of the attractions...
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    1 / 37
    5 of 5 stars (7) Excellent
    6 Bedrooms, 6 Bathrooms, Sleeps 24 | Quick View
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    • Ocean Views
    • Internet Access
    • Satellite TV
    • Private Outdoor...
    • Hot Tub
    • Air Conditioning
    • Waterfront
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Our elegant Bali Hi Estate is a three-acre property, located in the heart of Captiva Island right on the beach of the Gulf of Mexico. Lush, award winning landscaping and over 400 feet of depth from Captiva Drive make this secluded estate the perfect venue for family vacations and private events.... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    5 of 5 stars Reviewed 24 June 2016
    Every year our widely dispersed and politically divergent family of 20 reunites to renew ties and to recharge batteries. No other place we've visited over the years...
    5 of 5 stars Reviewed 15 June 2016
    Bali Hi was perfect for our getaway. The house and property had everything we needed. The kitchen was completely stocked with utensils, appliances, etc. The pool area had all...
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    1 / 26
    5 of 5 stars (5) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Grill
    • Patio
    • Satellite TV
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    • Waterfront
    • Hot Tub
    • Internet Access
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Coquina Cottage is a unique ~Old Florida~ beachfront cottage sitting on almost an acre of Captiva's finest beach. Truly a tropical dream beach getaway spot, the cottage, hot tub and gardens have an amazing view of the Gulf and a closer proximity to the water than any property on Captiva. A short... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    5 of 5 stars Reviewed 3 December 2015
     “My fiance and I had been contemplating a destination wedding but we were not sold on the idea so I set out on an internet search to see what ideas we could come up with since we...
    5 of 5 stars Reviewed 19 November 2015
    This was the first time my wife and I rented a home. We are local to Fort Myers, FL and wanted to just have a quick getaway and to FEEL like we were on vacation away from our...
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    1 / 20
    5 of 5 stars (8) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • DVD Player
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    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Millertime Villa is a relaxing home with a lovely private pool, lots of amenities and a perfect location on beatiful Captiva Island. This is our tenth year renting our home with the goal of providing memorable Captiva Island vacations.<BR><BR>With 3 bedrooms and 2 full baths, this home comfortably... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    5 of 5 stars Reviewed 4 weeks ago
    We very much enjoyed our stay at Millertime on Captiva Island. Upon arrival the house was spotless. It has an airy feel to it and it is beautifully decorated. Bedrooms are...
    5 of 5 stars Reviewed 26 January 2015
    The house is extremely comfortable and welcoming. We made great use of the pool and adjoining screened porch. All three generations of our family were able to feel right at home...
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    1 / 18
    5 of 5 stars (11) Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    • Private Outdoor...
    • Grill
    • Hot Tub
    • Washer
    • DVD Player
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    • Satellite TV
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    You'll Be Captivated! This Old Florida style Captiva Island rental will captivate you! A fantastic Captiva Island rental that is just a short stroll from Captiva's beautiful white sand beach and offers the ambiance of a true island paradise! Be Captivated is a spacious Florida beach home offering... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    1 / 24
    4 of 5 stars (9) Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • DVD Player
    • Waterfront
    • Air Conditioning
    • Grill
    • Internet Access
    • Hot Tub
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    This 4 bedroom home has the best views on the island! Walk out your door onto the beach. Pelican point, brand new (Dec 2007) 4 bedroom luxury home only 12 steps to the Gulf of Mexico waters. Only a sugar white sand beach seperate you and the Gulf of Mexico. Enjoy some of the most incredible views... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    3 of 5 stars Reviewed 19 December 2012
    We stayed at Pelican Pointe over the Thanksgiving holidays. This property offers the best location, the best views, hot tub with views and elevator. The owners/management need...
    4 of 5 stars Reviewed 2 July 2012
    This is a pretty well equipped home. However, we arrived during Tropical Storm Debby and the entire island was flooded. The golf cart would not go through the roads that were now...
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    1 / 33
    5 of 5 stars (5) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Ocean Views
    • Waterfront
    • Washer
    • Children's Pool
    • Air Conditioning
    • DVD Player
    • Satellite TV
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Marvel at the stunning views of the Gulf from this beautiful newly (2014) renovated three bedroom, two and one half bath Townhome. Walk into the expanded living room enclosed with floor to ceiling windows overlooking the Gulf of Mexico providing very wide ocean/sunset views. Open the sliders to... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    5 of 5 stars Reviewed 4 weeks ago
    Villa Sea Dreams was the perfect spot for me and my family of 5. The town home suited us well. I loved the location in relationship to what we could walk to, while having the...
    5 of 5 stars Reviewed 31 May 2016
    Stayed May 21-28, 2016. Absolutely amazing weather and place to stay. They really did think of everything. Kingfisher was very prompt to answer any questions about the island...
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    1 / 17
    5 of 5 stars (2) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    • Air Conditioning
    • Internet Access
    • Satellite TV
    • DVD Player
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    2 bedroom, 2 bathroom, Sleeps 6. Susi's Beach house is 'Old Florida stlye living at it's best'. The house has been remodeled in 2015. We have installed all new appliances, a reverse osmosis water system with water treatment.. The house been newly landscaped and outside trim repainted. We have... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    5 of 5 stars Reviewed 1 January 2016
    I cannot say enough good things about this rental. We have been renting vacation homes for more than 15 years and this is definitely the most well provisioned home we have ever...
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    1 / 30
    5 of 5 stars (14) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Hot Tub
    • Waterfront
    • Washer
    • Satellite TV
    • Internet Access
    • Air Conditioning
    • Patio
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Beach Villa Sunset Dreams is a richly remodeled and appointed townhome with tropical beach décor for an unforgettable family vacation. The Villa is unique with awe inspiring direct gulf views and sensational sunsets, as well as sunrise views over the bay. The property is only 30 steps to the beach... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 01450
    5 of 5 stars Reviewed 29 April 2016
    My husband and I took our two daughters, son-in-law, and 19 month old granddaughter to Sunset Dreams to celebrate our 40th Anniversary. The accommodations were wonderful...the...
    5 of 5 stars Reviewed 12 December 2015
    Sunset Dreams was true to its name. Dan's home on Captiva was a wonderful experience for our extended family vacation. I was looking for a home to accommodate four generations...
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    1 / 42
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Waterfront
    • Balcony
    • Patio
    • Wi-Fi
    • Satellite TV
    • Grill
    • Washer
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    If you're looking for a perfect tropical vacation home that fits a large family, Our stunning Captiva Island Villa is perfect! Our very private and quiet 4 bedroom, 3 bath home is nearly 4,000 sq. ft., is located on the Roosevelt Channel, and accommodates 8-10 people very comfortably. We've... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    1 / 22
    5 of 5 stars (2) Excellent
    6 Bedrooms, 7 Bathrooms, Sleeps 14 | Quick View
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    • DVD Player
    • Private Outdoor...
    • Internet Access
    • Washer
    • Patio
    • Air Conditioning
    • Hot Tub
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Incredible newly built Mediterranean style home located in the Heart of the Village on Andy Rosse Lane. Bella Bellini is a professionally Robb & Stuckey decorated, luxurious 6 bedroom/6.5 bathroom private home with a quiet, secluded heated pool and spa. A courtyard style design located on a... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    5 of 5 stars Reviewed 13 March 2015
    We just returned from a week at Bella Bellini and it was the perfect place for 4 couples and 22, & 24 year old grandchildren. The golf carts we rented were perfect to tool around...
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