Home Vacation Rentals By Owner In Captiva, FL

Showing 569 Of 569 Vacation Rentals
Slider Thumb
Exceptional(14)

$1694.26

/ Nightly
Private Vacation Home

South Seas Beach House 18 Captiva Island beach front home

Captiva, Florida, United States

If you are looking for the perfect island getaway we welcome you to stay a week or longer at South Seas Beach House 18.  Our vacation home away from home is located within the gates of the South Seas Island Resort on Captiva Island.  While Beach House 18 is located within the gates of South Seas Island Resort, the Beach Homes are a separate association within the resort.  That means you won't have to pay a resort fee.  While you won't get resort amenity access, you will have access to our great association amenities including the shared heated pool, just steps from the home, a tennis court, propane bbq grills and the world famous Captiva Island beach, again, just steps from our Beach Home.  Our Beach Home has been completely renovated with plenty of space to accommodate up to 10 guests. The main level of the home has an open floor plan with a living area, dining room and a full kitchen complete with all appliances and kitchenware for you to easily prepare meals for your family.  The main level has three bedrooms which includes a second master with a king bed, queen bedroom and third guest bedroom with two twin beds. Just off our main level living and dining room is a private screened lanai that stretches the length of the home with ample seating to enjoy a morning coffee or evening cocktail. The second level of our home has a master bedroom suite and a loft area which has a queen sleeper sofa and a twin fold out. Just steps away relax on your private deck off the master suite overlooking the Gulf of Mexico. Our home is equipped with beach chairs, beach umbrellas and beach toys along with a beach cart for easy transport for the 2 minute walk to the amazing Gulf of Mexico.   brbrAccess to amenities may be limited at the time of your stay
Bed 5

Bed

Bath 3

Bath

Sleep 10

Sleeps
Slider Thumb
Exceptional(94)

$492.33

/ Nightly
Private Vacation Home

Have it all in Sunset Captiva

Captiva, Florida, United States

Escape to the sparkling-blue shores of Captiva Island in this luxury 2-bedroom, 2-bathroom cottage vacation home with all the comforts of home located in the Sunset Captiva community with resort amenities. Approximately 200 yards from the beautiful white-sand beach and walking distance to the Sunset Bayside dock and boardwalk, this vacation home includes a king master bedroom suite, a twin bedroom, a loft with a twin trundle, patio balconies and more. The twin beds can be converted to a king. Please notify me in advance if you want them converted. There’s also a living area with 42inch flat screen TV, fully equipped kitchen, dining area, full-size washer & dryer and complimentary high speed & Wi-Fi Internet access throughout! For food and fun, take the less than 10-minute walk to Andy Rosse Lane with restaurants, shops, art galleries and more. Free boat dockage. NOW BEING MANAGED EXCLUSIVELY BY OWNER.
Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps
Slider Thumb
Exceptional(22)

$3628.82

/ Nightly
Private Vacation Home

Dream Home: Iconic Beachfront Modern Masterpiece

Captiva, Florida, United States

Dream Home: Iconic Beachfront Modern MasterpiecebrVacation rental home like no other – Dream Home- Captiva IslandbrbrCaptiva Dream Home…a vacation rental home like no other. It is a truly special property and abrwork of art. Custom built and reimagined down to every minor detail. It is a distinguished homebrfor those guests that are looking for a unique property that is not your typical vacation home.brStay in the home designed for world famous artist, Robert Rauschenberg. He welcomed manybrmovie stars and celebrities to this home over the years.brbrThe location is second to none, being in the heart of Captiva Village just a short walk or golf cartbrride to quaint shops and restaurants. Steps from your expansive porch is the sand…sunset viewsbrare awe inspiring. Are you able to work remotely and your children have virtual or online schoolbrclasses We have Xfinity High Speed wireless interest throughout the home, perfect for distancebrlearning and Zoom meetings.brbrThere is plenty of space for up to 20 guests complete with a full kitchen, dining area, spaciousbrliving room and endless Gulf views. There is an elevator for easy access to all levels of thebrhome. The main level of the home has direct Gulf views throughout with an open kitchen to thebrdining and living room areas. There is a main level bedroom with a king-sized bed and ensuitebrhalf bath and a full bathroom and laundry room nearby. Upstairs, the master bedroom suitebrincludes a king bed and ensuite bathroom with dual sinks and stackable washer and dryer. Therebris another suite with two king beds and a pull-out twin sofa accompanied by a full bathroom withbrdual sinks across the hall. Between these two suites there is a room with two queen beds and anbrensuite half bath. All of the rooms have blackout floor to ceiling blinds for ultimate privacy.brThere is a deck in between with seating and Gulf views as well as an upper deck with seeminglybrendless water views. On the lower level, there is a game room with arcade games and a foosballbrtable. Additionally, there is a bonus space with a sitting area and 75’ flat panel TV andbrkitchenette space.brbrThe outdoor space on the lower level includes a new expansive heated pool and hot tub, bean bag toss, seating area and a multi-use outdoor table for pool, ping pong, or meals made on the grill! We look forward tobrwelcoming you to our Dream Home for a fabulous and relaxing week (or longer!) very soon!br~Owners have strict no pet policy~brbr***The elevators are currently functional; however, as they are mechanical items, we cannot guarantee they will remain operational during your stay. Please note that refunds will not be issued in the event of elevator malfunctions.***brbr***Due to the aftermath of the storms Helene and Milton, the island is currently in a restoration phase. Please be aware that many amenities may not be open or readily accessible during your visit, including limited restaurant options and activities.Additionally, nearby ongoing construction may create noise and other disturbances that we have no control over.***
Bed 7

Bed

Bath 6

Bath

Sleep 20

Sleeps
Slider Thumb
Exceptional(20)

$1339.05

/ Nightly
Private Vacation Home

Casa Captiva! 5 Bedroom, 4 Bath Pool Home just a few houses from private beach.

Captiva, Florida, United States

Beautifully renovated 5 bedroom 4 bath pool home located on one of Captiva Islands quiet streets, situated just 4 houses down from the private beach. This spacious home offers a large fully equipped kitchen with new  appliances, a large island, and views of the the living and pool area. The living room features all new furniture including a 70 smart TV and 2 queen sized sleeper sofa.  This home offers two King bedrooms with their own bathrooms and two other rooms with twin beds and a bunk room with 2 additional bathrooms. The second king room has an additional twin pullout. The pool area is private and surrounded by lush landscaping, plenty of  pool furniture, and a gas grill. This is the perfect place for families to gather and make lasting memories. Being in the Village area of Captiva, you can park, rent a golf cart to easily get around to shops and restaurants, or just walk, as you're so close to everything. The home has just undergone a near complete transformation with all new paint, coffee bar, furniture throughout and more. The new owners have spared no expense making Casa Captiva the most sought after vacation rental home on Captiva. The master bedroom suite has been updated with a new king bed and an additional en-suite bedroom with twin beds, perfect for the kids to have their own space but close to the parents. We have tons of beach equipment at the home for you as well, so no worries on renting any chairs or umbrellas as we have that, a beach cart and other beach toys to enjoy.~Owner has strict no pet policy~brWe'll look forward to welcoming you to our beach home away from home soon!
Bed 6

Bed

Bath 4

Bath

Sleep 14

Sleeps
Slider Thumb

Select Dates for Price
Private Vacation Home

Beachfront Island Home W/ Private Pool On Captiva

Captiva, Florida, United States

Beach Sweet Beach is a luxurious, three-level Florida-style house. Enjoy direct views of the gulf from the two porches and oversized windows in the great room. Take a short walk to your very own stretch of beach on the private path from the pool area. The grounds include secluded sunny and shade seating areas around the pool and hot tub.brbrThis gorgeous beach-side getaway has been beautifully remodeled from top to bottom.brbrAbout the Property:brbrBeach Sweet Beach is a luxurious, three-level Florida-style house. Enjoy direct views of the gulf from the two porches and oversized windows in the great room. Take a short walk to your very own stretch of beach on the private path from the pool area. The grounds include secluded sunny and shade seating areas around the pool and hot tub.brbrEnter the lower level through the poolside sliding doors, where you will find a private family suite which includes a bedroom with a queen size bed, a large bathroom, an attached family room with a TV and DVD player and a small den with a TV, table and chairs and a full size sleeper sofa. You will also find a garage for your use on this level.brbrGo up the stairs to the main level complete with a newly renovated, fully-equipped kitchen. Your family can gather comfortably in the bright and airy great room and watch the gorgeous gulf sunset from the huge wall of windows overlooking the beach. The great room has plenty of seating, a large screen wall mounted HDTV with cable and an open concept with the kitchen and dining area.brbrThe main level also offers a generously sized bedroom with a king size bed, walk-in closet, TV and walkout to a screened in lanai. Go through the connected bathroom to find another guest bedroom with two twin sized beds. There is also a huge laundry room, plenty of storage space and half bath on this level.brbrThe master bedroom can be found on the upper level, with a king size bed, private porch overlooking the water, lots of storage, TV, and a private master bath with shower and jetted garden tub. Outside the master bedroom, you will find a nook with a daybed, a great hidden space to hide away and read a book.brbrAmenities:brbrGorgeous three story private homebrbrSleeps 8 [2 Kings, 1 Queen, 2 Twins, Full Size Sofa Sleeper, Twin Day Bed]brbr3 full baths, 1 half bathbrbrPrivate path to white sandy beachbrbrLarge heated swimming pool and jetted hot tubbrbrFull-equipped kitchen w/granite countertopsbrbrGreat room w/ vaulted ceilingsbrbrHigh speed internet with WIFIbrbrLaundry room with washer and dryerbrbrPrivate garagebrbr2 Porches and screened lanai overlooking gulfbrbrWalking distance to restaurants, shopping and water sportsbrbrGolf Courses are nearby in SanibelbrbrNo petsbrbrNo smoking
Bed 4

Bed

Bath 4

Bath

Sleep 8

Sleeps
Slider Thumb
Exceptional(56)

$2041.8

/ Nightly
Private Vacation Home

Seas the Day Captiva Island Gulf Front Vacation Rental Home

Captiva, Florida, United States

The time is now for you to Seas the Day. Book your next Captiva Island, Florida Dream Vacation at our ultra exclusive and luxurious vacation rental home aptly named Seas the Day. Our beach home away from home is over 4,000 sq ft of space direclty on the Gulf of Mexico. With a huge great room with gulf views and full chef's inspired kitchen, you won't ever want to leave. The main level of the home has the great room with sitting area, dining room and full kitchen along with a separate den (tv room), three bedrooms and three bathrooms. The first guest bedroom has a king bed while the other two have a queen bed and two twins. Upstairs is the master bedroom suite with king bed, balcony and en-suite bathroom. There is an elevator from the ground level to upstairs for ultimate ease. The lower level has a bonus space with a sitting / dining area, additional washer/dryer, half bathroom and king bed. Step outside on to the several open balconies with plenty of lounge space, bbq and areas to soak up the Captiva Island sunshine. You are just steps away, down our private path, to the sandy beach. Want to take a dip in the pool No worries as our home has access to the community pool, again, just steps away. As you are located inside the gates of the South Seas Island Resort, you won't have resort access, however, you can use Doc Ford's Restaurant and any other shops and restaurants just outside the gates of the resort. Rent a golf cart while you're at Seas the Day and get around quickly and easily. We'll look forward to welcoming you to your next Dream Vacation!brbrAccess to amenities may be limited at the time of your stay
Bed 6

Bed

Bath 5

Bath

Sleep 10

Sleeps
Slider Thumb
Exceptional(31)

$631.58

/ Nightly
Private Vacation Home

South Seas Lands End 1625 Captiva Island Private Resort Style Gulf View Condo

Captiva, Florida, United States

Welcome to South Seas Lands End Village unit 1625. Enjoy breathtaking sunsets and sweeping views of the Gulf of Mexico from this high-end nearly 1400 sq. ft. 2 bedroom/2 bathroom Gulf-view condo located within exclusive Lands End Village in South Seas Island Resort. This luxury vacation condominium is mere steps away from pristine white sand beaches and the blue waters of the Gulf of Mexico in a serene location bordered by palm trees and tropical landscaping. Lands End 1625 has three outdoor areas including a screened lanai / dining area and two open air decks which provide sweeping views of the Gulf of Mexico as well as Redfish Pass. This high-end vacation rental condominium also offers a fully equipped kitchen, in-unit washer/dryer, dining area and living room with a plush sectional sleeper sofa (queen sized) and a flat panel TV. The master bedroom opens to a large deck overlooking the Gulf of Mexico and has a king-sized bed, flat panel TV and spacious en-suite bathroom with a jacuzzi tub, oversize walk-in shower, dual vanity and skylights. The guest bedroom has two double beds, flat panel TV, a private deck and a separate full bathroom. Lands End Village community amenities provided with this rental are adjacent to the unit and include a resort-style heated pool surrounded by a large sun patio furnished with deck chairs and an outdoor shower, hot tub, gas BBQ grills, tennis courts and covered parking. Our rental includes a ground level storage room with access to a beach umbrella, sand chairs and a beach wagon. Captiva Island offers exceptional shelling, biking, fishing, sailing and an opportunity to enjoy all types of water sports (e.g. kayaking, paddle boarding, water skiing, parasailing, snorkeling/diving). The resort marina and marina store/deli are a five minute walk from the unit. Offshore Sailing School and Captiva Cruises, offering a range of sunset, dolphin & wildlife cruises, are also based at the marina. Chadwick Square shopping mall (Starbucks and others) and Sunny Island Watersports (water sports/bike/beach/golf cart rental equipment) are located at the entrance to South Seas Resort. Captiva's many Village area restaurants and other amenities are within a short distance from the resort entrance as well. South Seas amenities are not available with this rental. No smoking or pets in this unit. Unit is up one floor (Walk-up - no elevator for this building). brbr**This unit offers a pristine pool and hot tub right out the back door of the property, access to bbq grills, direct beach access along a path via the Gulf side of the unit including beach chairs, an umbrella and beach towels.  Also, unobstructed Gulf Views are still amazing! Due to the aftermath of prior storms, areas of South Seas Resort are currently under construction.  These areas however are in a separate area from 1625 Lands End Village.**
Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps
Slider Thumb
Exceptional(29)

$692.07

/ Nightly
Private Vacation Home

SUNSET CAPTIVA 19 - Beautiful Captiva Home in the Village, Close to Beach

Captiva, Florida, United States

INTRODUCING SUNSET CAPTIVA 19brWelcome to Sunset Captiva 19! This two-story elevated home, nestled in the heart of Captiva Village, boasts two bedrooms, two bathrooms, and accommodates up to six guests. Enjoy convenient access to the community pool, beach, and all that Captiva has to offer. While this home offers a prime location in Captiva Village, it’s important to note that it is priced appropriately to its current condition. We want to be transparent with our guests, and while the property may require some updates, its value lies in its proximity to community amenities and the captivating surroundings. Please consider this when booking.brbr****Things to note about Sunset Captiva due to Hurricane Ian****brThe dock is currently closed but is expected to reopen by October 2024. brbrHOME FEATURESbrSunset Captiva 19 is a popular two-story elevated vacation home that has been updated with tropical decor and can accommodate up to six guests. The spacious living area with open floor plan has a large flat panel TV, DVD player, WIFI and a sleeper sofa. The main level also features a nice dining area and open kitchen with all appliances, cookware and utensils. There is a half bath on the main level. Up the stairs is the open loft with a day bed in addition to the king master suite and second bedroom with the two twins. The master suite has a comfortable king sized bed, en-suite bathroom and a private sun deck with seating. Enjoy the outdoors on your private screened lanai with ample seating with a high-top table as well as a cushioned sectional.brbrWhile this home offers a prime location in Captiva Village, it’s important to note that it is priced appropriately to its current condition. We want to be transparent with our guests, and while the property may require some updates, its value lies in its proximity to community amenities and the captivating surroundings. Please consider this when booking.brbrbr****Things to note about Sunset Captiva due to Hurricane Ian****brThe dock is currently closed but is expected to reopen by October 2024. brbrHave more guests and need more space We also offer 2 other Sunset Captiva Properties! Feel free to take a look at Sunset Captiva Bayside 103 and Sunset Captiva Bayside 104.
Bed 2

Bed

Bath 3

Bath

Sleep 6

Sleeps
Slider Thumb
Exceptional(4)

$992.76

/ Nightly
Private Vacation Home

White Christmas Guest House

Captiva, Florida, United States

Our guest home, aptly named, White Christmas features six bedrooms and three and one half bathrooms. Our home will accommodate up to 10 guests with everyone having enough space to fully enjoy our little piece of paradise. Experience the heated pool right outside the home and easily walk over to the bay and use the dock for fishing or to rent and launch a kayak, canoe or paddleboard. Heading to the beach Just walk down the lane and across Captiva Drive to use our deeded beach access path. We include beach equipment including beach towels for you to use during the week. Our home has a lower level area with three bedrooms and 1 and 1 half bathrooms as well as a sitting/TV room with plenty of seating. Upstairs (not accessible from inside lower level) is the full kitchen, screened lanai, living room and three bedrooms and two bathrooms. All of the bedrooms feature comfortable mattresses and resort style linen service. You may rent a street legal golf cart for your stay and easily get around the Island to the nearby shops and restaurants. We'll look forward to welcoming your next family getaway to Captiva Island spent at White Christmas. We offer plenty of beach chairs, umbrellas, cart, cooler and other other beach/pool toys 
Bed 7

Bed

Bath 4

Bath

Sleep 10

Sleeps

Home Rent a place that suits your needs

Condo

Condo

View 60 Condo
Private vacation home

Private vacation home

View 249 Private vacation home

Home Most popular vacation rentals in Captiva

Slider Thumb
Exceptional(4)

$1353.93

/ Nightly
Private vacation home

Serendipity is BACK - Complete remodel April 2024 - Pool; 2 Golf Carts

Captiva, Florida, United States

Bed 4

Bed

Bath 3

Bath

Sleep 10

Sleeps
Slider Thumb
Exceptional(4)

$1745.38

/ Nightly
Private vacation home

The ideal home to experience the best of Captiva

Captiva, Florida, United States

Bed 3

Bed

Bath 3

Bath

Sleep 8

Sleeps
Slider Thumb
Exceptional(4)

$1539.64

/ Nightly
Private vacation home

Villa Del Mar - The ultimate vacation home

Captiva, Florida, United States

Bed 5

Bed

Bath 5

Bath

Sleep 14

Sleeps
Slider Thumb
Exceptional(4)

$1510.47

/ Nightly
Private vacation home

Villas in the Air: Large 5 bedroom, Heated Private Pool w/ Golf Cart!

Captiva, Florida, United States

Bed 5

Bed

Bath 3

Bath

Sleep 12

Sleeps
Slider Thumb
Exceptional(4)

$1498.43

/ Nightly
Private vacation home

ANDY ROSSE LUXURY VILLA - WALK TO BEACH, SHOPS & RESTAURANTS

Captiva, Florida, United States

Bed 5

Bed

Bath 5

Bath

Sleep 12

Sleeps
Slider Thumb
Exceptional(4)

$1475.21

/ Nightly
Private vacation home

Unparalleled Gulf-to-Bay Living - Luxury Beachfront Retreat-Captiva Island

Captiva, Florida, United States

Bed 4

Bed

Bath 4

Bath

Sleep 10

Sleeps
Slider Thumb
Exceptional(4)

$1461.44

/ Nightly
Private vacation home

Exclusive BEACHFRONT home in North Captiva, Florida.

Captiva, Florida, United States

Bed 4

Bed

Bath 4

Bath

Sleep 8

Sleeps
Slider Thumb
Exceptional(4)

$1395.60

/ Nightly
Private vacation home

Private Heated Pool~40' dock~Bring a Boat~Golf cart~Kayaks

Captiva, Florida, United States

Bed 5

Bed

Bath 5

Bath

Sleep 13

Sleeps
Slider Thumb
Exceptional(4)

$1274.14

/ Nightly
Private vacation home

Captiva Village Home

Captiva, Florida, United States

Bed 5

Bed

Bath 4

Bath

Sleep 10

Sleeps
Slider Thumb
Exceptional(4)

$1290.86

/ Nightly
Private vacation home

20% Off Open Weeks from Aug thru December 19th, 2025! Discount Reflected in Rate

Captiva, Florida, United States

Bed 5

Bed

Bath 4

Bath

Sleep 12

Sleeps

Most Popular Cities in Florida