180 properties available

Located in Captiva, Florida, United States. Captiva Breeze Pool Home near beach 4 bedrooms each with own bath; arcade games, pool table and ping pong. Sleeps 10You’ll lavish in the breeze of the ocean from this 4-bedroom home’s rooftop captain deck after beach walks, swimming in the private pool, dipping in the hot tub or gazing at the stars.Everyone will find their own way to relax whether by the pool, playing on one of the 3 arcade games, challenging someone with a game of pool or ping pong or by resting on one of the many indoor or outdoor living spaces.Top to bottom -- this beautiful home has been completely redecorated and upgraded with designer touches. It comfortably sleeps 10! Elevator service from the ground level up to the top.An exquisite, luxury home awaits you on private Wightman Lane. Just steps from the serenity of the ocean or the convenience of the Village, Captiva Breeze is a 4 bedroom, 4 bath luxury vacation oasis with spacious indoor and outdoor living areas, a private heated pool and spa tub with waterfall a

Located in Captiva, Florida, United States. Gulf-front two bedroom condo. Enjoy the beach, sunsets, and nature! Second story, gulf front, two bedroom, two bathroom condo with pool, tennis court, free laundry and parking. Literally 100 steps from your condo to the beach. Amazing sunsets. The beach offers unspoiled nature, with shells and birds galore. Fantastic place for small children to be introduced to warm salt water, dolphins and manatees. Very romantic location. Enjoy Captiva's beauty. Sleeps six, four with privacy.

Located in Captiva, Florida, United States. Sea of Green 4 Bedroom / 3 Bathroom House "New and Beautiful coming soon !! Currently under construction for a fresh and stunning new look" Sea of Green the vacation home on Captiva Island is decorated with a delightful rainbow of bright colors. Located on peaceful Laika Lane, the four-bedroom house enjoys its own private heated pool (water temperature fixed at 85 degrees F). The large, screened pool patio is furnished with lounge chairs, an outdoor dining table, and a gas grill. Tropical flowers, ferns, palms, figs, and fruit trees adorn the grounds, thriving in Captiva’s fantastic weather. The front garden has pathways leading to a small patio and seating area – enjoy company, read a book, or simply contemplate the lovely garden.Sea of Green has just been remodeled, so you can enjoy the ultra-modern kitchen, bathrooms, and bedrooms. The house gives a sense of spaciousness inside and out, with the dense landscape plantings affording maximum privacy. The open kitchen has plenty of cabi

Located in Captiva, Florida, United States. Beach Villa #2029 Beachfront 3 Bedroom / 3 Bath Villa Beach Villa 2029 is directly on the beachfront in the South Seas Island Resort. It shares a nice pool and furnished sun deck, as well as walking paths and a beautiful, wide sandy beach. Even in the busiest season, there is plenty of room on the beach, and on the prettiest days, you may find it as uncrowded as the photo at the top of this page.Enjoy the commanding view over the beach and ocean offered by the screened lanai. Starting with morning coffee, maybe a noon meal, or cocktails through dessert during an extended sunset and twilight, this could be one of your favorite spots on Captiva.*PLEASE NOTE: we are not part of the South Sea Resort’s rental guest program so guests do not pay for and are not eligible to use South Seas’ amenities, i.e. golf, trolley, fitness center, or the North slide pool.*All reservations/cancellations are subject to the terms and conditions (policies) of the American Realty Rental Agreement once the rese

Located in Captiva, Florida, United States. Friends and Family Getaway! Gorgeous Beach Villa, Free Parking, Waterslides! The ultimate vacation spot! Enjoy access to the abundance of resort amenities on this property: from great pools and tennis courts to poolside chairs and towels provided at no extra charge! This property, which boasts a genuine old Florida feel, is surrounded by a 330-acre wildlife preserve, where dolphins and manatees are regular guests. Here you’ll find everything you need to live that dreamy island life. Fill your days with kayaking, sailing, boating, bicycling, golf, and tennis. Enjoy epic fishing, world-famous shelling, or just strolling along the spectacular 2.5 mile stretch of private pristine beach. ATTENTION: PLEASE BE ADVISED THAT A MANDATORY RESORT FEE of $25 PER EACH PERSON OVER 13 YEARS OLD PER NIGHT PLUS TAX WILL BE CHARGED UPON ARRIVAL. ALSO, A MANDATORY SERVICE CHARGE OF 12% OF THE NIGHTLY RATE, PLUS TAX, WILL BE COLLECTED UPON ARRIVAL. The listing is distributed and managed by RoomPicks Accomm

Located in Captiva, Florida, United States. 2 Spacious Villas, Free Parking, Beach and Pool The ultimate vacation spot! Enjoy access to the abundance of resort amenities on this property: from great pools and tennis courts to poolside chairs and towels provided at no extra charge! This property, which boasts a genuine old Florida feel, is surrounded by a 330-acre wildlife preserve, where dolphins and manatees are regular guests. Here you’ll find everything you need to live that dreamy island life. Fill your days with kayaking, sailing, boating, bicycling, golf, and tennis. Enjoy epic fishing, world-famous shelling, or just strolling along the spectacular 2.5-mile stretch of private pristine beach. ATTENTION: PLEASE BE ADVISED THAT A MANDATORY RESORT FEE of $25 PER EACH PERSON OVER 13 YEARS OLD PER NIGHT PLUS TAX WILL BE CHARGED UPON ARRIVAL. ALSO, A MANDATORY SERVICE CHARGE OF 12% OF THE NIGHTLY RATE, PLUS TAX, WILL BE COLLECTED UPON ARRIVAL. The listing is distributed and managed by RoomPicks AccommodationsPLEASE NOTE: These a

Located in Captiva, Florida, United States. 3 Bedroom Villa on South Seas Resort, Captiva Island, Florida Feel right at home overlooking the bay in this 2 floor villa. Eat breakfast watching dolphins and manatees on your private lanai overlooking the bay.Large Kitchen, great room, large dining area (seats 8 easily), and half bath on top level. Large screened porch on top level also has dining furniture. First floor includes master bedroom with walk in closet and large full bath, second bedroom with 2 twin beds, large closet, and attached full bath with shower/tub, and third bedroom with double bed and closet. All bedrooms have TV's. Your own washer/dryer also on entrance level. Also large covered garage on ground level below unit. Walk down steps from master bedroom to private area with hot tub (shared by 4 units only) and grill (only shared with one other unit).Kayak from your back yard into bay. Walk across narrow road to pool and beach of Gulf of Mexico. Beach is never crowded (even at spring break!) b/c is only for resort

Located in Captiva, Florida, United States. Get Ready for Adventures! 2 Elegant Villa Units, Pools, Beach Access, Restaurant The ultimate vacation spot! Enjoy access to the abundance of resort amenities on this property: from great pools and tennis courts to poolside chairs and towels provided at no extra charge! This property, which boasts a genuine old Florida feel, is surrounded by a 330-acre wildlife preserve, where dolphins and manatees are regular guests. Here you’ll find everything you need to live that dreamy island life. Fill your days with kayaking, sailing, boating, bicycling, golf, and tennis. Enjoy epic fishing, world-famous shelling, or just strolling along the spectacular 2.5-mile stretch of private pristine beach. ATTENTION: PLEASE BE ADVISED THAT A MANDATORY RESORT FEE of $25 PER EACH PERSON OVER 13 YEARS OLD PER NIGHT PLUS TAX WILL BE CHARGED UPON ARRIVAL. ALSO, A MANDATORY SERVICE CHARGE OF 12% OF THE NIGHTLY RATE, PLUS TAX, WILL BE COLLECTED UPON ARRIVAL. The listing is distributed and managed by RoomPicks A

Located in Captiva, Florida, United States. Captiva Cottage #3 Bayfront 1 Bedroom / 1 Bath Cottage "New and Beautiful coming soon !! Currently under construction for a fresh and stunning new look" Captiva Cottages are eight vacation cottages on landscaped grounds, right on the water facing Pine Island Sound. Relax among peaceful, natural beauty and enjoy the shared pool. The cottages are ground-level for easy access, and the shops, restaurants, and activities of the Captiva Village are about one minute’s walk. These cottages are undoubtedly the best value on Captiva Island, offering an outstanding waterfront location and clean, comfortable interiors at a bargain price. They are perfect for extended-stay couples, naturalists, and larger families and groups (rent several cottages).Smart TVs ( 50 inches or larger) are located in both the living room and bedroom of the cottage!Captiva Cottages provides beach towels, beach chairs, and a beach umbrella for your day at the beach! Parking is limited to one car. The dock is now available

Located in Captiva, Florida, United States. Your Home Away From Home! 2 Family-friendly Villas, Access to Tennis Court! The ultimate vacation spot! Enjoy access to the abundance of resort amenities on this property: from great pools and tennis courts to poolside chairs and towels provided at no extra charge! This property, which boasts a genuine old Florida feel, is surrounded by a 330-acre wildlife preserve, where dolphins and manatees are regular guests. Here you’ll find everything you need to live that dreamy island life. Fill your days with kayaking, sailing, boating, bicycling, golf, and tennis. Enjoy epic fishing, world-famous shelling, or just strolling along the spectacular 2.5-mile stretch of private pristine beach. ATTENTION: PLEASE BE ADVISED THAT A MANDATORY RESORT FEE of $25 PER EACH PERSON OVER 13 YEARS OLD PER NIGHT PLUS TAX WILL BE CHARGED UPON ARRIVAL. ALSO, A MANDATORY SERVICE CHARGE OF 12% OF THE NIGHTLY RATE, PLUS TAX, WILL BE COLLECTED UPON ARRIVAL. The listing is distributed and managed by RoomPicks Accomm

Located in Captiva, Florida, United States. Captiva Cottage #2 Bayfront 1 Bedroom / 1 Bath Cottage "New and Beautiful coming soon !! Currently under construction for a fresh and stunning new look" Captiva Cottages are eight vacation cottages on landscaped grounds, right on the water facing Pine Island Sound. Relax among peaceful, natural beauty and enjoy the shared pool. The cottages are ground-level for easy access, and the shops, restaurants, and activities of the Captiva Village are about one minute’s walk. These cottages are undoubtedly the best value on Captiva Island, offering an outstanding waterfront location and clean, comfortable interiors at a bargain price. They are perfect for extended-stay couples, naturalists, and larger families and groups (rent several cottages).Smart TVs ( 50 inches or larger) are located in both the living room and bedroom of the cottage!Captiva Cottages provides beach towels, beach chairs, and a beach umbrella for your day at the beach! Parking is limited to one car. The dock is now available

Located in Captiva, Florida, United States. Captiva Cottage # 8 Bayfront 1 Bedroom / 1 Bath Cottage "New and Beautiful coming soon !! Currently under construction for a fresh and stunning new look" Captiva Cottages are eight vacation cottages on landscaped grounds, right on the water facing Pine Island Sound. Relax among peaceful, natural beauty and enjoy the shared pool. The cottages are ground-level for easy access, and the shops, restaurants, and activities of the Captiva Village are about one minute’s walk. These cottages are undoubtedly the best value on Captiva Island, offering an outstanding waterfront location and clean, comfortable interiors at a bargain price. They are perfect for extended-stay couples, naturalists, and larger families and groups (rent several cottages).Captiva Cottage #8 is special in that it has a bright full-width porch facing the pool and the bay. Wake up to great sunrise views from your kitchen or porch, or take your coffee and enjoy the wildlife (fish, marine mammals, and abundant birds).Smart TV

Located in Captiva, Florida, United States. South Seas Resort Beach Villas 🏝 On The Beach South Seas 2527 is located in the Beach Villas area of the South Seas Resort, the Gulf of Mexico and pool can be viewed from the private lanai. This comfortable unit has one king size bed located in the bedroom and pull out queen size sleeper sofa. The kitchen is fully stocked, there is an inside and outside dining table for your enjoyment. Beach chairs, umbrella and beach towels are provided with this unit since resort amenities are not available when you rent through an owner. You have access to the beach, pool and BBQ grills located in the front of the unit. BBQ tools are located in the unit. As sofa sleepers are, it is not comfortable for two additional adults. I will not accept a booking for four adults._________________________________________CHECK-IN - Check in time is 4 pm. I will post the entry code on the day of check in when the unit is ready and before the check in time on the website. ENTRY LOCK: To lock the door when y

Located in Captiva, Florida, United States. Gorgeous End Condo in South Seas Resort Summary:Don`t miss out on the opportunity to experience this flawlessly remodeled unit in the Bayside Villas complex within South Seas Resort. Featuring bay and marina views, plush master quarters with desk, spacious living room with Murphy bed, brand new kitchen outfitted with top of the line kitchenware and in-unit washer and dryer, this is the perfect island retreat from frenetic day to day life without compromising modern amenities and comfort.The Space:This villa is located on the first floor and boasts 850 square feet of optimized island living space. Making this unit truly unique is it`s waterfront disposition featuring both bay and marina views, where one can sip on his/her favorite drink while watching boats come by. The unit also features plush master quarters with working desk, a gorgeous fully stocked kitchen with island, a comfortable Murphy bed, and two bathrooms.Guest Access:While this complex has finalized hurricane remediation ef

Located in Captiva, Florida, United States. Sunset Captiva 37 - 3 BR Beach Cottage on Captiva Summary:Located in Sunset Captiva, a gorgeous community with resort grade amenities on Captiva Island, this three bedroom, three bath home features a fit and finish to be marveled at, wonderful artwork, and all of the features one would expect from a top-notch vacation rental. Amenities include a large heated pool, tennis/pickleball courts, grills, and private beach access. Book our home and make memories to last a lifetime!Please note that the pool will be closed September 2023!The Space:This beach cottage is one of just a few 3 BR / 3 BA homes in Sunset Captiva, thus able to comfortably accommodate a party of 6. The first floor features an open concept kitchen and living area that opens up to a screened-in lanai with ample seating both inside and outside. The guest bedrooms are also located on this floor, each bedroom featuring a comfy queen bed and access to a private bathroom. The master bedroom is located on the second floor, featu

Located in Captiva, Florida, United States. South Seas Bayside Villa 5130: Your Perfect Island Retreat Escape to the tranquil shores of Captiva Island and immerse yourself in the luxurious comforts of South Seas Bayside Villa 5130. Nestled on the second floor, this charming one-bedroom, two-bathroom condo offers an idyllic hideaway for couples or small families seeking an unforgettable beach vacation.Step into a haven of relaxation, where sunlight streams through expansive windows, illuminating the tastefully decorated living area. Sink into plush furnishings and unwind after a day exploring the island's treasures. The fully equipped kitchen, complete with modern appliances, invites you to whip up delectable meals, savoring them on the private screened lanai. Take in the mesmerizing marina and bay views while indulging in alfresco dining or simply basking in the tropical breeze.Retreat to the tranquil master bedroom, adorned with a king-size bed that promises blissful slumber. Unwind in the en-suite bathroom, where a spacious sh

Located in Captiva, Florida, United States. Stunning Beachfront Residence at South Seas Resort Summary:Get ready for the vacation of your life! This stunning Beach Villa in South Seas Resort features direct beach views, plush master quarters with king bed, a spacious and well appointed living area with pullout sofa for extra guests and flatscreen TV, and a robust kitchen featuring a fully equipped inventory. Enjoy the beach with the included Tommy Bahama beach gear and catch the world famous Captiva sunsets from the comfort of your spacious lanai while sipping on your favorite drink!The Space:This wonderfully appointed Beach Villa residence boasts fantastic amenities and modern finishes, featuring beautiful coastal decor, a renovated kitchen outfitted with stainless steel appliances and quartz countertops, and a spacious bathroom with walk-in shower. This property comfortably accommodates a party of 4. featuring a King bed in the master quarters, and a pull out queen sleeper sofa in the living room. This condo is one of just a f

Located in Captiva, Florida, United States. All Seasons Villa - Superb location, amenities and just steps to the sand All Seasons Villa on beautiful Captiva Island, Florida. Four bedroom/four bathroom villa with private heated pool. Spacious living area, full kitchen, dining room and screened lanai. Two bedrooms on the main floor with two bathrooms. Upper level has two bedrooms with ensuites bathrooms. One suite boasting a upper deck and crow's nest with wonderful views. Meticulously landscaped backyard with heated pool and plenty of seating. A short walk down to the beach and you're located in the heart of Captiva with shops and restaurants a short walk away down Andy Rosse Lane. You can't get much better than All Seasons Villa for your next Captiva Island vacation. If you're looking to rent a golf cart to easily get around, let us know and we'd be happy to make a referral. The owners have updated the paint, furnishings and much more to make All Seasons Villa truly amazing and welcoming for your next Captiva Islaned vacation.

Located in Captiva, Florida, United States. Renovated Bayside Villa at South Seas Resort Summary:Gorgeous Bayside Villa featuring panoramic waterfront views, plush master quarters, well appointed living area, and robust kitchen. Enjoy proximity to all South Seas has to offer while also being close to downtown Captiva Island, full of opportunities for adventure and relaxation. Renovated in 2024, guests will be among the first to experience the top of the line upgrades and finishes including new kitchen with peninsula, updated bathrooms with walk-in shower, smart TVs, and more...The Space:This villa is located on the second floor and boasts 850 square feet of optimized island living space. Making this unit truly unique is its panoramic waterfront views, where one can sip on his/her favorite drink while watching the wildlife. The unit features plush master quarters with a renovated en-suite bathroom with walk-in shower, a spacious living area that opens up to a large screened-in lanai, a beautifully renovated kitchen featuring quar

Located in Captiva, Florida, United States. Aah!!! Poppy's Paradise Aah!!! Poppy's Paradise is a four bedroom/four bath vacation rental home located in the Village of Captiva on Chapin Lane, just 400 feet to the beach, with private beach access and recently completely updated. You are also within walking distance of shops and restaurants. Your two-story elevated vacation home offers a screened porch newly upgraded, and dining area which is accessible from the main level. Amenities include a fully equipped kitchen, complete with granite countertops and stainless appliances, 5 flat screen TVs, 4 DVD players, CD player, fax/copy/printer, beach towels, washer/dryer, garage and free wi-fi.The home includes two private masters, with one completely private located on the second floor. The ensuite has a separate walk-in shower and jetted tub. The second master is located on the main level, with walk-in shower, separate his and her vanities, and plenty of storage. Third bedroom features two twin beds, with an adjoining full bath wi

Located in Captiva, Florida, United States. AWESOME HUGE BEACH HOUZ GREAT FLOOR PLAN VIEWS PRIVATE POOL CLUB!2 CARTS PETS RUFF LIFE is a WOW Beach Vacation Rental! Tropical Ruff Life Beach House is Amenity Packed! It is a Truly Fantastic, Large, North Captiva Beach House with Amazing Views, Double Lot, Multiple Balconies and Decks, Private Large Inground Heated Pool PLUS it includes The Island Club at North Captiva Island Membership Privileges in your Vacation Rental! Privileges include Bike use, Kayaks, 2 Club Swimming Pools, Tennis, Basketball, and access to the Pool Bar. Ruff Life Beach House has a Wonderful Floor Plan with Many Options for Large Groups and Comforts for All Groups! 2 Golf Carts are included in your Rental Complimentary, Beach Chairs, Beach Towels, Beach Umbrellas, a Propane Grill is also Complimentary. Walk Just Steps to the Beaches of North Captiva Island Ruff Life Beach House is a WOW Beach Vacation Rental Home! Ruff Life Beach House is Child Friendly with Childs High Chair, Dishes, Pack and Play with Sheet

Located in Captiva, Florida, United States. Stunning Luxury Home with Stunning Water Views Book Now while week are open! Stunning Luxury in this five-bedroom South Seas home! You will be mesmerized by the beautiful water views of Bryant Bayou. The perfect home for a family that enjoys luxury, clean design, and comfortable living with everything you want for a memorable island vacation. Relax by the large, heated pool facing the bay with hot-tub, sun decks and covered spaces. Bring your personal watercraft to the private dock with deep water access.As you walk into the main level of the home your eyes will be instantly drawn to the wall of windows with one-of-a-kind water views. The main floor features a comfortable living room with soaring ceilings, flat screen television and modern décor. This level also has a large open kitchen with top-of-the-line appliances, a large bar, dining table with seating for eight and more views. The entire length of the home features a huge deck with outdoor kitchen all accessed from this main liv

Located in Captiva, Florida, United States. Rockstar Beach House North Captiva Island 25’ private boat dock NCIC pools Cart ** UPDATE ** Rockstar has many recent upgrades including a new Reverse osmosis system in the kitchen, added Super fast Starlink WiFi internet and put a 65” TV in the master bedroom for movie night :) We can’t wait to have you visit this amazing house and island.. see you soon :)Rockstar Beach House has a North Captiva Island Club Membership which has access to 2pools, hot tub, kayaks, bicycles, and basketball. With its 2 luxury bedrooms, 2 full bathrooms and new queen memory foam sleeper sofa, you can comfortably sleep 6. The open floor plan and 15ft. ceilings make this little house feel big, bright and airy. The Polynesian flair (including a 400lb solid mahogany Tiki Head!) musical influences and island style furnishings (master bedroom king size bamboo hula bed!) and outdoor deck Hot Tub complete this cool, comfortable retreat. This home was built with the finest materials including travertine tile and

Located in Captiva, Florida, United States. BEAUTIFUL OCEANFRONT BEACH LOCATION - View dolphins & Manatees from Living Room! This oceanfront 6 bedroom home is located on North Captiva Island and can accommodate up to 18 people. It comes with the North Captiva Island Club membership which is an additional bonus, giving our guests access to all that the club has to offer: 2 heated swimming pools, large hot tub, poolside restaurant & bar, and kayaks, paddle boards and bicycles just a 4 minute golf cart ride away. The views from this home are absolutely amazing, best on the island. You can see dolphin and manatees as they swim by daily. On the lower level beach screened in patio is a bar fridge and ample comfortable seating which makes a fun area to hang out and have a drink plus this bar is very close to the beach for retrieving beverages while hanging out on the beautiful sandy beach in front of the house. This home's location doesn't get any better!There are 6 Ocean view bedrooms in our home:Bedrooms 1-4 feature King size be