Home Vacation Home Rentals By Owner In Captiva, FL

Showing 180 Of 268 Vacation Rentals
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Exceptional(64)

$446.0

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Private Vacation Home

Resilient & Revitalized! Vacation home on stilts on Captiva Island.

Captiva, Florida, United States

Captiva Island has weathered the storms and is back to its beautiful self! The first photos were taken on February 2, 2025 and reflect the restoration of our community (Sunset Captiva). Restaurants are open, the beaches are pristine, fishing is great and the wildlife is amazing. brbrOur home is built on stilts and has a backyard full of citrus trees and orchids. Located at located 40 Oster Court, the house a beautiful two-bedroom home with a separate den/office with a bunk bed. It is The house is furnished and equipped as a second home--not a 'rental unit.' All three of the bathrooms are new. Our family loves to cook --the kitchen is a cook's kitchen. We are located on the quiet part of a private community, Sunset Captiva, just a few minutes walk from the pool and beach. We have a small citrus grove behind the house (grapefruit, orange, meyer lemon and key lime trees) and an extensive orchid collection. Several good restaurants are within a two minute walk. The community pool is only a three minute walk away. The beach is just a minute further. There is great boating and fishing. The beach is extraordinary and extends for miles. This is a great vacation home for young families. We have two pak-n-plays, a high chair and baby monitor. We are at the end of a cul de sac- away from the noise on Andy Rosse lane -and the setting is quiet and private. Please take a look at our visitors' comments which convey the experience.
Bed 2

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Bath 3

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Sleep 6

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Exceptional(3)

$455.9

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Private Vacation Home

Captiva Home New to Rental Market !

Captiva, Florida, United States

All new furnishings in this bright, beautifully decorated three-bedroom, three-bathroom Captiva village home. This home has partial Bay views at the end of a quiet lane near the bay. Turtle Cottage is centrally located to everything Captiva has to offer. Walk into the bright and charming second floor with soaring ceilings, an open living room, and an open large kitchen. The screen-enclosed lanai has comfortable furnishings with partial Bay views. The floor also features the master bathroom suite with attractive coastal décor, a king bedroom, and an attached full bathroom. Relax in the sunroom with comfy chairs to sit, relax, read a book, and enjoy the tropical sights and sounds. This floor also has a full guest bathroom. The first-floor lower level is accessed from the outside and has two bedrooms with a full bathroom. The first guest bedroom has two adorable twin beds with a nautical theme. The second bedroom has a king-size bed with a small patio to enjoy the island atmosphere. A large bathroom, large laundry room, and small kitchenette make this lower level perfect for extended family or friends.brbrAt the end of Old Lodge Lane, this charming and open home is the perfect location to relax after a day on the beach. A short walk to Andy Rosse Lane, where you can shop, dine, or listen to live music. Access the beach from Andy Rosse Lane or Laika Lane, a short walk from Turtle Cottage.brbrKingfisher Vacations will only book reservations up to 51 weeks in advance.brAll our properties have contact-free check-in; no need to stop at the office (or a stop light, none of those here)!
Bed 3

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Bath 3

Bath

Sleep 6

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Exceptional(14)

$1022.09

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Private Vacation Home

BEAUTY AND THE BEACH- BEACHFRONT MANSION, HEATED POOL

Captiva, Florida, United States

VVISIT OUR WEBSITE: WWW.BEAUTYANDTHEBEACHNORTHCAPTIVA.COMbrbrBEAUTY AND THE BEACH – 5 Bedrooms with 3 Master Suites | Sleeps 17 in bedsbrbrBEAUTY AND THE BEACH is a luxurious 5-bedroom beachfront mansion located directly on the emerald waters of the Gulf of Mexico on North Captiva Island. This private, car-free island is only accessible by boat or private aircraft, which makes every visit feel like a true escape. Nestled among palm trees, beach dunes, and pristine white sandbars loaded with beautiful shells, Beauty and the Beach’s tropical location is second to none. With sleeping for up to 17 people and three king master bedroom suites, Beauty and the Beach can host your next family vacation, reunion, or even wedding (fees apply). This beachfront mansion is reminiscent of a luxury beach resort in the Caribbean—without the need for a passport.brbrABOUT NORTH CAPTIVA ISLANDbrbrNorth Captiva is a private barrier island off Florida’s Gulf Coast. No cars, no bridges—just uncrowded, natural white-sand beaches with incredible shelling and wildlife viewing. Two-thirds of the island is a state wildlife preserve, while one-third is lightly developed with vacation homes, giving visitors the best mix of seclusion and comfort.brbrFIRST-CLASS ACCOMMODATIONSbrbrThis coastal-modern, spacious 3-story beach house features:brbrA large screened-in lanai with expansive views of the pool and Gulf of MexicobrbrA 3rd-floor master suite with spectacular 360-degree island views (Gulf + Bay)brbrA gourmet kitchen with granite counters, Sub-Zero & Wolf appliancesbrbrLuxury granite bathrooms and thoughtfully designed living spacesbrbrElevator access to all levels for added convenience and accessibilitybrbrRESORT-LIKE AMENITIESbrbrPrivate heated swimming pool with outdoor kitchen, grilling area, and poolside gamesbrbrPing pong and plenty of space to relaxbrbrA private boat slip for guests arriving by their own boat or rental boatbrbrYOUR ISLAND ADVENTUREbrbrBecause North Captiva is boat-access only, your property manager and personal concierge, Shally’s Seashells Property Management, will guide you through the logistics of island travel. Shally’s will assist in selecting ferry or private charter options, greet you at the dock upon arrival, and transport you and your luggage/groceries to the home. Pre-stocking the kitchen (highly recommended) is also available. You’ll also receive a private island tour and full orientation of the house amenities.brbrIT’S ISLAND TIME AT BEAUTY AND THE BEACH!brbrEach day brings a new adventure:brbrRelax by the pool or beachbrbrTake a bike or kayak ridebrbrGo fishing, explore the nature preserve, or simply enjoy the Gulf breeze on the porchbrbrSoon enough, shoes are forgotten, flip-flops become the uniform, and life slows to true island time.
Bed 5

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Bath 5

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Sleep 17

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Exceptional(80)

$968.0

/ Nightly
Private Vacation Home

Captiva Beach Sunset: Gulf Front, Pool, NCIC, 2 Carts, Summer Specials!

Captiva, Florida, United States

Captiva Beach Sunsetbr5 BR / 4.5 BA | Sleeps 15 in beds (plus 2 twin recliners, perfect for kids!) | Beachfront | Private PoolbrA queen-size air mattress is available to accommodate additional guests.brVisit our website: www.CaptivaBeachSunset.combrbrCaptiva Beach Sunset is located on North Captiva Island—a remote, bridge-free barrier island accessible only by boat or private plane. There are no cars, no traffic, and no stress. Guests arrive via ferry or private charter (we recommend Island Girl Charters) and explore the island by golf cart.brbrThis home is managed by Shally’s Seashells Property Management, a trusted local team that provides grocery stocking and personalized guest services to make your stay effortless.brbrThe home features private beach access just steps away via a sandy path, unobstructed Gulf views from every level, and accommodations for up to 15 guests in beds plus additional options for children. Enjoy a private heated pool, high-speed Starlink internet, and two golf carts (one 6-seater and one 4-seater) included with your stay. An airstrip membership is also available for guests arriving by private plane. A $120 damage protection insurance policy is required and covers up to $5,000 in accidental damages.brbrGround Level – The private heated pool offers both sun and shaded lounge areas. The IPE wood decking includes chaise lounges, tables, and chairs. Outdoor entertainment includes custom corn hole boards and a giant Connect Four. Other outdoor amenities include an enclosed changing room, outdoor shower, propane Weber grill, beach chairs, and umbrella.brbrFirst Floor – Four bedrooms and a laundry room are located on this floor.brMaster Suite One includes a king bed, 32” ROKU TV/DVD, full en-suite bath with shower, and a screened porch overlooking the Gulf.brMaster Suite Two includes a king bed plus a twin armchair bed, a 32” ROKU TV, full en-suite bath with dual shower heads, and a screened porch overlooking the Gulf.brBedroom Three includes two twin-over-twin bunk beds (sleeps four), one single twin bed, a kids table with chairs and books, and access to a shared full bath in the hallway with a tub/shower combo and dual sinks.brBedroom Four includes two twin-over-twin bunk beds (sleeps four), one twin armchair bed, and indoor games like giant Connect Four and ring toss.brbrSecond Floor – This level features the gourmet kitchen, dining area, great room, a screened porch, and a full bath.brThe kitchen includes reverse osmosis filtration, stainless steel appliances, two French door refrigerators, a drip coffee maker, Keurig/Nespresso machine, blender, crockpot, electric griddle, and more.brThe dining area includes a breakfast bar that seats six and a dining table that seats eight.brThe great room features a large sectional sofa, an 85” UHD Smart TV, pool table, darts, and a bar cabinet with a nugget ice machine and full set of barware.brThe screened porch includes a high-top dining table, bistro table, and rocking chairs.brThe full bath includes a marble-tiled tub/shower with dual shower heads.brbrThird Floor – Bedroom Five includes a king bed, 40” ROKU TV, two private tiled porches (one sunrise-facing and one sunset-facing), and an expansive rooftop sun deck with Adirondack chairs and chaise lounges.brbrLet us help you plan your stay at Captiva Beach Sunset—your private Gulf-front island retreat.brbrFor security purposes, exterior cameras are located at the front entrance, near the pool and water equipment, overlooking the golf cart area, and near the front driveway. There are no cameras inside the home or directly in the pool area. Cameras are in place strictly for security and to assist in the event of any incident.
Bed 5

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Bath 4

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Sleep 15

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Very Good(1)

$2112.92

/ Nightly
Private Vacation Home

Kaleidoscope: Luxury 6BR Gulf-Front Estate with Private Pool & Modern Design.

Captiva, Florida, United States

Kaleidoscope: A Captivating Beachfront EscapebrbrExperience the finest beachfront living on Captiva Island's prestigious Gold Coast in this stunning private estate, now available for your vacation rental! Named Kaleidoscope for its exciting, modern interior design contrasting with a relaxing beach house exterior, this home offers an unforgettable, sophisticated coastal escape.brbrKaleidoscope is exceptionally spacious and perfect for large families or multi-generational travel, offering a main residence and a separate guest house with complete amenities.brbrHome & Layout Featuresbr6 Bedrooms / 5.5 Bathrooms: This extensive estate provides ample space and privacy, easily accommodating your entire group.brUnique Interior Design: Step inside to discover a beautifully appointed, modern, Euro-style interior that is a true architectural highlight, featuring gorgeous hardwood and shell stone floors and soaring ceilings throughout. The main house features 3 bedrooms with a king/queen and queen/3.5 bathrooms with the guest house having 3 bedrooms and 2 bathrooms. Please note that the bedroom with a king and single/day bed has a pass-thru but divived by large wall.brDramatic Beachside Pool: Enjoy daily swims or simply relax by your private, stunning beachside pool.brMultiple Outdoor Spaces: Unwind on the large screened lanai or take in the sun from the upper roof-top sundeck. The expansive yard space provides plenty of room for outdoor activities.brbrThe Panoramic ViewbrPrepare to be mesmerized by the view. The home features two levels of large, fixed windows that frame panoramic sunset views of the Gulf of Mexico. The visual spectacle from this estate is truly unmatched.brbrLocation & ComfortbrKaleidoscope is nestled within a lush, tropical estate setting along the best stretch of Captiva's beachfront. Every detail, from the beautiful woodwork to the open-concept living, has been designed to ensure your stay is marked by true comfort and sophisticated ease.brbrBook your one-of-a-kind vacation at Kaleidoscope and start making memories that will last a lifetime!brbrWeekly stays Saturday to Saturday required. 
Bed 7

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Bath 5

Bath

Sleep 12

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Exceptional(3)

$776.14

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Private Vacation Home

NORTH CAPTIVA PEARL -

Captiva, Florida, United States

This newly completed, professionally designed multi-level, multi-deck home is located just 300 feet from the widest beach on beautiful North Captiva Island. North Captiva Pearl was designed with comfort and luxury in mind, and the utmost attention to creating an epic family vacation destination by capturing all the beauty this island paradise has to offer. The carefully planned interior and exterior amenities blend seamlessly in this spectacular Gulf view home.br North Captiva Pearl is a 3-bedroom, two and a half bath home that sleeps 8 and comes with 2 golf carts. The home features two primary suites with King Beds, a bunk room, gourmet kitchen with large island and over 1000 feet of outdoor deck space including a large observation deck with a private Yoga Shala that is one of the highest points on the island.brbrEnjoy the private saltwater heated pool, the private putting green, playing games of Foosball, shuffleboard, corn hole and ladder golf, or just relax reading a book from our little home library. Make plans to venture out to explore everything the island has to offer - you can go to the beach, the Safety Harbor Club pool, play tennis and pickle ball at the club, or walk the nature preserve and watch dolphins and manatees swim offshore, see bald eagles, osprey and our resident Gopher Tortoises.brNorth Captiva Island offers a small town feel combined with a taste of paradise creating precious memories with your family and friends for that perfect beach vacation. This private island community is reminiscent of old Florida as it once was during a much simpler time.
Bed 3

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Bath 4

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Sleep 8

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Exceptional(8)

$744.53

/ Nightly
Private Vacation Home

Coconut palm house - 5 Bedroom Private Pool Home- Dog Friendly!

Captiva, Florida, United States

**ONE OF THE BEST FEATURES OF THIS HOME IS HAVING FULL RESORT ACCESS TO 'TWEEN WATERS INN AND MARINA WHERE YOU CAN ENJOY TWO POOLS, RESTAURANTS, LIVE ENTERTAINMENT, ADDITIONAL BEACH ACCESS, AND SO MUCH MORE! **brbr** Based on availability. brbrbrbrOn the Captiva Drive stretch, Coconut Palm is an elegant and luxuriously styled home that can sleep up to 12 guests (eight adults comfortably) and is dog friendly (with owner approval). Coconut Palm offers five bedrooms and four and half bathrooms, your own private pool, dock and full access to 'Tween Waters Island Resort and Spa, only 0.8 miles away, this home has everything you need for a week or longer vacation! Have a larger group or family No worries.brbrbrbrThe Royal Palm House is on the same Silver Palms Estate and is also available to rent! Both homes can sleep up to 21 people, have 2 private pools, and room for 2 boats at the private dock! You can't get any better than this! brbrbrbrHOME FEATURESbrbrbrbrAs you drive down the driveway and through the tropical foliage, you'll immediately feel like you're at your own island oasis. As you walk through the front doors and up the stairs, you'll be welcomed to the open living room and kitchen area that has room for the entire family to cook and relax. Off from the living room is the entrance to your private balcony, overlooking the screened-in pool. A perfect place to enjoy your morning coffee or afternoon lunch while the kids enjoy the pool. brbrbrbrCoconut Palm features a king in the master bedroom, located on the main floor and off from the living room, with an ensuite bathroom and a large walk-in closet. The 2nd guest bedroom features a double bed and is also off from the living room and can be closed off from the master suite. As you walk up towards the 2nd floor, you'll notice a small den area that features a trundle bed, perfect for the kids! The 3rd bedroom is equipped with a queen bed and ensuite bathroom and 4th bedroom has 2 twins and ensuite bathroom as well. brbrbrbrDownstairs is perfect for additional sleeping space and is where a lot of the fun can take place. In the main area there is a pool table and sitting area with bar nook and mini-fridge. There is also a door that leads out to the enclosed pool. The other side of downstairs can be completely closed off and features a full bath, full kitchen, washer and dryer, sitting area and a trundle bed. There is also a guest suite that features a queen bed. This area is considered the 5th bedroom. brbrbrbr**ONE OF THE BEST FEATURES OF THIS HOME IS HAVING FULL RESORT ACCESS TO 'TWEEN WATERS ISLAND RESORT AND SPA**
Bed 5

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Bath 4

Bath

Sleep 12

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Exceptional(33)

$525.21

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Private Vacation Home

Island Paradise: Steps to Private Gulf Beaches, Pools, Hot Tub & Golf Cart ALL

Captiva, Florida, United States

North Captiva Retreat A Whisper Away from Pristine Gulf ShoresbrElevate your Florida vacation by choosing our 2-bedroom, 2-bath VRBO haven on the secluded North Captiva Island, accessible only by ferry, private boat, or chartered flight. Surviving Ian with resilience, this treasure has earned glowing 5-star reviews for its unmatched location and amazing customer service.brbrImmerse yourself in the full island experience, with all attractions in full swing – inviting beaches, the chill atmosphere at Mangos and Over the Water, and the convenience of the Island Store. Unwind by our welcoming pools and hot tub, kayaks, bikes and explore the island with operational ferries, and bring your pets along for a modest fee!brbrLive the True Captiva Island DreambrOur chic beach cottage, with a dash of contemporary farmhouse elegance, is ready to envelop you in the essence of island living. Here's what awaits:brbrA grand BBQ area with a Cuisinart grill, ping pong, Giant Connect Four, and corn hole for endless fun.brAn outdoor deck with stylish black Adirondack chairs and a private 5-person hot tub.brA beachy yard with a hammock and fire pit, perfect for smore's under the stars.brA treetop lounge outside the French doors.brA cozy Great-room with a shiplap fireplace, mini-library, TV with all channels, and a stocked pantry for your culinary delights.brA gourmet kitchen to spark your cooking creativity.brA master suite with a 4-post bed, organic cotton sheets, plush down topper, and a ROKU set.brA guest bedroom with a TV, private bath, and family board games.brA utility shed filled with beach essentials, from chairs to fishing gear and tennis equipment.brYour rental includes complimentary access to the North Captiva Island Club, featuring heated pools, tennis courts, basketball, and kayaks.brbrBook with ConfidencebrSecure your reservation and we'll provide an exclusive property app to tailor an unparalleled island adventure .brbrExperience the untouched beauty of North Captiva. Relish serene beach days, venture through nature preserves, and be enchanted by local wildlife. It's not just a stay; it's an unforgettable experience.brbrbrbr
Bed 2

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Bath 2

Bath

Sleep 5

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Exceptional(128)

$936.68

/ Nightly
Private Vacation Home

1 Min to Beach, New Luxury pool home, Gulf sunrise and sunsets, club option

Captiva, Florida, United States

Overview of the property: br• No Worries Atoll is a stunning 3,300 square foot pool home. $1.5 million extensive renovations completed 3/2025, making this virtually a brand new home. 7-bedrooms, 6-bathrooms, water views, and 1-minute golf cart ride or 4-minute walk to the beach. Property comes with club access option, which includes 2 club pools, hot tub, basketball, kayaks, bikes, and paddle boards. Home has a deck off the main living area with water views, and a ground floor 1300’ entertainment deck for family game night. The home is incredibly comfortable and spacious for large groups, with high ceilings, a dining room that seats 13, and a gourmet kitchen. 4 king suites, 2 queen rooms, and kids room, so everyone feels like they got the best room. The property has been professionally landscaped and maintained for ultimate privacy and tropical setting. This Key West style home with its grand double staircase entrance has glass doors and huge windows throughout, and decks that wrap around the house on 2 floors. A new 27 x 12 heated, salt water, screened pool and deck-more pics to come soon! 2 golf carts are included with your stay. Additional carts are available for rent and are required for larger groups. Every detail has been thought of and included, the same as our other gorgeous 5-star sister property, The Sublime https://vrbo.com/1886443 brWe sincerely love sharing our homes with other families that want to build lasting quality memories. Our over one hundred 5-star reviews speak of our commitment to excellence and service!brbrOverview of the island:br• North Captiva is unlike any other beach destination. This exclusive 3-mile long ½-mile wide private barrier island is only reached by water taxi or private boat. You are met at North Captiva docks by our property management crew, which will provide white glove service by handling and transporting all your bags while you are taken on a brief tour of the island and get checked in. Picture old Florida living on a paradise island with no cars, crowds, high rises, or streetlights. Beaches everywhere and only battery golf carts and bikes explore the sandy palm tree lined roads. You are within walking distance to the most pristine white sugar sand beaches in the world, some are completely private and untouched in a 350-acre wildlife nature preserve. Watch a family of manatees (babies!) from the nearby docks. See dolphins playing, island tortoises, various water birds, and other island birds up close in their natural habitat. Imagine unparalleled beaches, shelling, star gazing, wildlife, kayaking, paddle boarding, fishing, biking, swimming in the 2 club pools, and hot tub, without the crowds to spoil things. Enjoy the 3 island restaurants or a private chef in the home (10% discount on chef services for our homes), island hopping charters and fishing charters.brbrClub access option:br• 2 poolsbr• Hot tubbr• Kayaksbr. Paddle Boards br. Bikes br. Basketball (options can be verified directly with the club. Amenities are subject to change).brbrEntertainment Deck for ultimate game nights: br• Covered 1300 square foot deckbr• Ping pongbr• Pool tablebr• Cornholebr• Picnic table, couches, and conversation areasbr• Beach chairsbr• Multiple giant decks. br. Propane grill and a charcoal grill (propane provided). br• Outside spare refrigerator brbrChildren: br• 2 pack n playsbr• 1 full size portable cribbr• Highchairbr• 2 Booster seatsbr. Bouncy seatbr• Baby bathbr• Booksbr• PS4 gaming system, 4 remotes, and games for all agesbr• Toysbr• Baby gatebr• Kids’ bedroom/living room brbrGourmet Kitchen for Chef’s Delight: br• Gas rangebr• Stocked with more than enough dishes, silverware, lobster pots, etc for large groupsbr• Stainless steel appliancesbr• 2 full size fridges with ice makers (in addition to spare fridge on entertainment deck)br• Wine chillerbr• Central islandbr• 4 coffee makers- cappuccino, Keurig, French press, standard coffee pot & bean grinderbr• Kitchen Aid mixerbr• Blenderbr• 2 Crock potbr• Reverse Osmosis water systembr• Dish washerbr• 4 slot toaster with bagel settingbr• 2 Ovens built in (one combo microwave)br• Stainless steel pots and pans brbrDining Room: br• Seats 13 for large family dinners and celebrationsbr• French doors, windows, and deck right there, all with water viewsbrbrLivingroom: br• Spacious and comfortable room w/ plush sectional sofa and chair for large groupsbr• 70 flat screen TVbr• Sonos stereo with blue tooth br• Entire room is surrounded by French doors and large windows for sunset viewsbrbr7 Bedrooms:br• 4 king suites, 2 queen rooms, 1 kid bedroom/living room with 4 twins, Playstation 4br• Charging stations next to bedsbr• Blackout curtainsbr• large windowsbr• Ceiling fansbr• 50” flat screen smart TV’s br• Sealy Posturepedic mattressesbr• High quality linensbrbr6 Bathrooms: br• 4 full en-suite bathrooms, a 5th Jack and Jill full bathroom, and a 6th half bath in house. br• Glass and tile showersbr• marble vanitiesbr• Hair dryersbr• 1 bathroom with soak tub brbrWe absolutely love our home and we want to share it with other families that are sure to build lasting quality memories year after year. Our property manager is on the island and can attend to your needs during your stay. We personally oversee all the reservations, to ensure you get the excellent service you deserve. Come enjoy your own slice of paradise and make this your special place where you will have No Worries Atoll!
Bed 7

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Bath 4

Bath

Sleep 18

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Exceptional(21)

$468.0

/ Nightly
Private Vacation Home

Sunset Captiva 10 - Private home just steps to the beach

Captiva, Florida, United States

Sunset Captiva 10 ~ A completely updated two bedroom/two and one half bathroom stilted private home within the Sunset Captiva community. Our community has great amenities including an expansive heated pool, bbq grills, tennis court and even boat dockage across the street on the bayside (inquire with office). Our home has been completely updated with a full kitchen that has everything you'll need to prepare meals for your entire family during your stay. Spacious living room, screened lanai with comfortable seating and a half bathroom on the main level. Upstairs is the master bedroom suite with en-suite bathroom and king sized bed. There's a guest bedroom featuring a queen bed and also an en-suite bathroom. There's an open deck off both bedrooms to lounge. A great feature upstairs is on the landing area is a custom bunk bed for the kids. As our location is superb, you are in the heart of the Captiva Village area allowing you to park your car at the home and walk to the beach, pool, shops and restaurants. Make it even easier by renting a golf cart from a local vendor. We'll look forward to welcoming you to Sunset Captiva 10 on your next visit to Captiva Island!brbr*Important Note: This rental does not include beach chairs or umbrellas. Instead, we’ve partnered with VayKLife to provide you with a credit toward beach essentials like chairs, umbrellas, coolers, wagons, and more—so you can pack light and still enjoy everything you need for a perfect day at the beach. While some of our homes may have beach gear on-site, availability varies, and we cannot guarantee specific items will be provided. With VayKLife, you get to choose exactly what you need, and they’ll deliver it right to your door for added convenience. Your booking confirmation includes a link to VayKLife’s site, where you can browse their full selection and easily redeem your credit. It’s just one of the ways we help make your stay as seamless and enjoyable as possible.
Bed 3

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Bath 2

Bath

Sleep 6

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Exceptional(13)

$482.8

/ Nightly
Private Vacation Home

GORGEOUS HUGE BEACH HOUSE W/ISLAND CLUB POOLS/BIKES/KAYAKS/VIEWS/2 GOLF CARTS+

Captiva, Florida, United States

Introducing the FANTASTIC COASTAL SOUL! brAMAZING SUMMER RATES and FLEXIBILITY AS AVAILABLE - PLEASE INQUIRE! brbrThis GORGEOUS, SPRAWLING, HIGH END Home is in a GREAT ISLAND LOCATION - SECONDS TO THE CLUB AMENITIES, POOLS, KAYAKS, DINING, POOL BAR, AND TWO MINTUES TO THE BEACHES! The Island Club Amenities and Pools are included as well as 2 GOLF CARTS which are included complimentary in your rental! brbrCOASTAL SOUL Beach Home is available for bookings! Typical Island Bookings are Weekends to Weekends - 7 nights minimums during Prime Season, Summer Season, Spring Break Weeks, and Holidays - weekend to weekend check in and outs. Please send an inquiry to check availability! If we can accommodate you for lesser days or different check in days etc. we will! Now also welcoming up to 2 vetted dogs with your reservation with nightly fee!brbr ***NEW 5 STAR RENTAL FOR SWEPT AWAY REALTY*** LICENSED AND LOCAL PROPERTY MANAGER. brbrWarm and Welcoming with Admirable Architectural Details and Beautiful Furnishings COASTAL SOUL offers a Gourmet Kitchen, Bright Main Living Area with Dining and Living Room Area with Soaring Ceilings, Sprawling Screened Wrap Around Balcony, Open Balcony, Sky Deck or Crow's Nest with 360 Degree Island Views and Views from Pine Island Sound to the Gulf of Mexico! Spacious with over 2100 Square Interior Feet comprised of 4 Lovely Bedrooms, 3 Full Fantastic Bathrooms and 1 Half Bath. Fabulous Location on the High and Dryer Side of the Island! brbr2 Golf Carts for Guests up to 8 are Included Complimentary and your reservation comes with The Island Club at North Captiva amenities including Two Pools, Spa, Dedicated Pool Bar and Ordering Area, Kayaks, Paddleboards, Bikes, and Half Basketball Court etc. Located on the Gorgeous Remote Barrier Island of North Captiva which offers World Class Fishing and Shelling, Unspoiled State Nature Preserve, Amazing Beaches, Wildlife, Sunrises and Sunsets! Unpaved Roads where getting around is Old Florida and is by Foot, Bike, or Golf Cart! brbrCOASTAL SOUL is a very short walk right around the corner to The Island Club at North Captiva Amenities, Boats N Fun, and Mangos Store, and Mangos Bar and Outdoor Dining! Only a Short Walk to the Amazing Club Beaches. High and Dry End of the Island Too! Also, right around the corner from and within a very short walking distance to The Island Club at North Captiva amenities including Mangos Store, Mangos Outdoor Dining and Pool Bar, Bikes, Club Kayak Launch, and Boats and Fun! Only a short walk or golf cart ride to the magnificent Gulf Beaches!brbrCOASTAL SOUL has many wonderful outdoor spaces for your relaxation, enjoyment, and entertaining with a sprawling screened balcony accessible by 3 of the Bedrooms, an open balcony from the 1 Bedroom PLUS the Sky Deck or Crow's Nest for fabulous 360 degree Island Views from Pine Island Sound to the Gulf of Mexico! brbrThis Luxury Island Home is less than a 2-minute golf cart ride to beautiful Gulf Side Beaches and only a 4-minute walk or a 90 second cart ride to The Island Club at North Captiva, the Marina, Mangos Convenience Store, Mangos Bar and Outdoor Dining, and Boats N Fun Store. Over the Waterfront Restaurant in Safety Harbor is also only minutes away. brbrTHE FLOOR PLAN: First Floor Offers a Luxury Queen Main Bedroom Suite with Access to a Screened Wrap Around Porch and Main En Suite Full Bath with Single Sink and Tiled Shower. Plus Two Queen Guests Bedrooms each with Access to the Screened Wrap Around Porch and a Full Jack and Jill Bathroom. Full Size Stackable Laundry is located on this floor. Leading up to the Second Floor is a convenient Half Bath. The 2nd Floor offers a Luxury King Main Bedroom Suite with Large Jetted Tub, Two Sinks, and Large Shower. Gourmet Kitchen with Tall Cabinetry, Breakfast Bar, Pantry, and New Wine Fridge. New Dishwasher, Deck Chairs, and Housewares updated again August 2025. Soaring Main Living Area with Soaring Ceilings with Recess Lighting in the Dining and Living Room. Adjacent Open Viewing Porch off of the Dining Area and Open Porch with Dining Area off of the Living Room with Spiral Staircase that leads to the Roof Top Viewing Sky Deck offering 360 Degree Views of the Island. Views of the Gulf and Pine Island Sound. Enjoy Sunsets, Sunrises, and Wildlife from the Sky Deck. brbrIMPORTANT INFORMATION: COASTAL SOUL is a Newer Rental to VRBO for Swept Away Realty! This Beautiful Home was in the Rental Program on Island Prior but is now under exclusive new Property Manager as one our Luxury Island Rentals! brbrNorth Captiva Island is accessible only by private boat, private plane or by ferry! Check In is at 4 PM or thereafter and Check Out is by 9AM. Please make sure to book your home and observe these check in and check out times PRIOR TO booking travel as earlier or late check outs are not available on same day vacation home turnovers. Please also note Ferries are paid by the guests and parking is paid by the guests at the Marina and is not included in the home reservation. Please note Trip Insurance is always encouraged and all guests must complete and return the homeowners vacation rental agreement prior to their stay. If you would like to review it prior to sending in a booking request please inquire for it! Majority of the agreement covers the use of the homeowners' golf carts. Thanks very much! Amy Ivey, Licensed Broker and Property Manager of Coastal Soul.
Bed 4

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Bath 3

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Sleep 8

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Exceptional(24)

$1163.78

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Private Vacation Home

5BR Luxury Retreat with Main-Level Pool, Spa & Elevator Steps to the Beach

Captiva, Florida, United States

Some vacations end. This one doesn't have to — welcome to Endless Summer, an extraordinary luxury estate on Captiva Island that transports you to a world of exotic elegance, sun-soaked beauty, and pure Gulf Coast magic. Located just 900 feet from the beach on the desirable Laika Lane in Captiva Village, this breathtaking 5-bedroom, 6-bath home for 12 guests is unlike anything you've experienced before.brbr✨ The moment you enter Endless Summer, you know you're somewhere truly special. Coffered ceilings crafted from rare Brazilian Koa wood soar overhead. Genuine hand-carved temple doors imported from India serve as striking focal points that blend old-world artistry with contemporary island luxury. Marble floors throughout gleam in the warm Florida light, reflecting the lush tropical gardens just beyond the glass. This is not just a vacation home — it's an architectural statement.brbr The private heated pool and spa are elevated to the main living level, creating an extraordinary indoor-outdoor flow that is the heart of the home. Slide open the doors and the boundary between living room and poolside disappears — a seamless experience of Captiva indoor-outdoor living at its finest. A private elevator serves all floors, making arrivals, departures, and daily life beautifully effortless. A gas grill stands ready for poolside feasts.brbr The gourmet kitchen is every cook's dream: a powerful 6-burner gas range, full premium appliances, Keurig, and ample workspace for preparing elaborate meals for the whole group. The lower-level family room offers a TV, foosball table, and a cozy gas fireplace — perfect for evenings in after a long day at the beach. brbr ️ Five spacious bedrooms — including a primary king suite, multiple king rooms, and a flexible den — accommodate 12 guests with ease. Six full bathrooms mean no waiting. Washer/dryer, WiFi, linens, beach towels, and beach chairs/umbrellas are all included.brbr☀️ At 900 feet from the Gulf of Mexico beach and steps from Captiva Village's famous restaurants, galleries, and waterfront activities, Endless Summer gives you the luxury of having it all — world-class accommodations and everything Captiva Island has to offer, right at your door.brbrThis is the kind of vacation that redefines what's possible — opulent, unforgettable, and worthy of every single day.brbrReady to plan your stay at Endless Summer Use the availability and booking tools on this listing to review available dates, pricing, and reservation details through the platform.brbr❓ Frequently Asked Questionsbr How far is Endless Summer from the beach brEndless Summer is just 900 feet from the Gulf of Mexico beach — a short stroll from Laika Lane through Captiva Village.brbr Is Endless Summer pet-friendly brPets are not permitted at Endless Summer.brbr Does Endless Summer have a private pool brYes! Endless Summer features a private heated pool and spa elevated to the main living level, creating a stunning indoor-outdoor flow.brbrHow many guests can stay at Endless Summer brEndless Summer accommodates up to 12 guests in 5 bedrooms and 6 baths.brbr What is the minimum stay at Endless Summer brThe minimum stay is 7 nights, Saturday to Saturday.brbr Is Endless Summer a non-smoking property br Endless Summer is a non-smoking property.brbr What amenities are included at Endless Summer brAmenities include elevated private heated pool and spa, gas grill, elevator, Brazilian Koa coffered ceilings, Indian temple doors, marble floors, gas fireplace, foosball, gourmet 6-burner kitchen, Keurig, linens, beach towels, WiFi, washer/dryer, and beach chairs/umbrellas.brbr How do I reserve Endless Summer brUse the availability and booking tools on this listing to check dates, review pricing, and reserve Endless Summer through the platform.brbrPolicies include, but are not limited, to a 4% credit card / debit card conveniencebrfee and $255.00 cancellation fee (plus applicable tax).brYou may cancel your reservation up to 120 days before arrival and your paymentsbr(excluding the reservation fee and applicable tax) will be refunded.brAfter this date, no cancellations are allowed and no refunds will be made.
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Exceptional(15)

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Private Vacation Home

Modern 4BR Captiva Home with Private Heated Pool & 3 King Beds

Captiva, Florida, United States

☀️ Welcome to A Shore Thing — where your Captiva Island escape truly begins! Nestled on peaceful Gore Lane in the heart of Captiva Village, this gorgeous 4-bedroom vacation home puts you just 400 feet from the stunning white sands of the Gulf of Mexico. ️ That's a two-minute barefoot stroll to paradise — and once you feel that warm sand between your toes, you'll understand why guests return year after year.brbr A Shore Thing is designed for families and groups who want it all — space, style, and that quintessential island vibe. The home comfortably sleeps 8 guests across four beautifully appointed bedrooms featuring three king beds and two twin beds, plus three full bathrooms to keep everyone fresh after a sun-drenched day. No waiting in line for the shower here!brbr Step outside and discover your very own private heated pool — a sparkling retreat surrounded by lush tropical landscaping that gives you the privacy and relaxation you deserve. Fire up the gas grill and enjoy an al fresco dinner under the stars while the kids splash and play. Captiva evenings don't get much better than this.brbr Inside, a fully equipped kitchen means you can start each morning with a freshly brewed Keurig coffee and cook up a feast whenever the mood strikes. Central air conditioning keeps things cool even on the hottest Florida afternoons, and all linens and beach towels are provided — because you came here to relax, not to pack heavy. A washer and dryer are on-site too, making longer stays an absolute breeze.brbr High-speed WiFi keeps everyone connected (when they want to be), and beach chairs and umbrellas are included so you can claim your perfect spot on the sand without lugging anything from home. brThe location on Gore Lane is truly special — you're in the Captiva Village area, which means the island's beloved restaurants, boutique shops, and waterfront activities are just a short stroll away. Whether you're grabbing a sunset cocktail at the Mucky Duck, exploring the galleries on Andy Rosse Lane, or kayaking through the mangroves, you'll never run out of things to do. brbrA Shore Thing is a non-smoking property, ensuring a fresh and pleasant environment for all guests. Whether you're celebrating a family reunion, a romantic getaway for two couples, or simply escaping the cold for a week of sunshine, this home delivers the full Captiva experience with style and ease.brbr From the moment you turn onto Gore Lane and spot the swaying palms, you'll feel the stress of everyday life melt away. This is what vacation is supposed to feel like — warm, easy, and utterly unforgettable.brbrReady to plan your stay at A Shore Thing Use the availability and booking tools on this listing to review available dates, pricing, and reservation details through the platform.brbr❓ Frequently Asked Questionsbr How far is A Shore Thing from the beach brA Shore Thing is just 400 feet from the Gulf of Mexico beach — about a 2-minute walk. Beach chairs and umbrellas are provided!brbr Is A Shore Thing pet-friendly brSorry, pets are not permitted at A Shore Thing.brbr Does A Shore Thing have a private pool brYes! A Shore Thing features a private heated pool, perfect for swimming and relaxing in the Florida sunshine.brbrHow many guests can stay at A Shore Thing brA Shore Thing accommodates up to 8 guests across 4 bedrooms (3 kings, 2 twins) and 3 full baths.brbr What is the minimum stay at A Shore Thing brThe minimum stay is one week, Saturday to Saturday.brbr Is A Shore Thing a non-smoking property br A Shore Thing is a non-smoking property.brbr What amenities are included at A Shore Thing brAmenities include a private heated pool, gas grill, full kitchen, Keurig, central A/C, linens, beach towels, washer/dryer, WiFi, and beach chairs/umbrellas.brbr How do I reserve A Shore Thing brUse the availability and booking tools on this listing to check dates, review pricing, and reserve A Shore Thing through the platform.brbrPolicies include, but are not limited, to a 4% credit card / debit card conveniencebrfee and $255.00 cancellation fee (plus applicable tax).brYou may cancel your reservation up to 120 days before arrival and your paymentsbr(excluding the reservation fee and applicable tax) will be refunded.brAfter this date, no cancellations are allowed and no refunds will be made.
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Exceptional(16)

$851.63

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Private Vacation Home

Parrothead's Paradise - 4 BR House - Private Boat Dock & New Heated Pool

Captiva, Florida, United States

Parrothead’s Paradise — A Private Island Escape on North CaptivabrbrWelcome to Parrothead’s Paradise, a secluded Key West–style retreat designed for unforgettable outdoor living on car-free North (Upper) Captiva Island.brbrThis spacious 2,300 sq ft home offers water views, a brand-new resort-style heated pool, rooftop deck with panoramic island and Gulf views, loft space, a golf cart, and a boat dock slip — all just a 3-minute walk to the white-sand beach.brbr Outdoor Living at Its BestbrThe heart of the home is the outdoor experience. Relax in the newly built pool featuring heating, cooling, and water features, surrounded by lush tropical landscaping and an entertainment area perfect for gathering after a day on the water. Head up to the rooftop deck for sunrise coffee, sunset cocktails, and sweeping island views.brbr Comfortable Island LivingbrInside, the home offers classic island charm with comfortable, well-maintained interiors. The great room features soaring 13-foot ceilings, abundant natural light, and a fully stocked kitchen ideal for shared meals. With four bedrooms, four en-suite bathrooms, a loft, and open living spaces, the home is perfect for families and groups to relax together without feeling crowded.brbr ️ Beach, Wildlife & Island LifebrThe beach is a short, easy stroll away, and nearby waters are ideal for kayaking and paddleboarding, where guests frequently spot dolphins, manatees, and sea turtles. With no cars, no crowds, and no paved roads, North Captiva offers a rare sense of peace and privacy that keeps guests coming back year after year.brbr ️ Island ConveniencesbrWhile intentionally quiet and uncrowded, the island offers a few charming conveniences:br • A general store with coffee, ice cream, grab-and-go food, and essentialsbr • A souvenir & supply shop with fishing gear, beach items, and island apparelbr • Two to three casual waterfront restaurants (seasonal) for nights you’d rather dine out than cookbrbrThere are no large grocery stores on the island, so planning ahead is part of the experience — and we’re happy to help.brbr Getting HerebrReaching North Captiva is part of the adventure. Guests arrive by scheduled ferry or private water taxi from Pine Island. Detailed arrival instructions and ferry recommendations are provided after booking, and we’re always available to assist with planning.brbr ️ Thoughtfully StockedbrParrothead’s Paradise is stocked with beach chairs, towels, umbrellas, toys, and games, making it easy to arrive and immediately start enjoying island life.brbr Additional Notesbr • Guests have full access to the home and amenities, excluding the garage and one interior closet reserved for owner storagebr • A signed rental agreement is required prior to arrivalbr • A refundable damage deposit and cleaning/island waste fees apply (outlined clearly before booking)br • Optional grocery delivery and pre-stocking services may be available for an additional feebr- Additional golf carts and boats can be rented for a fee through local service providers.brIf you’re looking for a relaxed, authentic island getaway with exceptional outdoor space, stunning views, and easy beach access — Parrothead’s Paradise delivers.brbr-Bring your own boat (max length 28’, max width 9’)
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Exceptional(51)

$1202.61

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Private Vacation Home

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

Captiva, Florida, United States

The Serendipity beach house is Back and is Better than ever with a COMPLETE REMODEL finished April 2024. Located one hundred feet from the Gulf of Mexico, you will enjoy spectacular views throughout this multilevel luxury home. The view from the rooftop porch will take your breath away.brOne of North Captiva Island’s Best vacation homes, the Serendipity beach house is a luxury four bedroom three and half bath home that will sleep up to ten guests. This amazing home has it all! From the moment you arrive you will be mesmerized by the wonderful appointments, furnishings, amenities and sweeping views of the Gulf of Mexico. The home has 2800 square feet under a/c with more than 4000 square feet of living space including open and screen decks. Thoughtful planning and design have gone into the remodeling of this wonderful home. If you want comfort and luxury, Serendipity is your spot for your next vacation.brSerendipity features a private heated pool with two pool loungers on the sun shelf and pool bar. This home was built for island living and set up for large multi-generational families or couples’ retreat. No details have been missed. North Captiva is an amazing place to explore, and Serendipity is equipped with two brand new (April 2024) 4-seater golf carts to explore the island.brYou will find there is plenty to do while staying at Serendipity. Along with the heated pool, games, books, beach towels and beach chairs are provided. The gourmet kitchen is equipped with stainless steel appliances and lots of quartz counter space to work. The home has 5 Smart TV’s including one at the pool area. You will not want to leave this amazing place. There is plenty of room to stretch out with a game area, living room, many porches and a lovely pool area. Also, enjoy a fabulous roof top deck for sunrise and sunset views. This deck has cable railings for unobstructed viewing. brThe sleeping arrangements are top notch with two master (king bedrooms) suites with private baths and access to the outside porches. Bedroom three features two twin beds which can be converted into a king. Bedroom four features a queen and set of bunk beds. brMembership to the Island Club is included with your stay. The amenities at the Island Club include two large pools as well as complimentary use of kayaks and bikes, which are first come first serve. brWe do have cameras at the entry of our home. brbrbr
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Exceptional(40)

$1126.94

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Private Vacation Home

Exclusive BEACHFRONT home in North Captiva, Florida.

Captiva, Florida, United States

Welcome to Paradise Found!brHere it is, a truly one-of-a-kind beachfront vacation home located directly on the beach of North Captiva. Boat-only access to this incredible property welcomes you to your own private dock. From here you will meander through the mangroves to enter this stunning, designer beach house. This home has been beautifully appointed with comfort and luxury in mind. The utmost attention to every detail was intended to maximize your overall experience of the island and your enjoyment of the beauty surrounding this unique and amazing home where privacy and comfort abounds.brWalk up the steps to your well appointed gourmet kitchen and great room. Cooking for your crowd is an absolute joy as you dice, slice, bake and sauté while enjoying the most incredible 360 degree view of the pristine white sand beach, pine trees, mangroves and crashing waves. Open up all of the newly replaced sliding glass doors and feel as though you are living in the pine trees while enjoying the refreshing gulf breezes. Take a seat in your living room complete with casually elegant and comfortable furnishings and decor and pour a cocktail at your bar with separate ice machine and wine/beer fridge at the perfect temperature. Step out onto your wraparound deck and take in the panoramic views which enable you to watch magnificent sunrises over the Pine Island Sound and breathtaking sunsets over the Gulf of Mexico.brFirst floor master bedroom is beautifully furnished with a Prana king sized bed. En suite private bathroom is spa like. Wake up and take in the fabulous gulf view. Also on the first floor is a bunk bed room complete with two full and two twin beds. Bathroom attached has a bathtub to facilitate easy beach clean up for kids. Walk upstairs to your second master, also furnished with a Prana king sized bed and attached to a spa like private bathroom. Walk out onto your private deck attached to the bedroom and listen to the osprey nesting just a few feet away. Last bedroom is furnished with two queen beds and another private deck overlooking the mangrove treetops and an amazing view of the bay. brThe island scenery abounds in every direction. brThis is truly a unique vacation spot where you can enjoy beach walks, shelling, paddle boards and kayaks, and some of the best fishing in the world right off your dock. You will see dolphins every day. As if on cue, in our experience, they seem to gracefully swim by just as we relax with a cocktail on the deck. No rushing to beat the masses and reserve a spot on the beach here. We have ample beach chairs, umbrellas, lounges and everything you could want for a relaxing and private day on the beach. No crowds or loud, annoying neighbors as you enjoy beach life. Rinse away the sand and salt in our outdoor shower. Enjoy seclusion and relaxation with your family. brWe have come to enjoy grabbing a cup of coffee and walking a few steps to Redfish Pass to hook a snook or a trout with the rising sun. In addition, contacts for world class fishing guides are available for you. Arrangements can be made to pick you up right from the dock. br***This home is boat access only. Transportation to and from the island will be provided by the property manager. A boat is available to rent for qualified boaters. We find the boat truly enhances the experience. With the boat, you will be able to visit one of the small shops nearby for the forgotten items off of your list, or grab bait for fishing. A short boat ride away is the famous Cabbage Key, original home to Cheeseburgers in Paradise. Also, the restaurants on Captiva and Sanibel are reopening and are better than ever. Some of our favorites are The Mucky Duck, the Green Flash and the Captiva House at Tween Waters..... just to name just a few.brWe have been renting beach homes for many years. This spot has surpassed them all. After renting a house four doors down the beach for two years, we decided to take the plunge and buy our own. This is truly a unique and amazing experience. Prepare to completely unwind and relax as you enjoy beach living at its finest!br*** If you have never visited North Captiva before, it is truly a unique experience. There are no cars and no roads and no crowds. Provisioning requires a little planning as you will not be able to hop in the car to get that forgotten grocery item. Services are available through Publix, Instacart and private shoppers to take care of everything you will need. Order groceries ahead by going to Publix grocery store website and clicking shop. Next it should ask you to select a location, select, 3015 Southwest Pine Island Rd., Cape Coral, FL 33991. Then you order through instacart. Under one of the items you have selected write: Order for North Captiva. Please prepare all items to be BOAT READY. They will put meats and other items in coolers for you. When you arrive at the supermarket, pull into a parking space marked, PICK UP. Call (239) 282-0625 and tell them you are there for your PICK UP order. Then continue on to Pine Island Marina to be whisked away to your private paradise.
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$588.14

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Private Vacation Home

Wait and Sea! Amazing location!

Captiva, Florida, United States

2 Minute Walk to the BeachbrbrEscape your worries in this Captiva Island beach bungalow. Enjoy the bright and cheery island décor throughout this three-bedroom, two-bath pool home. Surrounded by bright tropical vegetation, this home offers a perfect location in the Heart of Captiva as well as ultimate privacy. Equipped with everything you need to enjoy your vacation this bungalow features vaulted ceilings, tile floors in the living areas, a 47 inch flat screen TV in the great room, two DVD players, televisions for each bedroom, Wi-Fi, a fully equipped kitchen with a large refrigerator, dishwasher, range, washer, dryer and dining table for six. The relaxing master bedroom has a king-sized bed, ma aster bathroom with a shower, and its own private patio. The first guest room has two closets and two comfy twin beds. The 2nd guest room has a queen bed and sliding doors that look out over the tropical pool. Spend your days relaxing by the large screened-in pool, reading a book on the screened-in patio, or walking on the beautiful beaches. Spend your nights enjoying the delicious island restaurants, watching amazing sunsets, or listening to a local musician play tropical tunes. A truly perfect location, “Wait N' Sea” is just minutes to the beach, the bay, the local marinas, and restaurants yet offers the seclusion of a private home.brbrReme Halo air disinfection system installed in the central ACbrbrKingfisher Vacations will only book reservations up to 51 weeks in advance.brAll our properties have contact free check-in; no need to stop at the office (or a stop light, none of those here)!
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