Vacation Home Rentals By Owner In Captiva, FL

$1595.51

Two Home Estate Located on the Beautiful Gulf of Mexico on Captiva Island - Santa Fe!

Captiva, Florida, United States

Santa Fe • Captiva Island Vacation RentalbrbrImmerse yourself in coastal luxury at Santa Fe, a stunning Gulf-front estate. Ideally located on the beach, it's the ultimate vacation retreat for families or groups. But Santa Fe isn't your ordinary vacation rental; it's a one-of-a-kind island oasis.brbrThe main house has three bedrooms and three and a half bathrooms, providing ample space for everyone to relax and unwind. It also has a sparkling private pool, perfect for cooling off after exploring the island. The separate guest house offers two additional bedrooms and one and a half bathrooms, making this estate perfect for extended families or multi-generational getaways.brbrThis Captiva Island vacation rental isn't just a fabulous place to stay; it's also a great location to host your event. Santa Fe can accommodate events for up to 75 people with an additional $3,000 event fee plus a refundable event damage deposit of $1,000. Create lasting memories in this unforgettable island paradise. Book your stay at Santa Fe today!br brPlease NotebrSleeps 14br7-night minimumbrSmoking is not permittedacted vendors.*

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$1221.92

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Private Vacation Home

Located on Andy Rosse Lane on Captiva Island, Just 140 Feet to the Beach! West Indies Home

Captiva, Florida, United States

West Indies Home • Captiva Island Vacation RentalbrbrJust 140 feet from the beach, West Indies Home is a gorgeous pool home at the end of prestigious Andy Rosse Lane, next to The Mucky Duck. Watch incredible sunsets from the widow's peak, enjoy great family swims in the private pool, or relax in the spa, surrounded by beautiful tropical landscaping. Inside, you'll enjoy towering ceilings in the main living area, two kitchens, a pool table, and a video game center.brbrLocated in the highly desirable Captiva Village, this Captiva Island vacation rental is just steps from the eclectic dining & shopping the island is known for. YOLO is two buildings down for your watersports needs. Book West Indies Home and you'll have everything you need for the perfect family vacation.br brPlease NotebrSleeps 10br7-night minimumbrElevator availablebrSmoking is not permitted

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$877.53

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Private Vacation Home

Gulf front, Three Bedroom with Sunning Deck - Sunset Captiva 04

Captiva, Florida, United States

Sunset Captiva 04 • Captiva Island Vacation RentalbrbrExpansive views of the Gulf can be enjoyed from Sunset Captiva 04, a 1440 sq. ft. elevated home. Watch the Captiva wildlife while your family dines on the screened porch or four-season lanai. This highly desirable gulf front 3 bedroom/3 bathroom, 2-story vacation rental also has a sun deck with fantastic views. It is accessible through sliding doors from both the upstairs master and guest bedrooms. The master bedroom has an en suite with double sinks, a spa tub, and a walk-in shower. The guest bedroom upstairs has an en-suite with a walk-in shower. The kitchen is fully equipped with quartz countertops and stainless appliances.brbrAs part of Sunset Captiva, a quiet 59-home community in the heart of Captiva Village, this Captiva Island vacation rental is in a fantastic location — just a short walk to the historical Captiva district where you will find restaurants rich with island charm and fare, boutiques, galleries, and a small but well-provisioned grocery store. Sunset Captiva offers guests great amenities like a heated swimming pool, tennis courts, and a private boardwalk leading to the Gulf. Come and experience the warmth of Captiva Island hospitality at Sunset Captiva 04!br brPlease NotebrSleeps 6br7-night minimumbrParking is limited to two cars, but additional parking is available at Royal Shell's Captiva officebrBoat dockage is available at no cost to guests but must be reserved in advance. Please call Matt Hall at (239) 292-1603.brSmoking is not permitted

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$972.47

/ Nightly

Private Vacation Home

Roosevelt Cottage | Gulf to Bay Getaway Along Captiva 'Tween Waters Stretch.

Captiva, Florida, United States

INTRODUCING ROOSEVELT COTTAGE — A GULF‑TO‑BAY CAPTIVA ESTATE OF PURE ISLAND LUXURYbrbrbrbrTucked along one of Captiva’s most coveted stretches of Gulf‑to‑Bay shoreline, Roosevelt Cottage is a rare island estate offering timeless charm, modern comfort, and an unforgettable resort‑style experience. With nearly 5,000 sq ft of beautifully designed living space across three separate structures, this property is made for extended families, multi‑generational groups, and anyone seeking a private, peaceful slice of Captiva magic.brbrbrbrHOME FEATURESbrbrElegant, Expansive and Designed for Gathering.brbrThe main home welcomes you with an open, airy floor plan that blends coastal sophistication with relaxed island living. A spacious living area flows seamlessly into the chef’s gourmet kitchen, complete with upscale appliances, a 4‑burner gas range, and a sunny breakfast nook perfect for slow mornings.brbrbrbrPRIMARY KING SUITE RETREATbrbrThe northern wing of the main house features a serene primary king suite with:brbr• A luxurious ensuite bathroom with claw‑foot soaking tub and walk‑in showerbrbr• A generous walk‑in closetbrbr• A private office/den with TV and half bath — ideal for quiet work or relaxationbrbrbrbrUPPER‑LEVEL LOFT + GUEST BEDROOMSbrbrThe upper level offers a spacious loft with a queen sleeper sofa and flat‑panel TV — a perfect hangout zone for kids or teens. On each side of the loft, you’ll find beautifully appointed queen guest bedrooms, each with access to a full bathroom featuring a tub/shower combination.brbrbrbrGUEST COTTAGEbrbrOnce the original fishing cottage on this tropical estate, this charming standalone retreat includes:brbr• A cozy living area with TV and WiFibrbr• A fully equipped kitchen (refrigerator, stove, microwave)brbr• Dining areabrbr• King bedroombrbr• Full bathroombrbr• Private washer/dryerbrbrIt’s the perfect hideaway for guests seeking extra privacy and old‑Florida charm.brbrbrbrCARRIAGE HOUSE KING SUITEbrbrLocated above the garage, this spacious suite offers:brbr• A king bedbrbr• Full bathroombrbr• Comfortable seating area with flat‑screen TVbrbr• Morning kitchen for added conveniencebrbrIdeal for couples or guests who enjoy their own quiet corner of the estate.brbrbrbrGULF‑TO‑BAY LIVING AT ITS FINESTbrbrbrbrDEDICATED ON‑SITE PROPERTY MANAGERbrbrEnjoy true peace of mind with a professional on‑site property manager available throughout your stay. From coordinating requests to offering local insight and ensuring everything runs seamlessly, guests receive attentive, concierge‑style support from the moment they arrive.brbrbrbrPRIVATE HEATED POOL OASISbrbrHidden among lush, mature tropical landscaping, the private heated pool feels like a secluded resort. A cascading waterfall adds to the ambiance, creating a serene retreat for sunbathing, swimming, or unwinding after a day on the water.brbrbrbrPRIVATE DOCK & FISHING PIER ON ROOSEVELT CHANNELbrbrStep onto your expansive screened lanai and out to your private dock overlooking the tranquil Roosevelt Channel. Perfect for:brbr• Fishing at sunrisebrbr• Watching dolphins and manatees glide bybrbr• Launching kayaks or paddleboardsbrbr• Docking a rental boat for island‑hopping adventuresbrbrThis is true bayside living — peaceful, scenic, and endlessly relaxing.brbrbrbrEASY GULF ACCESSbrbrWith Gulf beaches just moments away, you’ll enjoy the best of both worlds: calm bay waters for wildlife and boating, and soft white sand for swimming, shelling, and sunset strolls.brbrbrbrFULL ACCESS TO 'TWEEN WATERS ISLAND RESORT & MARINAbrbrLocated just 0.1 miles from the resort, Roosevelt Cottage guests enjoy access (based on availability) to:brbr• Two resort poolsbrbr• Restaurants & bars and morebrbrbrbrTHE CAPTIVA EXPERIENCEbrbrRoosevelt Cottage is a true hidden gem — a place where families reconnect, friends unwind, and every day feels like a postcard. From peaceful mornings on the dock to sunset walks on the Gulf, this estate offers a rare combination of luxury, privacy, and authentic island charm.brbrbrbrHAVE QUESTIONS brbrCall the Sanibel Captiva Island Vacation Rentals Team for more information, including local vendors for bicycles, baby gear, and more.

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$532.49

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Private Vacation Home

New Listing!! Dolphin Watch-3 Bedroom Beach Front on North Captiva

Captiva, Florida, United States

Our house is located directly on the beach! We are located on the northeast side of the island (the bay side just south of Dolphin Beach) with a beautiful sandy beach view overlooking the Gulf of Mexico. This side of the island is a hidden gem and with the small number of houses it makes our street and house very private and quiet. Not only does our 3-bedroom beach house boast breathtaking views of the ocean, but steps from the house is also an immaculate shallow swimming beach. It is ideal for families and small children. We have beach chairs and plenty of sand toys. Watch spectacular sunrises from the porch as well as spot dolphins swimming almost every day. Climb up to our crows nest to get a panoramic view of the island. Take out our double kayak and 2 paddle boards out to the sandbar or explore around the island. You will need to rent a golf cart a one is not provided for you to use as there are no cars on our island, just sandy roads, bikes, and golf carts permitted. If you are wanting to explore-head to the south end of the island where there are serene nature trails in the Preserve with miles of undeveloped land and beaches. Also enjoy our dock for excellent fishing. There are also nearby boat slips that we can recommend. Included in your stay is an Island Club Membership, which offers (as available) bicycles, kayaks, & paddle board use, 2 swimming pools, tennis courts, basketball court, and other amenities. brbrOur house includes 3 bedrooms. 1 queen bedroom overlooks the Gulf of Mexico. Bedroom 2 is along the side of the house and has a full bed (plus trundle) and large windows. The 3rd bedroom (technically the master) has a queen bed with a slider to the back patio and an attached bathroom with a shower. Our kitchen, dining room, and living room are all one open space. This opens up to the screened in patio. Through the kitchen you can access the washer/dryer. brbrPrior to your arrival, will send you information about all the logistics of traveling to a barrier island. Our family used to live full time on the island, so we have lots of experience and are happy to answer any questions you may have a boat. Please note checkin and checkout times are not flexible due to the logistics of turnover schedule. If you arrive early or depart later you’re welcome to use Island Club amenities, however, we can’t accommodate early check ins or late checkouts.

3

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2

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7

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$1704.52

/ Nightly

Private Vacation Home

3 Palms | Luxury Vacation Rental in the Heart of Captiva Island | Walk to Beach,

Captiva, Florida, United States

Welcome to 3 Palms, a luxury vacation rental in the heart of Captiva Island, just a short two minute walk to Captiva Beach. Completed in 2026, this newly constructed Captiva Island luxury home offers an exceptional blend of refined design, comfort, and island lifestyle, all within walking distance of restaurants, bars, local markets, and Starbucks.brDesigned for guests seeking a high end Captiva Island retreat, 3 Palms is more than a beach house. It is a private sanctuary where luxury, leisure, and location come together to create unforgettable memories.brbrGround Floor Leisure Level with Private Pool and EntertainmentbrbrThe ground floor of this luxury Captiva Island vacation home is fully dedicated to leisure and entertainment. Guests enjoy a private swimming pool, a beautifully designed outdoor barbecue area, and seamless indoor outdoor flow, ideal for relaxed afternoons and social evenings.brAt the front of the property, a charming mini golf course welcomes guests and adds a playful yet elegant touch to this walk to beach Captiva Island rental, perfect for families and groups.brStill on the ground floor, a sophisticated entertainment lounge with a billiards table and lounge creates the ideal setting for evenings filled with conversation, laughter, and connection, all without leaving the comfort of the home.brbrFirst Floor Suites, Decks, and Relaxed Living SpacesbrbrThe first floor of this Captiva Island luxury vacation rental is designed for comfort, privacy, and togetherness. The master suite features a king size bed and expansive sliding glass doors that open directly onto a private deck, offering a serene space to enjoy morning coffee or unwind after a day at the beach.brTwo additional bedrooms on this level each feature a queen bed paired with a twin, making this Captiva Island family friendly vacation home ideal for groups traveling together. These bedrooms are served by a shared bathroom with independent private entrances, ensuring comfort and discretion.brA refined living lounge with a fireplace, bar, and mini refrigerator completes this floor. The adjacent deck, furnished with high end designer pieces, enhances the indoor outdoor living experience that defines this luxury home near Captiva Beach.brA private office is also located on this level, offering a quiet space for guests who need to stay connected while enjoying a Captiva Island walk to beach vacation.brbrSecond Floor Gourmet Kitchen, Dining, and Media LoungebrbrThe second floor is the heart of the home and a defining feature of this luxury Captiva Island vacation rental. A spacious TV lounge brings everyone together for movie nights and relaxed evenings.brAt the center of this level is a stunning gourmet kitchen, equipped with a statement stove, premium refrigerator, and a visually striking wine cellar. Designed for both beauty and functionality, this kitchen elevates everyday moments into memorable experiences.brAdjacent to the kitchen, the dining room offers a cinematic atmosphere rarely found in a Captiva Island vacation home, transforming meals into moments meant to be shared and remembered.brbrOutdoor Dining Deck and Moonlit EveningsbrbrCompleting the second floor is an elegant outdoor dining deck, ideal for moonlit dinners, intimate gatherings, and unforgettable evenings beneath the Captiva Island sky. This space perfectly complements the home’s sophisticated yet relaxed island ambiance.brbrUnmatched Location in the Heart of Captiva IslandbrbrWhat truly sets 3 Palms apart is its prime location in the heart of Captiva Island. Guests are just a short walk to Captiva Beach and within walking distance of restaurants, bars, local markets, and Starbucks, offering the rare luxury of enjoying the best of Captiva Island without relying on a car.brThis walk to beach luxury vacation rental in Captiva Island delivers both privacy and convenience, making it one of the most desirable locations on the island.brbrA Five Star Captiva Island Luxury ExperiencebrbrAt 3 Palms, every detail has been intentionally designed to offer a true five star luxury vacation experience in Captiva Island. From the private pool and entertainment spaces to the elegant interiors and unbeatable walk to beach location, this home offers everything discerning travelers seek in a luxury Captiva Island beach house.brThis is a place where time slows, comfort is elevated, and every stay becomes truly extraordinary.brbrWelcome to 3 Palms.brYour luxury Captiva Island retreat.brYour walk to beach vacation home.

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$375.38

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Private Vacation Home

Two Bedroom, Two Story Home in Sunset Captiva - Sunset Captiva 21

Captiva, Florida, United States

Sunset Captiva 21 • Captiva Island Vacation RentalbrbrEscape to your island oasis at Sunset Captiva 21, decorated with bright Florida colors, creating a welcoming atmosphere. The screened lanai overlooking the courtyard is the perfect spot to relax and enjoy the warm Gulf breezes, as is the covered ground-level area below the home. Sunset Captiva 21 is ideal for families or groups of friends with its spacious living and dining areas.brbrAs part of Sunset Captiva, a quiet 59-home community in the heart of Captiva Village, this Captiva Island vacation rental is a short walk to the eclectic dining & shopping that Captiva is famous for. Sunset Captiva offers guests great amenities like a heated swimming pool, tennis courts, and a private boardwalk leading to the Gulf.br brPlease NotebrSleeps 6br7-night minimumbrParking is limited to two cars, but additional parking is available at Royal Shell's Captiva officebrBoat dockage is available at no cost to guests but must be reserved in advance.brSmoking is not permitted

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$1221.12

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Private Vacation Home

Light and Bright in the Heart of The Village! Events Welcome!

Captiva, Florida, United States

At The Beach • Captiva Island Vacation RentalbrbrCaptiva's fabulous beaches are only 140 feet away when you stay At The Beach. This lovely elevated home's pool and spa area are beautifully landscaped and have a privacy fence and plenty of room for dining, relaxing, or playing a game of ping pong in the covered area. Outdoor decks include a sun deck off the master bedroom and gorgeous views of the Gulf from widow's peak on the roof!brbrLocated on the desirable Andy Rosse Lane in Captiva Village, you'll be within walking distance of many restaurants and shops that define the Captiva lifestyle. You will find everything you need for the perfect vacation in this upscale Captiva Island vacation rental!brbrThis house can accommodate up to 10 people and will allow weddings with a non-refundable event fee of $2,750 plus tax and a refundable security deposit of $1,000. For more information on events, please get in touch with our office.br brPlease NotebrSleeps 10br7-night minimumbrNine free K-Cups to use with your Keurig coffeemakerbrReservations can only be booked directly through a Royal Shell Vacation Reservation Specialist. No third-party bookings will be honored.brSmoking is not permitted

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$1316.86

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Private Vacation Home

Home in the Heart of the Village- Copa Captiva

Captiva, Florida, United States

Copa Captiva • Captiva Vacation Vacation RentalbrbrAn updated luxury pool home in the heart of Captiva Village, Copa Captiva is a stunning home with gorgeous views and is just a short walk to the beach. You'll see so much of Captiva from the widow's peak deck. The screened lanai is the perfect place to relax and entertain with a pool and spa surrounded by lush landscaping. Inside, enjoy an indoor Tiki bar with TV and neon signs, and a game area with air hockey and ring toss. brbrLocated on the prestigious Andy Rosse Lane, this Captiva Island vacation rental puts you in the middle of the eclectic dining, shopping, and nightlife for which Captiva is famous. For an unforgettable island vacation, try Copa Captiva — the hottest spot north of... Sanibel.br brPlease NotebrSleeps 8brGarage is not available for vehicle use. It can be used only to access beach equipmentbrSmoking is not permitted

3

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5

Bath

8

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$1245.54

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Private Vacation Home

Two Bedroom, Two Story Home in Sunset Captiva - Sunset Captiva 07

Captiva, Florida, United States

Sunset Captiva 07 • Captiva Island Vacation RentalbrbrExperience breathtaking sunsets over the Gulf at Sunset Captiva 07. This Gulf-front elevated home has undergone stunning renovations. You'll feel as though you're right on the water with magnificent views from the living, dining, and kitchen areas. The open air lanai can be accessed through three sets of sliding doors, which lead from the living and dining areas. Additionally, there is a sun deck accessible through both the upstairs master bedroom and one of the guest bedrooms. The house features beautiful wood floors throughout, a decorative fireplace, a fully equipped kitchen with granite countertops and a large island, and a beverage cooler in the living area.brbrAs part of Sunset Captiva, a quiet 59-home community in the heart of Captiva Village, this Captiva Island vacation rental is a short walk to the eclectic dining & shopping that Captiva is known for. Sunset Captiva offers guests great amenities like a heated swimming pool, tennis courts, and a private boardwalk leading to the Gulf.br brPlease NotebrSleeps 6br7-night minimum staybrParking is limited to two cars (covered), but additional parking is available at Royal Shell's Captiva officebrBoat dockage is available at no cost to guests but must be reserved in advance. Please call Matt Hall at (239) 292-1603.brSmoking is not permitted

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$350.5

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Private Vacation Home

Cute Florida Cottage in The Captiva Village - Captiva Hampton

Captiva, Florida, United States

Captiva Hampton • Captiva Island Vacation RentalbrbrOnly 530 feet from the beach, Captiva Hampton is ideally located on Wightman Lane in the heart of Captiva Village. You'll feel right at home with its fun, charming decor. This old-Florida cottage has beautiful wood floors throughout and an open sun deck to catch some rays.brbrLocated in the highly desirable Captiva Village, this Captiva Island vacation rental will have you just around the corner from the unique dining, shopping, and galleries that make Captiva a one-of-a-kind vacation destination.br brPlease NotebrSleeps 6br7-night minimum staybrDog-friendly with non-refundable $175 pet rent per dog (2 dog max.; 50 lbs. total max.)brSmoking is not permitted

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$1672.02

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Private Vacation Home

7 Bedroom, Mediterranean Home just 500 Feet Away from the Beach! Belle Bellini

Captiva, Florida, United States

Belle Bellini • Captiva Island Vacation RentalbrbrOnly 500 feet to the beautiful Gulf! This Mediterranean-style home is surrounded by tropical landscaping and features a two-car garage, heated pool, and spa. Located in the heart of Captiva, you are steps away from two art galleries, beach equipment rentals, an island grocery store, a kayak/jet ski rental, a coffee/ice cream store, and golf cart rentals.brbrThis courtyard style opens onto multiple decks with beautiful wrought iron railings. The outdoor space features a chef's outdoor kitchen with a gas grill, wet bar, refrigerator, and dining area. If the family tires of the pool, they can come inside and enjoy a tile-floored game room complete with ping pong, foosball, and TV.brbrThis Robb and Stucky-decorated home has a living room with tall ceilings, a decorative fireplace, and leather furniture. The open kitchen and dining areas are great for enjoying family meals. The gourmet kitchen has an island with a prep sink, granite counters, a gas cooktop, a wall oven, a Keurig coffee maker (and a standard coffee maker), and more. The dining room comfortably seats 10 and has more seating at the breakfast bar. There is also a powder room nearby.br brPlease NotebrSleeps 6br7-night minimumbrReservations for this exclusive propertiy can only be booked directly through Royal Shell. No third-party bookings will be honored.brSmoking is not permitted

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$1138.16

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Private Vacation Home

Harbour House Captiva - Private Captiva Home with Pool and Dock.

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. brbrbrbrExperience the epitome of coastal living at Harbour House Captiva, a beautifully renovated home designed for an upscale and unforgettable stay on Captiva Island. Nestled in the heart of the historic Captiva Island village, this charming retreat is just a short stroll from the island’s top dining spots, including the Keylime Bistro, R.C. Otters, Cantina Captiva, Mucky Duck, and the iconic Bubble Room. Immerse yourself in the vibrant island music, explore unique shops, and enjoy the nearby marinas. For those looking to explore further, golf cart and bike rentals are conveniently close by.brbrbrbrHOME FEATURESbrbrLuxurious Island Living: This island oasis offers a spacious floorplan perfect for relaxed living. The main level features an updated living room, family room, dining area, full kitchen, and laundry room. Step out onto the expansive screened lanai overlooking the heated pool and stunning bay waters, ideal for outdoor relaxation. The open porch is perfect for grilling your fresh catch of the day.brbrbrbrComfort and Convenience: With four beautifully appointed bedrooms, including three king bedrooms and one queen bedroom, plus an open loft with two twin beds, Harbour House comfortably accommodates up to 10 guests. The primary suite is thoughtfully equipped with a roll-in shower for accessibility.brbrbrbrPrivate Dock and Pool: Enjoy the luxury of a private dock with electric and water access (lift not available for guests). The heated pool and soaking tub provide the perfect spots to unwind after a day of island adventures.brbrbrbrModern Amenities: Harbour House is equipped with smart TVs, complimentary Wi-Fi, and an elevator ensuring everyone stays entertained. The home also features a Ring doorbell and a security camera facing the boat for added peace of mind.brbrbrbrPrime Location: Located just a short walk from the island’s best restaurants and attractions, Harbour House Captiva is the perfect base for your island adventures. Whether you’re exploring the local dining scene, shopping, or enjoying the marinas, everything is within easy reach.brbrbrbr**Photos were taken prior to Hurricane Ian**brbr brbrHAVE QUESTIONS brbrCall the Sanibel Captiva Island Vacation Rentals Team for more information, including a list of local vendors that rent items such as bicycles, kayaks, and baby equipment.

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$506.79

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Private Vacation Home

Two Bedroom, Two Story Home in Sunset Captiva - Sunset Captiva 28

Captiva, Florida, United States

Sunset Captiva 28 • Captiva Island Vacation RentalbrbrJust a short walk to the Gulf and Captiva beaches, Sunset Captiva 28 is a lovely 2-story elevated home on Captiva Island. You'll love the open beachy living area with a beautifully remodeled kitchen that opens to the lanai through two large sliding glass doors. The screened lanai is large enough to relax and dine, with ample seating to entertain. On the upper level, enjoy the beautiful Captiva weather from a sun deck.brbrAs part of Sunset Captiva, a quiet 59-home community in the heart of Captiva Village, this Captiva Island vacation rental is in a fantastic location — just a short walk to the historical Captiva district where you will find restaurants rich with island charm and fare, boutiques, galleries, and a small but well-provisioned grocery store. Sunset Captiva offers guests great amenities like a heated swimming pool, tennis courts, and a private boardwalk leading to the Gulf.br brPlease Note:brSleeps 6brParking is limited to two cars, but additional parking is available at Royal Shell's Captiva officebrBoat dockage is available at no cost to guests but must be reserved in advance. brSmoking is not permitted

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$968.66

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Private Vacation Home

Sapphire blue water-white sandy beaches just steps from your front door-Luxury

Captiva, Florida, United States

Donax is ready to Welcome Guests! The beautiful townhome sustained very little damage from hurricane Ian. The small damage has been repaired and this Gulf Front townhome is ready for guests to enjoy the beautiful and open beaches of Captiva. brbrSapphire blue water, white sandy beaches just steps from your front door and a luxury villa. Everything you need for the perfect friends and family vacation. Donax Beach Villa offers spacious rooms, rich colorful décor and comfortable living. Walk into the professionally decorated living room featuring expansive views of the Gulf of Mexico where you can relax to the waves while watching a spectacular sunset. The open floor plan easily flows into the dining area with seating for six. Beyond the dining area is a comfortable family room with large flat screen television and DVD player where you can lounge your nights away watching your favorite movie. The large gourmet kitchen has all you need to make the perfect meal or just heat up left overs. Have your morning coffee at the breakfast nook featuring sliding doors overlooking the beach. Get a full night’s sleep in the spacious master with king bed, flat screen TV and screened lanai with tropical views. Relax in the master bathroom spa tub, separate shower, double sinks and make-up area. The two large guest rooms on the second floor share a large bathroom and office area. The Gulf facing bedroom features windows with amazing views, a king sized bed and flat screened TV. The second guest room features a double bed, a twin bed, a WII and a private lanai with tropical views. Donax is the perfect vacation home.brbrCaptiva Beach Villas is a four unit Gulf to Bay Complex. Complete with heated pool, hot-tub, gas grill, picnic area and boat dock. The dock has electricity, water and can accommodate a 26 foot boat. Please contact our office for dock fee.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)!

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$2077.26

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Private Vacation Home

A Serene Gulf-Front Escape with Private Pool and Guest House

Captiva, Florida, United States

Arcadia Captiva: A Serene Gulf-Front Escape with Private Pool and Guest House brbr Arcadia is a rare Gulf-front villa paired with a charming guest house, offering an idyllic retreat on Captiva Island’s pristine white sand beach. This luxurious property invites large families, friends, or couples to enjoy ample space, stunning sunsets, and direct beach access. Professionally decorated with tasteful beach chic décor, Arcadia provides the perfect blend of comfort and style. Spread out between two beautifully appointed homes connected by a tropical garden and heated pool, your group will find plenty of room to relax, explore, and make unforgettable memories together.brbrRelaxed Luxury with a ViewbrStep into the main house, where a newly renovated kitchen boasts Sub-Zero and Bosch appliances, quartzite countertops, and a spacious open-plan living and dining area. Comfortable sofas and chairs, along with games, puzzles, and books, create a welcoming space for all ages. Floor-to-ceiling windows and an expansive deck frame breathtaking views of the Gulf of Mexico and the uncrowded white sand beach. The master bedroom offers a king-sized bed, flat-screen TV, a private porch overlooking the beach and pines, and a marble-tiled master bath with double sinks and a walk-in shower. Two additional guest bedrooms, each with two twin beds, share a marble-tiled bathroom with a walk-in shower. A pull-out sofa in the sunroom accommodates extra guests. The guest house features a king bedroom, full bath with a walk-in shower, a renovated kitchen with matching high-end appliances, an open living-dining area, and a screened porch for tranquil relaxation. A pull-out sofa in the guest house's living room offers additional sleeping space. Both homes include washers and dryers for your convenience.brbrAmenities & Important NotesbrPrivate heated pool connecting the main house and the guest housebrDirect access to the pristine white sand beachbrTwo fully equipped kitchens with premium appliancesbrMultiple outdoor seating areas and expansive decks with Gulf viewsbrBeach chairs, umbrellas, sand toys, and pool toys are providedbrLarge propane grill with tools for outdoor cookingbrFlat-screen TVs, games, puzzles, and books includedbrWasher and dryer in both housesbrProfessionally decorated with beach chic décorbrIdeal for families, groups, and multi-generational vacationsbr2 King beds, 4 Twins, 2 Queen Sleeper/sofasbrbrPlan Your Island Escape - Enjoy morning coffee on the porch as you watch shorebirds, dolphins, and even bald eagles glide above the Gulf. Spend your days swimming, shelling, fishing, or lounging poolside before gathering for vibrant sunsets that paint the sky with unforgettable colors. Arcadia offers a warm, comfortable, and stylish retreat where every moment feels like paradise.brbrKingfisher Vacation Rentals will only book reservations up to 51 weeks in advance.brAll of our properties have contact-free check-ins.

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$689.52

/ Nightly

Private Vacation Home

Sunny By You Beach House: North Captiva, Private Pool, Steps to Beach, Golf Cart

Captiva, Florida, United States

Check out our Summer Discounted Rates!brSunny By You Beach House has EVERYTHING you need for a perfect North Captiva Island getaway! Welcome to Paradise on North Captiva Island. Sunny By You Beach House is a newly updated, beautifully furnished and decorated beach home, just steps from spectacular Sunset Beach. North Captiva Island is a magical place- there is nowhere else like it. The island is only accessible by boat or plane. This gorgeous barrier island has miles of natural beaches and half the island is in Florida State Park Reserve Land with lovely trails. There are just a few hundred homes, sand trails for roads, no cars with just golf carts for getting around.brbrWe are delighted to share Sunny By You with you. We are “hands on” homeowners who love this sweet beach home on incredible North Captiva Island.brbrAmenities for this sparkling beach home that has everything you need for the perfect North Captiva get-away!brOUTDOOR & BEACH LIVINGbr* Private, heated, salt-water pool perfect for a sunset swim!br* Ample sun and shade deck lounging areas with plenty of comfortable furniturebr* Pool toys and gamesbr* Screened top floor lanai with plenty of seating & gulf viewsbr* Roomy deck with furniture and shade umbrellas overlooking the poolbr* Shaded bar area with seating and mini-fridge to keep your drinks coolbr* Pool/beach shower on the ground level with comfy hot and cold waterbr* Foot wash station to wash off sandy feetbr* Hammock and hanging chairbr* A 6-seater golf cart is included (a 4-seater is also available for rent)br* 2 kayaks for exploring the island and boogie boards for surf funbr* Ping pong, cornhole & beach gamesbr* Sand volleyball and badminton on the adjoining lotbr* Sun Ninja Shade, beach blanket, beach umbrella, beach chairs, beach games, toys, coolers, beach wagon and morebr* 200 steps from spectacular Sunset Beachbr* Plenty of Beach towels providedbr* Located on a double lot on quiet, lovely Oyster Shell Drive, offering tranquility and peace.br* A short walk to the incredible North Captiva Reserve Land Florida State Park trailsbr* **Cargo Lift elevator is only available to guests with a physical need for its use. Approval in advance is needed. brbrKITCHEN & DININGbr* Fully equipped, modern kitchen for memorable mealsbr* Full suite of kitchen appliancesbr* Delicious, reverse osmosis drinking water filter in the kitchen for your enjoymentbr* Keurig Duo coffee maker for either pods or to fill an insulated carafebr* Roomy table that can seat 10, plus plenty of space on the lanai, or out on the decks for snacking and light mealsbr* Propane grill on the ground level for your delicious grilled meals brbrCOMFORT, ESSENTIALS & ACCOMMODATIONSbr* 4 Bedrooms that sleep 10 in beds br* Master Suite with Queen bed and en-suite shower/bathroom br* Comfortable bedroom with Queen bed br* Bunk Room with large Bunk Bed, Queen with XL Full over br* Adorable small bedroom with 1 Full Bed br* 2.5 bathrooms (shower and a tub) plus ground level pool shower and footwashbr* Baby and kid-friendly items Including 2 Pack-N-Plays, high chair, booster seat, kid dishes/utensils and baby gatesbr* Premium linens & bath amenities (including soap, shampoo, conditioner etc)br* Pet-friendly (with a non-refundable pet deposit)br* Assistance animals are always allowedbr* Washer & dryer center located near the bedroomsbr* Inside fun includes various board games, cards, jigsaw puzzles, coloring books , kid and grown-up books and morebr* New central AC with heat (as needed)br* Ceiling fans in most roomsbrbrTECHNOLOGYbr* Starlink High-speed wireless internet with additional mesh nodebr* 65” Smart TV with Hulu/Disney+/HBO/Showtime streaming, live TV all included or login into your own servicesbrbrSAFETYbr* Two fully updated safety golf cart charging stations, near but not under the homebr* Golf Cart fire suppression systems installedbr* New and updated wiring in the homebr* Remote electrical systems monitoringbr* Updated fire extinguishers, fire blankets and emergency ladderbr* First aid kitbr* Keyless, coded entrybr* Smoke and carbon monoxide alarmsbr* Please note: we have an exterior security camera monitoring the driveway, a video doorbell for easy access and in the back yard, a “Gopher Tortoise Cam” to watch for Matilda and other crittersbrbrGUEST SERVICESbr* Onsite property management and concierge services provided by Shally’s Seashells Property Managementbr* Shally’s “meet & greet” at the ferrybr* Luggage & grocery assistancebr* Ferry coordination supportbr* Responsive, top-tier guest service during your staybrbrAccessible Only by Ferry:br * Escape the crowds and experience the car-free charm of North Captiva Island.br * Ferry reservations required; round-trip transportation and car rentals availablebr-North Captiva is delightfully different than Captiva Island… no bridge means that you have the incredible experience of old Florida, without the crowds.brbrConcierge Service with Shally’s Seashells Property Management:br-Shally’s Seashells is our 24/7 property management team on the island to assist you with anything you need. From arrival to departure, we’ve got you covered! brbrPro Tips for Your Stay:br * Pre-stock groceries or pick them up on your way to the marina. br * Arrive at Pineland Marina 15 minutes before your scheduled ferry.br * Relax and let us handle your luggage and groceries upon arrival!brbrDon’t Wait to Book Your Time at Sunny By You on North Captiva Island!brSunny By You is perfect for families, couples, and friends looking for a unique island getaway.brPlease plan your trip with us for Saturday to Saturday (in 1 week blocks). Sometimes we can accommodate different schedules. Please contact us if you’d like to learn more.brbrDining Options on North Captiva IslandbrIf you want a break from preparing your own meals, there are other options for dining. North Captiva has several private chefs who will cook for you in our home, or send a prepared meal on the ferry. There are *currently 3 restaurants to choose from - Mango’s, Mainstay and Over the Waterfront for dining in or takeout. Hours change regularly so check with them as you are planning. brbrNorth Captiva was born in 1921 when a hurricane separated us from our neighbor, Captiva Island, to the south and no bridge was ever built to connect us. North Captiva is the ultimate in private island experiences. It is four miles long, 1/2 mile wide, 700 acres, located 6 miles off the coast of Florida and is accessible only by ferry or boat. The only “crowd” you’ll encounter on the beautiful, shell strewn beaches are birds and crabs! Ospreys can be seen diving for dinner daily on the beach, or in the trees enjoying their catch. You will also find an abundance of tropical breezes, Florida sunshine, local island hospitality, and manatees. Dolphins can be seen feeding daily from the beach. The south end of the island boasts a 350 acre State Preserve, part of the Florida State Park system, providing sanctuary for many migratory and nesting birds, including American Bald Eagles. Hiking trails through the preserve bring guests to more of the island’s pristine beaches. One gift left by Hurricane Ian is wider beaches that allow islanders to walk all the way to Redfish Pass and wave at Captiva Island on the other side. Other island activities include kayak, boat and paddle board rentals, plus tours available for fishing, shelling, dolphin watching and island hopping. For relaxation, enjoy downtime at our pool or the beach. There are also massage appointments available to book at home or beachfront.

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$904.59

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Private Vacation Home

Stunning Gulf Front Beauty!

Captiva, Florida, United States

Stunning Gulf Front Beauty! brbrWalk out the back door, and you’re on the beach! This four-bedroom, three ½ bathroom home is the perfect escape for a relaxing beach vacation. The large living room features a flat-screen TV, a fireplace, comfortable seating, a desk area, and sweeping views of the beach and sparkling blue waters of the Gulf. Dine in the open dining room with seating for eight or dine el fresco on the screened-in porch overlooking the Gulf. Create a fabulous meal in the large open kitchen with updated appliances, hard surface counters, and tile backsplash. Relax in the first-floor master suite with a king-sized bed, flat screen TV, and a private screened-in patio overlooking the gulf. The beautiful master bathroom has dual sinks and a tiled glass shower. Your guest and family will be more than comfortable in the first-floor guest bedroom suite with an attached powder room, a queen bed, a flat-screen TV, and relaxing beach and Gulf Views. The second guest bedroom features two twin beds, a flat-screen TV, and tropical views. Share the master bathroom or use the hall bathroom with a walk-in shower. The second master suite upstairs has more amazing views of the beach and the Gulf of Mexico, a king-size bed, and a flat-screen TV. The large master bathroom has a walk-in closet, a bath and shower combination, and plenty of counter space. Relax your days away in the private large heated pool. Spend your nights watching the stars from the hot tub. Stroll along the pristine white beaches of Captiva and watch world-famous sunsets from your backyard.brbrA truly special beach home for an amazing vacation.brbrThe Winshall home also features wheel chair accessible ramps to the home.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)!

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Sleeps

$556.63

/ Nightly

Private Vacation Home

Lollipop, the perfect Captiva Home

Captiva, Florida, United States

**Lollipop is considered a value property which means great location, and a good interior but some worn fixtures and some worn exterior**brbrLollipop is the perfect Captiva vacation home. Central to Captiva Village this three-bedroom three and ½ bath pool home offers the perfect escape for a relaxing vacation. There are so many great features to this home, cathedral ceilings, a screened-in porch, an updated modern kitchen, a pool and spa, and multiple decks. A short three-minute stroll down sandy Laika Lane and you will be on the world-renowned beaches of Captiva. The master suite features a comfortable king-size bed and a large shower in the master bathroom. The first large guest room features ample space a comfortable queen bed and ba athroom in the hallway. The second guest room has a double bed and ample closet space. A day bed off of the living room with a trundle is a comfortable space for your guests. The third full bathroom is located off of the dining area on this main floor. Relax by the pool, walk to the beach, walk to restaurants and marinas. The perfect location for the perfect vacation.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)!

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$990.66

/ Nightly

Private Vacation Home

Beautiful 5 Bedroom Captiva Pool Home Central to Stunning Beaches

Captiva, Florida, United States

Discover the ultimate Captiva Island escape in this stunning five-bedroom, four-bathroom pool home, ideally located in the heart of the island, just steps from restaurants and boutique shopping. This luxurious retreat combines comfort, style, and breathtaking Bay views for an unforgettable vacation.brbrThe main living area welcomes you with a spacious sectional, comfortable chairs, and a flat-screen TV, while a second living area offers additional seating and another large TV, perfect for relaxing after a day on the beach. The open kitchen features granite countertops, updated appliances, and all the cookware, utensils, and glassware needed to prepare memorable meals. The dining area seats eight and flows to an air-conditioned enclosed lanai with cozy seating and a dining table for six, overlooking the heated saltwater pool and the Bay beyond.brbrSleeping arrangements span three levels for maximum flexibility. The main level includes a king bedroom with a private porch and en-suite bathroom. The upper level offers two bedrooms with private bathrooms: a king bedroom opening to a sweeping Bay-view porch, and a second bedroom with a queen bed and bunk beds, complete with a separate shower and bathtub. The lower level provides two additional bedrooms, a living area with a sleeper sofa, and a kitchenette. One king bedroom features a custom-tiled bathroom with dual sinks, while the second bedroom has two extra-long twin beds and shares the lower-level bathroom. Doors from the lower-level living area open directly to the pool patio, seamlessly connecting indoor and outdoor spaces.brbrOutside, the caged heated saltwater pool and adjoining hot tub comfortably accommodate eight guests, while the top-level rooftop deck offers expansive seating and panoramic views, perfect for stargazing or enjoying the Bay breeze. Guests can stroll to nearby restaurants, shop in the village, or use the provided wagon with beach chairs and umbrellas for a short walk to the beach at the end of the street. The home also includes an elevator for convenience, and a high chair and Pack N Play are available for families.brbrWhether swimming in the pool, relaxing on the lanai, or watching the sunset from the rooftop deck, this Captiva Bayfront Retreat provides everything you need for an extraordinary island getaway.brbrKingfisher Vacations will only book reservations up to 51 weeks in advance.brAll our properties have contact-free check-in.

5

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4

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12

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