Vacation Rentals By Owner In Captiva, FL

Showing 507 Of 507 Vacation Rentals

$660.04

Romantic Coastal Retreat! 1BR Cottage w/ Beach View | Onsite Pools | Parking

Captiva, Florida, United States

Discover coastal charm and adventure on Captiva Island, with private Gulf beaches and kayaking through Pine Island Sound. Relax in serene cabanas or stroll to Captiva Beach for sunsets. Explore the nearby Captiva Chapel By the Sea. Just a 60-minute drive from Southwest Florida International Airport, this getaway blends relaxation and outdoor fun for an unforgettable experience.brbrThis listing is for a room within a hotel.brbr✦ Your room is 450 sq. ft, equipped with complimentary toiletries, kitchen with basic amenities, high definition 34-inch TV, available with Netflix, Premium cable, and Standard cable, ensuring cleanliness and comfort throughout your stay.brbr✦ Cleaning services are available upon request (additional fee may vary)brbrThere are a few additional details to know before you book:brbr✦ The minimum age required for check-in is 21 years old.brbr✦ Please ensure you have a valid ID for check-in, as it is mandatory for entry.brbr———————————————brbrGuest Access:brDuring your stay, you will have access to the property and amenities according to the following schedule:brbr✦ Check-in is available from 04:00 pm, and is flexible afterwards. If you expect to arrive later, please let us know as soon as possible to make the necessary arrangements.brbr✦ You may keep your luggage at the front desk if you arrive early.brbr✦ Public or shared fitness center open from 6:00AM to 9:00PM, available in the property.brbr✦ Outdoor shared pool available all year, opened from 8:00AM to 8:00PM.brbr✦ Free parking lot – 1 space(s).brbr✦ Shuttle service is available upon request for $5.brbr———————————————brbrOther Things to Note:brThere are several additional things to note:brbr✦ A credit/debit card is required at check-in for a $250 refundable deposit, returned after check-out if no damages occur.brbr✦ A mandatory resort fee of $35.00 per night will be collected upon check-in, not included in the daily rate.brbr✦ Pets are welcome with an additional charge of $150.00 (per night). 40 lbs max capacity per pet, max 2 pets/ unit.brbr✦ We use multi-unit listings, so rooms are similar but may have small differences.brbr✦ Pet fee applies per night, with rates based on weight and room type; an additional cleaning fee may apply in non-approved roomsbr✦ Local shuttle available to island businesses, round-trip with a minimum farebr✦ Beach chairs/umbrella available for daily rent

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Exceptional(5)

$1668.47

/ Nightly

Private Vacation Home

Tarpon Watch: Experience Unparalleled Luxury on Captiva

Captiva, Florida, United States

Discover a haven of peace where the azure expanse of the Gulf meets the refined comfort of a coastal sanctuary. This expansive four-bedroom, four-and-a-half-bathroom residence offers an escape into serenity, complete with a private pool and effortless beach access. Step inside to find a seamless blend of modern design and natural elegance, with polished stone floors and a light-filled, open living space.brbrThe heart of the home, a gourmet kitchen with sleek countertops and a convivial island, flows effortlessly into a dining area designed for shared meals and laughter. The living space, a symphony of soft hues and plush seating, opens onto a screened veranda where breathtaking Gulf views unfold.brbrRetreat to the primary suite, a tranquil oasis with a luxurious soaking tub and gentle, sea-inspired tones. Additional suites, each with private baths and serene views, provide ample space for relaxation. A private path leads directly to the sandy shore, while the sun-drenched pool area offers a perfect spot for leisurely afternoons.brbrPlease note that this is a privately managed residence and does not offer resort amenity access. This property comfortably accommodates up to eight guests and requires a minimum five-night stay.brbrWhile you won't have resort amenity access, you won't need it as our home has everything you'll need and there are several restaurants just outside the gates of the resort for you to enjoy. brbr**Shared tennis court is still under maintenance due to the hurricane. As an alternative, you may use the beach villas tennis court.**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.brbrImportant Note:brPlease be aware that are ongoing repairs & construction within South Seas Resort. Kindly note that we do not issue refunds for disruptions caused by repairs or maintenance that are beyond our control.

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Exceptional(9)

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Villa

Beachfront 3BR Villa with Panoramic Gulf Views & Large Shared Pool w/King Bed

Captiva, Florida, United States

It shares a nice pool and furnished sun deck, as well as walking paths and a beautiful, wide sandy beach. Even in the busiest season, there is plenty of room on the beach, and on the prettiest days, you may find it as uncrowded as the photo at the top of this page.brbrEnjoy the commanding view over the beach and ocean offered by the screened lanai. Starting with morning coffee, maybe a noon meal, or cocktails through dessert during an extended sunset and twilight, this could be one of your favorite spots on Captiva.brbrBeach Villa 2029 has three bedrooms and three baths. Each bedroom has a cathedral ceiling with deluxe ceiling fans, giving an airy and open feel. The main level has two bedrooms, one with an en suite bathroom, and a guest bathroom in the hallway. Each bedroom has a pair of twin beds and a flat-screen TV.brbrThe primary bedroom suite occupies the entire upper level, reached by the spiral staircase. Skylights and the cathedral ceiling contribute to the feeling of spaciousness. The primary bedroom includes a balcony view over the great room and the oceanfront lanai beyond, and the balcony can be closed off with sliding doors for quiet privacy. A deluxe ceiling fan and flatscreen TV are installed. The primary and guest bathrooms have deluxe walk-in showers. brbrBeach Front unit in a gated resort community, directly on the beach, completely new insidebr2 bedrooms (king, 4 twins), 3 bathsbr6 personsbrLarge shared pool (20 x 40 feet) conveniently close to the entrance, tennis courts, gas grills at the picnic area. Many resort amenities (golf, trolley, restaurants) may not be available to our guestsbrFull Kitchen, Coffee Maker, Kuerig, Toaster, CookwarebrCentral Air / Heat, Linens / Beach Towels, Washer & Dryer, WIFIbrSorry, no pets are permittedbrBeach items such as chairs and umbrellas are providedbrSouth Seas Resort, Village, Walk to Beach, Close to ShopsbrbrMinimum Stay 3 Night Minimum -Off Season & 7 Night Minimum – In Season (Friday to Friday) Exclusion May ApplybrAll reservations/cancellations are subject to the terms and conditions (policies) of the American Realty Rental Agreement once the reservation is booked thru 3rd party platforms.brbrPolicies include, but are not limited, to a 4% credit card / debit card convenience feebrand $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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NEW LISTING! BEACH PARADISE: BEACHFRONT, SLEEPS 10, 2 CARTS, POOL, GAMES, & FUN

Captiva, Florida, United States

Introducing Beach Paradise: A Luxurious Beachfront Retreat on North Captiva Island, Now Available for your next vacation!brbrDiscover the allure of Beach Paradise, a brand-new listing boasting unparalleled luxury. This recently furnished 4-bedroom rental property rests directly on the pristine Gulf of Mexico shores, nestled amidst lush tropical surroundings adorned with swaying coconut palms and pristine white sands adorned with exquisite seashells.brbrPositioned as the epitome of beachfront living, Beach Paradise offers a unique experience. You can take a refreshing dip in your private beachfront pool or savor the Gulf views. This remarkable property can accommodate up to 10 guests, making it the perfect choice for family vacations, reunions, or even weddings.brbrBeach Paradise caters to both young and young-at-heart guests with an array of activities. Enjoy a swim in the private beachfront pool, engage in beach frisbee, challenge your friends to a game of Ping Pong, or test your aim with beach Corn-hole. And, of course, lounge in style on our Tommy Bahama Beach Chairs right by the water's edge.brbrImmerse yourself in the ambiance of a luxurious Caribbean beach resort without the need for a passport. Beach Paradise awaits your escape to coastal bliss!brbrNORTH CAPTIVA ISLANDbrbrUnlike the more familiar Sanibel and Captiva, North Captiva stands apart. Private island, boat/plane access. Uncrowded white sand beaches, excellent shelling, wildlife. 2/3 state wildlife preserve, 1/3 vacation homes. No cars, no crowds, just one touristy shop, a handful of restaurants, 4 miles of stunning beaches, and friendly families. On the island, get around using electric golf carts, bikes, or simply your own two feet. Beach Paradise provides 2 carts (1x8 Passenger & 1x4 Passenger), powered by long-lasting batteries, for our guests' convenience.brbrGROUND FLOORbrbrStep into our beachfront oasis on the ground floor, where a heated pool awaits, surrounded by brand-new loungers and shaded dining tables for leisurely afternoon lunches. Dive into adventure with two clear-bottom paddleboards, challenge friends to ping pong or cornhole, and sink into the comfort of Tommy Bahama beach chairs on the sandy shores.brbrInside, discover a recreational haven with foosball, air hockey, and a custom-painted pool table. Quench your thirst with the handy ground floor fridge, and unwind in style on the wicker sectional, accompanied by a 70-inch ROKU TV, perfect for post-sun relaxation. Two bunk beds and an attached full bath provide comfortable accommodations for up to four guests. Luxurious Samsung Washer and Dryer, conveniently placed in your beachfront oasis.brbrThe vibrant colors of the ground floor transport you to a paradise like no other.brbrSECOND FLOORbrbrExperience a Beach Paradise on the second floor, featuring two bedrooms with king beds adorned in beach-inspired quilts, evoking memories of your seaside adventures. Two full bathrooms and a half bath add convenience to your stay.brbrThe first full bathroom boasts elegant granite counters, dual sinks, ample lighting, and custom tile surrounding the bathtub. The second full bathroom also offers granite counters with a delightful turtle-themed decor and hooks for towels. The shower floor features soothing stones, creating a foot massage sensation, while a separate door offers privacy for the toilet area. The third bathroom, a charming half bath, is adorned with beach decor. In addition to the luxurious washer and dryer on the ground floor, Beach Paradise offers another set conveniently located on the second floor as well.brbrThe second-floor kitchen showcases sea glass granite counters and brand-new appliances, including a water filtration system. Beach-themed plates, silverware, and cookware complete the coastal vibe. The living room boasts a plush white leather sectional and a 70-inch ROKU TV with breathtaking views of the Gulf of Mexico. In addition, enjoy a mojito on the beautiful second floor bar. Step onto the second-floor balcony with two family dining tables and an additional table in the screened porch area. Grill up a feast on the hibachi grill while enjoying meals outdoors.brbrTHIRD FLOORbrbrAs you ascend to the third floor, you'll discover another king-size bedroom adorned with enchanting ocean-themed decor. A full bathroom awaits, featuring a toilet, sink, and shower.brbrStep into the ultimate relaxation zone on the third floor, where a lavish sectional invites you to unwind in style while enjoying a 70-inch ROKU TV. The beach-inspired bar with its stunning blue tile adds to the coastal ambiance. Gather around the custom-painted teal card table for family card games and endless fun.brbrThe third-floor balcony offers a higher vantage point for family and friends to savor breathtaking sunsets, completing your beach paradise experience.brbrGETTING READY FOR ISLAND EXCITEMENT brbrYour dedicated on-island property manager and personal concierge will streamline your island travel experience for ultimate relaxation. They'll assist in ferry boat options to North Captiva, warmly welcome you upon arrival, and provide transport to Beach Paradise (consider pre-stocked kitchen for convenience). Expect a private island tour, house orientation, and constant support during your stay.brbrWelcome to Beach Paradise, Where Every Moment Is Island Time! Each day holds a fresh adventure on North Captiva. Unwind by the pool, stroll along the beach, bike, kayak, fish, hike to nature's embrace, or simply savor the Gulf breeze on the porch. It's your island time, so kick off your shoes and slip into flip-flops for pure relaxation!

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Sleeps

Exceptional(8)

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Sunset Captiva 38 - Short walk to beach, pool, dock in Village area of Island

Captiva, Florida, United States

Sunset Captiva 38 is a beautifully updated stilted home in the Sunset Captiva community on beautiful Captiva Island, Florida. Our three bedroom home features a large living area with flat panel TV and plenty of seating as well as a dining area and full kitchen. The primary bedroom has a king bed with en-suite bathroom and there is an additional loft area with two twin beds. There are two additional guest bedrooms, one with a queen bed and the other with a twin bed and trundle. There's a full guest bathroom as well. Our home is unique in that it does feature an elevator, but that is only available for an additional fee and with owner approval (please ask our team member for more details). The Sunset Captiva community is one of the best on the Island with a huge heated pool, tennis court, bbq grills, beach access and even a dock across Captiva Drive. Dock for a fee ... please ask team members for details. We'll look forward to welcoming you to Sunset Captiva 38 for your next weekly or longer Captiva Island Vacation.brbrThe dock for Sunset Captiva is currently available dusk to dawn, as electricity has not yet been established. Contact the office for docking information.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.

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Exceptional(4)

$354.57

/ Nightly

Private Vacation Home

RUNWAY TO PARADISE– Charming 2 Bedroom Airstrip Home, Walk to Beach!

Captiva, Florida, United States

Welcome to Runway to Paradise, a charming 2-bedroom, 2-bathroom island home that sleeps 4 and sits right along North Captiva Island’s private grass airstrip. Whether you’re flying in or arriving by boat, this peaceful getaway offers the best of island living.brbrStep inside and you’ll find a bright, open living space filled with coastal charm and comfort. The fully equipped kitchen has everything you need for home-cooked meals or a quick breakfast before heading out on your next island adventure. Both bedrooms are beautifully furnished for relaxation, each with easy access to two full bathrooms.brbrRelax on the deck and enjoy the view of the gulf or take a very short walk to the beach and enjoy the sunset. Due to this house’s unique location adjacent to the small airstrip it is not surrounded by homes and offers better breezes.brbrJust a short golf cart ride away, you’ll find Mainstay and Barnacles Bar, a favorite island spot for fresh seafood, ice cream, and drinks with a view. brbrRunway to Paradise is exclusively managed by Shally’s Seashells Property Management, a trusted name on North Captiva known for personalized guest care and high-quality homes. Shally’s Seashells also offers grocery shopping services-have your groceries delivered and stocked before you arrive, so your vacation starts the moment you step off the boat.brbrAbout North Captiva Island:brAccessible only by boat or private plane, North Captiva is a true hidden gem on Florida’s Gulf Coast-no cars, no traffic, just pure island paradise. Spend your days shelling along miles of untouched beaches, watching dolphins play offshore, or catching breathtaking Gulf sunsets. You’ll enjoy the perfect balance of privacy and convenience with the local market, restaurants, and fun activities all a short golf cart ride away.brbrHighlights:br- Located directly on North Captiva’s private grass airstripbr-Grocery delivery service available through Shally’s Seashellsbr-Easy access to pristine beachesbr-Exclusively managed by Shally’s Seashells Property Managementbrbr*A golf cart is not included with the rental. Golf carts are available to be rented from Shally’s Seashells or Boats and Fun.

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Exceptional(3)

$2727.73

/ Nightly

Private Vacation Home

Gulf to Bay Unparalled Stunning Luxury Home

Captiva, Florida, United States

Gulf-to-Bay Luxury Retreat – Private Pool, Dock, Beach Access & Guest HousebrbrExperience the ultimate coastal escape at this exceptional Gulf-to-Bay residence. With breathtaking views in every direction, this one-of-a-kind home offers the perfect balance of luxury, comfort, and tropical charm. Featuring five bedrooms, five and a half bathrooms, and a historical guest house set over the water, this property is designed to deliver an unforgettable vacation experience.brbrFrom the moment you arrive, you’ll be surrounded by lush tropical landscaping, a spacious pool and hot tub, and private deeded access to a pristine Gulf beach located just across the street. A private dock on the Bay provides the ideal spot for fishing, boating, or simply watching the sunset.brbrInside, the home welcomes you with a grand entryway, highlighted by hand-painted murals and a gold leaf tray ceiling. The first level includes a home gym, two-car garage, elevator, a bedroom with an en-suite bath, and expansive wraparound decks that open onto the pool area.brbrThe second level features an airy great room with soaring ceilings, a flat-screen TV, and panoramic views of both the Gulf and the Bay. The gourmet kitchen is a chef’s dream, complete with custom cabinetry, granite countertops, a convection oven, a wet bar, and a walk-in pantry. brbrAdjacent to the kitchen is a large office with a queen sleeper sofa that can be totally closed off for privacy. This level also features the luxurious master suite, which includes a king bed, a spacious bathroom with dual sinks, a walk-in closet, and direct access to an oversized deck. brbrThis outdoor space is perfect for entertaining, with a full kitchen, fireplace, and dining area overlooking the pool and the Bay.brbrUpstairs on the third level, you'll find a cozy secondary living area, a bistro table for morning coffee, and two beautifully appointed bedrooms—each with a queen bed and stunning water views. Two full bathrooms complete this level.brbrFor added comfort and privacy, the totally seperate boathouse/guest house sits directly over the Bay and offers a full kitchen, sleeper sofa all with sweeping water views and charming, historic character.brbrWhether you're lounging by the pool, enjoying sunset dinners on the deck, or exploring the water from your private dock, this exquisite Gulf-to-Bay home offers everything you need for a truly memorable 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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Most popular vacation rentals in Captiva

Exceptional(3)

$1485.42

/ Nightly

Condo

Sandrift 1071 Captiva`s Premier Gulf-Front Escape: 3BR/3.5BA Retreat with

Captiva, Florida, United States

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Exceptional(3)

$1778.53

/ Nightly

Private vacation home

Beach Home 13: Your Premier Gulf-Front Escape on Captiva Island

Captiva, Florida, United States

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Exceptional(3)

$1640.27

/ Nightly

Condo

South Seas Full Resort Access Beach Home 5 - 4 BR

Captiva, Florida, United States

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Exceptional(3)

$1581.50

/ Nightly

Private vacation home

Stunning Luxury Home with Stunning Water Views

Captiva, Florida, United States

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Exceptional(3)

$1503.06

/ Nightly

Apartment

Perfect Getaway! 2 Spacious Units, Free Parking, Restaurants, Pools, Waterslides

Captiva, Florida, United States

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Exceptional(3)

$1449.98

/ Nightly

Private vacation home

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

Captiva, Florida, United States

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Exceptional(3)

$1348.07

/ Nightly

Private vacation home

The Blue Marlin - Beachfront Oasis with Private Beachside Pool & Boat Dock

Captiva, Florida, United States

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Exceptional(3)

$1444.92

/ Nightly

Villa

ONE Captiva- Gorgeous 6BR Gulf Front Villa, Private Beach Access

Captiva, Florida, United States

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Exceptional(3)

$1802.96

/ Nightly

Private vacation home

Eden - Iconic Ultra Luxe Beachfront Estate on Captiva

Captiva, Florida, United States

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Exceptional(3)

$1451.31

/ Nightly

Private vacation home

Luxury Waterfront Retreat in Captiva Island

Captiva, Florida, United States

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Bath

Sleeps

Vacation Rentals By Owner In Captiva, FL

$660.04

$1668.47

$354.57

$2727.73

Rent a place that suits your needs

Most popular vacation rentals in Captiva

$1485.42

$1778.53

$1640.27

$1581.50

$1503.06

$1449.98

$1348.07

$1444.92

$1802.96

$1451.31

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