Home Vacation Rentals By Owner In Captiva, FL

Showing 240 Of 507 Vacation Rentals
Slider Thumb
Exceptional(5)

$394.88

/ Nightly
Condo

Beach Cottage 1408: Remodeled 2BR/2BA, Screened Lanai, Heated Pool located in

Captiva, Florida, United States

Newly Remodeled Gulf-Front Bliss: Beach Cottage 1408brbrEscape to paradise in this spectacular, completely updated 2-bedroom, 2-bathroom Gulf-front cottage—just steps from the pristine waters of the Gulf of Mexico! Renovated from the studs up, Cottage 1408 offers a fresh, modern, and stylish retreat for your Captiva Island getaway.brbrPerfect for families or two couples, this charming cottage comfortably accommodates up to 4 guests, combining breathtaking views with luxurious comfort for a truly relaxing stay.brbrCoastal Comfort & AmenitiesbrGulf-Front Screened LanaibrYour private lanai provides direct, unobstructed views of the Gulf—ideal for morning coffee, evening cocktails, or enjoying the famous Captiva sunsets.brFully Remodeled KitchenbrThe chef-inspired kitchen features sleek countertops, modern appliances, and everything you need to prepare meals during your stay.brConvenient In-Unit LaundrybrA washer and dryer are included for your convenience.brBedroom SuitesbrBoth the primary and guest bedrooms feature queen beds. The primary suite includes a private en-suite bathroom for added privacy and comfort.brAssociation PerksbrGuests of Cottage 1408 have access to excellent community amenities:brHeated association poolbrDirect, convenient beach accessbrbrVacation ReadybrTo make your stay even easier, your booking includes a rental credit for vacation gear—choose from bikes, beach chairs, paddleboards, and more to enhance your time on Captiva Island!brbrImportant Booking DetailsbrSleeps: 4 guestsbrMinimum Stay: 4 nights (arrivals any day allowed)brNo Resort Amenities: Rental of this private cottage does not include access to Island Resort amenities (such as resort pools, trolleys, or fitness facilities).brbrImportant NotesbrbrPrivate ManagementbrThis condo is privately managed and not affiliated with Island Resort. Guests do not have access to resort amenities. brbrBeach GearbrBeach chairs and umbrellas are not provided. Instead, your stay includes a VayKLife rental credit for beach essentials such as chairs, umbrellas, coolers, and wagons—delivered right to your door. On-site gear availability varies and cannot be guaranteed.brbrConstruction & MaintenancebrThere are ongoing repairs and construction within the Resort. Refunds cannot be issued for disruptions caused by maintenance or construction outside our control.brbrStorm-Related ImpactsbrCleanup efforts following Hurricanes Helene and Milton are still underway. Some amenities—such as the pool and grill—may be limited during your visit.
Bed 2

Bed

Bath 2

Bath

Sleep 4

Sleeps

Slider Thumb
Exceptional(39)

$444.67

/ Nightly
Cottage

Romantic beach home with golf cart Remodeled Coastal charm

Captiva, Florida, United States

Amazing property , newly renovated vacation home with 1800 square feet for you to enjoy , all air conditioned .brbrEnjoy island living at its best with great views and easy access to several beaches within 3 minute stroll!brReverse osmosis drinking water systembrbrEmpty lots on all sides provides more privacy and is quieter toobrbrMasterful design & modern luxury. Enjoy gathering in the Expansive living room featuring Hardwood floors large windows & glass sliding doors leading out to the covered deckbrbrFully equipped kitchen , modern bathrooms and excellent decor , also comes with golf cart to explore the island.brbrAll new ceramic tile/hardwood/luxury showers, granite tops and hardwarebrbrWe have also provided beach towels , beach chairs , hair dryers, iron and ironing board brbrGourmet Kitchen with granite tops, stainless sink and appliances, refrigerator with filtered ice and water , microwave, stoke, Keurig coffee maker, toaster, blender etcbrbrNot a member of North Captiva Island clubbrbrEnjoy the five miles of pristine, sandy beaches. brTour the island's sandy roads on your beach buggy. brElectric golf carts are the only form of transportation on the island. brGo fishing from the beach, docks, boats and guided fishing charters. brbrFree use of golf cart brbrFresh remodel , new bathrooms , appliances etcbrbrWatch the manatees and dolphins play near the airstrip.brGo hiking in the 350 acre state wildlife preserve. brShop at the island gift shops and island hopping to nearby Captiva, Cabbage Key, Sanibel, Cayo Costa, or Boca Grande. brOr JUST RELAX. You're on Island Time. br brWe only rent through VRBO be aware of scams stating otherwise!
Bed 2

Bed

Bath 2

Bath

Sleep 4

Sleeps

Slider Thumb
Exceptional(9)

$724.75

/ Nightly
Condo

SEA TURTLE COVE-BEACHFRONT LUXURY-3 BR/2BA Pool/Hot tub combo - Golf Cart

Captiva, Florida, United States

Sea Turtle Cove – Beautiful Sunsets - North Captiva IslandbrbrOur POOL/HOT Tub combo is complete - check out the new picturebrbrThis newly redecorated two-story condo has beautiful views of the sunset right from the front deck. It is just steps from a beautiful secluded beach on the Gulf of Mexico. brNorth Captiva is home to four miles of pristine white sand beaches on the Gulf of Mexico and Pine Island Sound. Even on the busiest of weeks, you will feel like you are on your own private island. Hop on your golf cart and set out to explore! The only transportation on the island is electric golf carts and bicycles!brExperience quiet, laid back “island time”. Be sure to never miss the amazing sunsets. The perfect time to appreciate family and make new friends.brWhat to do:br#1 RELAXbr• Enjoy quiet “Island Time”br• Sit with friends at your private Tiki bar, with views of the Gulf of Mexico.br• Load the beach cart with beach chairs and boogie boards and have a “beach day”.br• Kayak the canals and harbor in search of manatees!br• Take your golf cart and tour the island, the south half of the island has a 350-acre nature preserve. br• Sit on one of the decks read a book and enjoy the views and the sounds of the ocean.brAll rentals include a 4 seat Club Car golf cart.brbrSea Turtle Cove features three bedrooms, two baths with sleeping arrangements for 7 people. Each bedroom and living room have Roku TV’s.br Large kitchen with all the necessary kitchen gadgets, and small appliances as well as reverse osmosis so no need to carry heavy water from the mainland and the refrigerator has an ice maker.brOutdoor seating and dining on the ground floor with Tiki bar and BBQ to cook your catch of the day.brThis condo is family friendly with plenty of games to entertain with kids’ dinnerware, travel crib, high chair and baby gate. brLaundry room has a full-size washer and dryer.brbrSea Turtle Cove and The Sandpiper Inn can be available as they are side by side which will increase your space to 6 bedrooms and 3 bathrooms to accommodate 13 family and or friends.brbrMaster bedroom with bath/shower, king bed.brUpstairs bedroom king bed with shared bath/shower.brUpstairs bedroom 3 twin beds with shared bath/shower.brMicrowave ovenbrDishwasherbrDrip coffee maker and a Keurig machinebrToasterbrBlenderbrHand mixerbrBakewarebrCookwarebrGriddlebrDinnerware and utensilsbrBBQbrBeach TowelsbrLinens and bath towelsbrbrNorth Captiva is an island accessible by water taxi only. Our private property manager's will meet and greet you upon arrival to assist you with your belonging to the house.
Bed 3

Bed

Bath 2

Bath

Sleep 7

Sleeps

Slider Thumb
Exceptional(1)

$1485.42

/ Nightly
Condo

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

Captiva, Florida, United States

Escape to Paradise: Luxury Gulf-Front Retreat with 180° Views!brbrExperience the pinnacle of coastal living at this stunning Gulf-front home, perfectly nestled within the exclusive Sandrift community in South Seas Resort. With its prime, multi-level end-location, this property offers an unparalleled 180-degree panorama of the Gulf of Mexico, providing a front-row seat for spectacular sunsets every evening.brbrThis spacious 3-bedroom, 3.5-bathroom home is your private oasis, thoughtfully designed to ensure comfort and privacy for everyone in your group.brbrHome & Living SpacesbrPrivate Bedroom Suites: Each of the three spacious bedrooms features its own en-suite bathroom, creating a private and relaxing space for every guest.brTranquil Primary Suite: The upper-level primary suite is a true retreat. Unwind in the spa-like bathroom with a large garden tub, a separate shower, and dual vanities. Step out onto your private open deck to enjoy peaceful Gulf views or a night of stargazing.brBreathtaking Views: The open-concept living and dining areas are designed to maximize the view, with floor-to-ceiling glass doors that seamlessly connect the indoor space to the breathtaking scenery outside.brChef's Kitchen: The well-appointed kitchen is a joy to cook in, featuring granite countertops, high-end stainless steel appliances, and a large central island, making family meals and entertaining a breeze.brOutdoor Living: Multiple outdoor spaces, including a spacious screened lanai and open decks, provide serene areas to relax and soak in the coastal atmosphere and fresh breezes.brbrCommunity & AmenitiesbrNestled in the quiet, tucked-away Sandrift community, you'll enjoy a perfect balance of privacy and access.brCommunity Pool & Tennis: Take a refreshing dip in the community pool or enjoy a friendly match on the tennis courts.brUnder-Building Parking: Convenient and secure under-building garage parking is included for your peace of mind.brWalk to the Village: While enjoying your peaceful retreat, you're still just a short walk or quick golf cart ride from Captiva's charming village, full of shops, restaurants, and island activities.brbrWhether you're exploring the island or simply unwinding at home, this extraordinary property is the ideal setting for your unforgettable coastal escape.brbrImportant NotesbrbrPrivate ManagementbrThis condo is privately managed and not affiliated with the resort. Guests do not have access to resort amenities.brbrBeach GearbrBeach chairs and umbrellas are not included. Instead, your stay includes a VayKLife credit for beach essentials such as chairs, umbrellas, coolers, wagons, and more. Delivery is included. On-site availability cannot be guaranteed. Your booking confirmation includes a link to redeem your credit.brbrConstruction & MaintenancebrCurrently, there are no ongoing repairs or construction within the Resort. Should any occur during your stay, refunds will not be issued for disruptions caused by maintenance or repairs beyond our control.brbrStorm ImpactsbrDue to Hurricanes Helene and Milton, access to some amenities may be limited during your stay.br 
Bed 3

Bed

Bath 3

Bath

Sleep 8

Sleeps

Slider Thumb
Exceptional(25)

$382.39

/ Nightly
Private Vacation Home

LaySea 8 - Across from Nature Preserve and steps to the best beach!

Captiva, Florida, United States

LaySea 8 is an octagonal house with a spectacular 360 degree view of the Gulf of Mexico, Nature Preserve and Pine Island Sound. Located on the last street on the island across from the Nature Preserve and just a short walk to the nicest beach on the island. House has been recently updated and has everything you need to relax and escape to paradise! The house has a huge screened-in wraparound porch on the main level that offers areas to dine, nap, read or have an intimate conversation. On the main level is the kitchen, dining room and living room....each with a big slider to the porch. Two bedrooms (both have king beds) are on this level along with 2 baths. The upper level is a beautiful octagon shaped room with a futon for extra sleeping. From there, go up to the Crow's Nest for beautiful 360 degree views of the island. Watch the sunrise over Pine Island Sound and catch the most spectacular sunsets over the Gulf of Mexico. Get around the island using the provided golf cart.brbrABOUT NORTH CAPTIVA:brNorth Captiva Island is a small remote island measuring 4 miles long and 1/2 mile wide that is only accessible by water taxi, private boat or private airplane. No cars on the island, only golf carts and bicycles! North Captiva is known for it's world class fishing. Fish from the beach or book a charter to catch, tarpon, sea trout, red fish, snook, grouper and snapper. Across from LaySea 8 is the Nature Preserve that is home to abundant wildlife - gopher tortoises, osprey, bald eagles, and pelicans. Don't forget the manatees. They can be seen at various dock locations on the island. Some of the best shelling in North America is right here on North Captiva.
Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps

Slider Thumb
Exceptional(2)

$1778.53

/ Nightly
Private Vacation Home

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

Captiva, Florida, United States

Managed by Dream Vacation Rentals, this stunning single-family beachfront retreat offers you the ultimate luxury island experience. With gorgeous views of the Captiva sunset and the Gulf of Mexico from nearly every room, this spacious home is the perfect setting for unforgettable family memories.brbrSpectacular Space & Luxurious ComfortbrThis beautifully appointed home features 4 Bedrooms plus a Loft and 4.5 Bathrooms, easily accommodating up to 10 guests.brOpen-Concept Living: The bright, open floor plan is ideal for entertaining. The living area is centered around an impressive 82 television with ample seating, flowing seamlessly out to the large, fully furnished and screened lanai.brGourmet Kitchen: The fully equipped kitchen boasts beautiful quartz countertops and a dining area with seating for eight, making meal prep a joy.brbrFlexible Sleeping Arrangements:brDownstairs Primary Suite: Features a King bed and a 55 TV with partial beach views and an en-suite bath.brDownstairs Guest: Features two Twin beds and an en-suite bath.brUpstairs Primary Suite: Offers stunning Gulf views, a vaulted ceiling, a King bed, and a 55 TV with an en-suite bath.brUpstairs Guest: Features two built-in Queen beds, a vaulted ceiling, and an en-suite bath.brbrEntertainment Loft: The upstairs loft is a perfect secondary gathering space with a large sofa, breathtaking Gulf views, and a 65 television.brPanoramic Balcony: Step onto the second-level balcony to enjoy truly panoramic views of the Gulf of Mexico—the perfect spot for sunset viewing!brbrAssociation Amenities & BookingbrAs a guest of Beach Home 13, you have access to excellent community facilities:brBeach Access: You are just steps from the beach!brDedicated Pool: Enjoy the dedicated association pool located just steps from the Beach Homes.brTennis Courts: Access to the community tennis court is included.brbrPlease note: This home is privately managed by Dream Vacation Rentals. Access to the greater Island Resort amenities (such as the main resort pools, trolleys, restaurants, or fitness center) is NOT included nor available with this rental.brbrBooking Requirement: This home requires a Weekly stay.brbrBeach Gear: 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 there are ongoing repairs & construction within the Resort. Kindly note that we do not issue refunds for disruptions caused by repairs or maintenance that are beyond our control.
Bed 4

Bed

Bath 4

Bath

Sleep 10

Sleeps

Slider Thumb
Exceptional(6)

$545.84

/ Nightly
Private Vacation Home

Three Bedroom Pool Home- Direct Channel Views

Captiva, Florida, United States

**This property has a “Value Property” designation**brbrBaywatch Casa - Right On The BaybrbrStaying at Baywatch Casa ensures all the features of your home away from home. The large main home features 3 en suite bedrooms: The first being a king bedroom. Second, a Queen bedroom. The third is two twins. A full eat-in kitchen, large screened-in lanai, open living and dining room, all tastefully furnished. Full washer and dryer and wine cooler.brbrRelax in your pool facing the bay, use one of the two shared docks with electricity and water for fishing or boating. Outdoor games are available to use on the abundant green lawns, or relax around the fire pit in the landscaped areas. Turn right out of the driveway to Captiva Village to try some of the main restaurants or shops on Andy Rosse Lane, or turn left onto Captiva Drive to go to Blind Pass for fabulous shelling.brbrBaywatch Casa does not have deeded beach access.brbrRent Baywatch Casa with one or all of the other Baywatch homes on the 3-acre estate. All homes are pet-friendly with an additional fee.brbr** Value Properties are units that enjoy great island locations offered at a bargain due to the basic conditions of the unit. These assessments are determined by Kingfisher management as well as repeated guest feedback indicating the property needs updating. Units are clean and maintained, but guests are encouraged to set expectations appropriately depending upon the vacation experience desired. 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

Bed

Bath 3

Bath

Sleep 8

Sleeps

Slider Thumb

$1503.06

/ Nightly
Apartment

Relax in Two 3BR Bayside Villas steps from Sunset Beach, Perfect for Families

Captiva, Florida, United States

Welcome to your sanctuary on Shell Island, where Beach Vacation Dreams Made Real await. Located in a secluded 330-acre retreat, our room offers an elevated guest experience surrounded by the pristine beauty of a wildlife nature preserve on Florida's Gulf Coast. Just steps to Sunset Beach, discover a world of adventure with shell picking, fishing activities, and private shelling charters.brbrThis listing is for 2 separate rooms within a hotel. The price shown in the listing covers all 2 rooms.brbr✦ Each room is 1600 sq. ft, equipped with complimentary toiletries, TV.brbr✦ Rooms are not adjoining and possibly not next to each other. Spaces are assigned upon arrival based on availability.brbr✦ Cleaning services included in the nightly price.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.brbr✦ Public or shared fitness center is available, available in the property.brbr✦ Pool is available.brbr———————————————brbrOther Things to Note:brThere are several additional things to note:brbr✦ A mandatory resort fee of $25.00 per guest per reservation will be collected upon check-in, not included in the daily rate.brbr✦ Pets are not allowed.brbr✦ We use multi-unit listings, so rooms are similar but may have small differences.
Bed 6

Bed

Bath 4

Bath

Sleep 12

Sleeps

Slider Thumb

$1780.93

/ Nightly
Private Vacation Home

Cabana Blu- Luxury Captiva Home with Pool and Steps to the Beach!

Captiva, Captiva, United States

WELCOME TO CABANA BLUbrbrWelcome to a brand-new Captiva luxury retreat—where elevated design meets effortless island living. This stunning new construction home on Wightman Lane is poised to become one of Captiva’s most sought-after vacation residences.brbrbrbrHOME FEATURESbrbrFrom the moment you arrive, Cabana Blu makes a statement with its timeless coastal architecture, clean lines, soft island hues, and charming upper-level balconies that set the tone for refined yet relaxed living. Designed for both beauty and function, this 4-bedroom, 4-bath luxury home sleeps up to 12 guests, offering ample space for families and groups to gather comfortably.brbrbrbrThe rear of the home is nothing short of a private resort. A show-stopping outdoor living space anchors the property, featuring a spectacular pool and spa design, expansive lounging areas, and multiple zones for dining, entertaining, and unwinding. Whether you’re floating under the palms, enjoying an evening fire feature, or hosting a sunset dinner outdoors, this backyard retreat is built for unforgettable moments.brbrbrbrInside, the home will feature an open-concept layout filled with natural light, sophisticated finishes, and seamless indoor-outdoor flow. Each bedroom is designed as a serene escape, paired with beautifully appointed bathrooms that reflect spa-like comfort and modern coastal elegance.brbrbrbrFor guests looking to mix relaxation with play, the home offers two paddleboards for exploring nearby island waters, a ping pong table for friendly competition, and a 6-seat golf cart available for an additional fee—perfect for cruising Captiva’s charming streets and beach paths with ease.brbrbrbrPerfectly located in the heart of Captiva, this exceptional home offers privacy, luxury, and proximity to the island’s world-famous beaches, dining, and laid-back charm—all while feeling like your own secluded oasis.brbrbrbr**ONE OF THE BEST FEATURES OF THIS HOME IS HAVING FULL RESORT ACCESS TO 'TWEEN WATERS ISLAND RESORT AND SPA WHERE YOU CAN ENJOY TWO POOLS, RESTAURANTS, LIVE ENTERTAINMENT, ADDITIONAL BEACH ACCESS, AND SO MUCH MORE!**
Bed 4

Bed

Bath 4

Bath

Sleep 12

Sleeps

Slider Thumb
Exceptional(9)

$213.56

/ Nightly
Apartment

Captiva Bayside Cabana !

Captiva, Florida, United States

**This property has a “Value Property” designation**brbrNeed a quiet place to relax and hang your hat while you spend your time on all that Captiva has to offer Then you need to stay at Baywatch Cabana, an efficient apartment situated on a lush three-acre site along Roosevelt Channel on Captiva Island. That is not only inexpensive but clean and comfortable. The individual but fully-furnished Cabana features a queen-sized bed, sofa, full bathroom, kitchenette (microwave and full-size refrigerator), and washer and dryer. The lanai has an eating area along with a gas grill, while French doors open onto a small sun deck facing north. brbrOutdoor games are also available to use on the abundant green lawns, or relax around the fire pit in the landscaped area. The grounds offer two shared docks with electricity and water for fishing or boating. Turn right out of the driveway to Captiva Village to try some of the main restaurants or shops on Andy Rosse Lane, or turn left onto Captiva Drive to go to Blind Pass for fabulous shelling.brbrBaywatch Cabana does not have deeded beach access. brbrRent Baywatch Cabin or with one or all of the other Baywatch homes on the 3-acre estate. All homes are pet-friendly with an additional fee.brbr** Value Properties are units that enjoy great island locations offered at a bargain due to the basic conditions of the unit. These assessments are determined by Kingfisher management as well as repeated guest feedback indicating the property needs updating. Units are clean and maintained, but guests are encouraged to set expectations appropriately depending upon the vacation experience desired. 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 1

Bed

Bath 1

Bath

Sleep 2

Sleeps

Slider Thumb

$1761.53

/ Nightly
Private Vacation Home

NEW! Aloha Baby ~ RA487151

Captiva, Florida, United States

30% Off August–October 2026 Weeks – Discount Already Reflected in Rates brbr brbrWelcome to Aloha Baby, a rare Gulf-front retreat that blends high-end comfortbrbrwith unbeatable location. Nestled directly on Captiva’s famed white sands,brbrthis 5-bedroom, 4-bathroom home offers effortless access to the beach and abrbrshort walk to Captiva Village’s shops, restaurants, and marina. Best of all,brbrit’s pet-friendly—so your furry family members can join in the island fun. brbr brbrRelaxed Luxury with a View brbrFrom the moment you step inside, you're greeted by panoramic Gulf views andbrbrairy, open-concept living spaces. The gourmet kitchen features granitebrbrcountertops, high-end appliances including a gas cooktop, dual ovens, and abrbrSub-Zero fridge—perfect for preparing everything from beachside snacks to fullbrbrfamily feasts. The adjacent living area is warm and welcoming, with bamboobrbrfloors, vaulted ceilings, plush seating, and a cozy fireplace. A media nookbrbrwith a large TV provides a perfect spot to unwind. The luxurious master suitebrbris a true retreat, featuring a king bed, chaise lounge, private balconybrbraccess, and sweeping water views. The en-suite bath includes double vanities,brbra separate shower, and a two-person, 10-jet soaking tub. Additional bedroomsbrbroffer flexible sleeping arrangements for families or groups, and the privatebrbrtheater room with a massive 78-inch screen and reclining leather seats makesbrbrmovie nights unforgettable. brbr brbrAmenities & Important Notes brbrGulf-front location with direct beach access brbrPrivate heated pool and spa brbrTheater room with surround sound brbrGourmet kitchen with gas stove and Sub-Zero fridge brbrOutdoor grill and multiple furnished decks brbrSmart TVs and Wi-Fi throughout brbrSurround sound system inside and out brbrWasher & dryer brbrDog-friendly (with approval) brbrWalking distance to Captiva Village brbr brbrPlease note: While Aloha Baby is pet-friendly, restrictions and fees maybrbrapply. Contact Property Manager for details. brbr brbrPlan Your Island Escape - Whether you're watching the sunset from your privatebrbrbalcony, taking your pup for a walk along the shell-strewn beach, or relaxingbrbrpoolside under the palms, Aloha Baby offers a one-of-a-kind Captiva experiencebrbrwith all the comforts of home. brbr brbrKingfisher Vacation Rentals will only book reservations up to 51 weeks inbrbradvance. brbrAll of our properties have contact-free check-ins. brbrbrbr
Bed 5

Bed

Bath 4

Bath

Sleep 12

Sleeps

Slider Thumb
Exceptional(5)

$585.41

/ Nightly
Private Vacation Home

Perfect Beachfront Retreat Captiva Island - Sleeps 8

Captiva, Florida, United States

Welcome to Beach Home 6brbrDiscover the perfect beachfront retreat at Beach Home 6, a stunning Gulf-front cottage on Captiva Island. Nestled within the exclusive gates of South Seas Island Resort, this three-bedroom plus loft, three-bathroom vacation rental comfortably accommodates up to six guests and offers unbeatable views of the Gulf of Mexico.brbrAbout the HomebrBeach Home 6 offers breathtaking beachfront views from nearly every room and features a reconfigured lanai with brand-new decking, creating an inviting space to relax and take in the coastal scenery. An expanded upper sundeck overlooks the pristine Gulf, while the main living area boasts vaulted ceilings, a smart TV, free Wi-Fi, and a fully equipped kitchen—perfect for both unwinding and entertaining.brbrSleeping ArrangementsbrPrimary Suite: King bed, smart TV, and a remodeled ensuite bathroom with a spacious walk-in showerbrSecond Bedroom: Queen bed with smart TV and access to a nearby hall bathroombrThird Bedroom (Loft): Two twin beds, an ensuite bathroom, and access to a private sundeck with beach viewsbrAdditional Loft Space: Queen sleeper sofabrbrWhile this home does not include access to South Seas Resort amenities, it still offers plenty to enjoy—pickleball and tennis courts, high-speed Wi-Fi, outdoor grills, and the beach just steps from your door. Everything you need for a relaxed island escape is right here.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 stoplight… there are none here!).
Bed 3

Bed

Bath 3

Bath

Sleep 6

Sleeps

Slider Thumb
Exceptional(3)

$706.47

/ Nightly
Private Vacation Home

Silverseas Cottage-Luxury 3-bedroom, Steps to the Beach, Pool, 2 Carts, WiFi

Captiva, Florida, United States

SILVERSEAS COTTAGE, The Perfect Beach Vacation Mere Steps From the Beach!brExperience the ultimate beach vacation! Our experience with visiting the Island gives us the knowledge to help make your island getaway a breeze. We know how much easier it is when you have the amenities already at the house, so we’ve gone the extra mile to provide so many extras so that you don’t have to pack them! Plus, we’ll offer tips and tricks on grocery shopping, booking your ferry, fishing charters and more. Our family is here to make sure this is the best vacation ever!br brFirst, the house. This gorgeous 3 bedroom, 2 bath home provides room for 7 guests. Immaculately clean and professionally decorated throughout, the main floor offers a great room with a vaulted ceiling, huge smart TV and the most comfortable furniture ever for relaxing after a day at the beach. Plus the open floor plan is perfect for visiting while you cook dinner or enjoy a glass of wine at the bar. The gourmet kitchen is fully stocked with everything you need to prepare a delicious meal, including cookware, dishes, utensils and even the basic spices and food staples such as flour, sugar and cooking spray. You’ll love our gas stove and oven, and clean-up is a breeze in the dishwasher (dishwasher pods are provided). The matching stainless fridge has ice and water in the door. The home also has a water softener and in-line filters so no need to bring bottled water! The kitchen also features granite countertops, a coffee bar, microwave, blender, hand mixer, Magic Bullet, waffle maker, drip coffee pot and Keurig, crock pot, toaster and more. Through the beautiful French doors of the kitchen, you can enjoy a fully screened porch overlooking the lushly landscaped, private pool area. Read a book, enjoy a glass of wine and the evening sunset while you watch the kids splash in the pool. Also attached to the porch and kitchen is the window-lined dining room which comfortably seats 6. The main floor also features a beautiful bedroom with a queen bed, smart TV, closet and private French doors to the screened porch. The second bedroom on the main floor features a full-size bed with a roll out trundle and smart TV. The main-floor bathroom is appointed with double vanities, a jacuzzi tub, and fluffy towels. Toilet paper, hair dryer, hand soap, shampoo, conditioner, and body wash are provided. Next door to the bathroom is the laundry room with full size washer and dryer. Pack minimally and just throw a load in the washer every couple days! Laundry detergent and beach towels are provided!br brUp the stairs to its own private oasis, you’ll find the master suite. This beautifully decorated, spacious room features a king size bed, sitting area, smart tv and ensuite bath. Two doors open to its own private deck with the perfect setting for an intimate conversation while watching the sunset. Also included in the master bedroom is a dedicated, quiet, office space where you can work or meet via video or phone conference. Our reliable, high speed Starlink internet keeps you connected. We also provide a monitor, keyboard, mouse and printer. The ensuite bathroom features a beautiful, tiled shower, double vanities and is stocked with fluffy towels, toilet paper, shampoo, conditioner and body wash. A hair dryer is also provided.br brOur outdoor living spaces are numerous, and all appointed with beautiful patio furniture. One of our favorites is the fenced in, heated pool. Relax in one of the lounge chairs while the kiddos play. Pool toys, floaties and life jackets are provided. Adjacent to the pool is a covered outdoor bar area with bar stools, television, sink and refrigerator. This space also features a picnic table and corn hole (bags) game. Or lounge nearby in the hammock! Sandy from your day at the beach Spray off in the outdoor shower. Also on the ground level is an outdoor shell washing and fish cleaning station.br brOur home comes with two 4-seat golf carts to easily get around the island. If you prefer, feel free to use our two fat-tire adult bicycles and youth fat-tire bike to explore the island and the nature preserve. br brWe know you’re really coming for the beach, and we thought of everything you might need for that too! We provide sand scoopers, shell bags, beach chairs, beach umbrellas, beach toys, a large Bogg bag, beach wagon and a cooler to haul your drinks to the beach. We have wooden boogie boards and a large paddle board to play in the beautiful gulf waters. If you’re traveling with small kids feel free to use our portable pop-up outdoor play yard and beach blanket! Do you love to fish So do we and we’ll share all our experience with shore fishing, including what lures and bait to use, where on the beach has the best fishing and more. We also provide fishing poles and a dedicated cooler to haul your day’s catch home in.br brNeed a break from the beach Hang around the house and enjoy a show on one of our smart TVs with streaming services provided. We also have a variety of books and board games for kids and adults. And, to keep the kiddos busy Magna Tiles and Thomas the Train wooden tracks and trains, plus a fun scavenger hunt just for our guests. We are also just a short walk to the huge, public, Island Club Pool and Mango’s Bar & Grill. Grab an ice cream cone at the Island Club Store or Mainstays, rent bikes or kayaks at The Island Club or book a charter fishing or shelling trip with one of the island’s first class guides.br brWe invite you to reach out with any questions you have about visiting the island and our home. Upon booking we will reach out to you via phone for a one-on-one session to learn more about you and your family, your vacation plans and to answer any specific questions you have! We can’t wait for you to experience Silverseas and make memories that will last a lifetime!brESSENTIALS WE PROVIDE:brWireless phone chargersbrAll linensbrHand Soap, Shampoo, Conditioner & Body WashbrLaundry DetergentbrDishwasher PodsbrToilet Paper & Paper TowelsbrAluminum foilbrFirst Aid Kit with Basic SuppliesbrBasic Spices and Food Staples (we’ll discuss a full list on our phone call!)brCoffee & FiltersbrKid Games: Jenga, Trouble, Checkers, Fishing, Monopoly, etc.brKid Toys: Legos and Thomas the Train Wooden Rails and TrainsbrOffice Equipment: Monitor, Keyboard & Mouse, PrinterbrGas Grill with Extra Gas BottlebrDog BowlsbrPack n PlaybrPlaypenbrHigh ChairbrBaby Gatebr brFOR THE BEACHbr2 Adult Fat Tire Bicyclesbr1 Youth Fat Tire BicyclebrBogg Style Beach BagbrBeach WagonbrBeach BlanketbrPortable Play YardbrBeach ChairsbrShell Bags & Sand ScoopersbrBeach TowelsbrBeach Toys: Shovels, Castle Making Forms, Football, Rackets w/BallsbrBoogie BoardbrSkimboard brBeach UmbrellasbrBeach CanopybrShark Tooth SiftersbrPuddle jumpers and Infant Life JacketsbrCooler with Reusable Freezer Ice PacksbrCooler for Fish CaughtbrFishing Poles and Rod Holders for Surf Fishingbr brWe tried to list it all, but if there’s something you don’t see on the list, reach out to Miranda at 573.718.2875! Chances are we have it! We’re here to make this your best vacation ever!br brThings to do:brOur exclusive scavenger huntbrBird WatchingbrCycling (2 adult & 1 youth fat-tire bike included)brDolphin SightingsbrFishing TripsbrGolf Cart RidesbrJet SkiingbrKayakingbrNature Walks Through the PreservebrNight Crab HuntingbrPaddleboarding (paddleboard and paddle included)brSailingbrShore Fishing for Shark, Stingray, Tarpon, Sea Trout, Red Fish, Snapper, Snook, Whiting and More (fishing poles and sand anchors provided)brSnorkeling & Scuba Diving (snorkel and fins included)brSunbathingbrSunset WalksbrSwimming at our Private Pool or The Island Club Free Public PoolbrThe Best Shelling in the NationbrTortoise SightingsbrWater SkiingbrWildlife ViewingbrGuided shell huntsbrTrips to the ice cream shopbrIsland dining
Bed 3

Bed

Bath 2

Bath

Sleep 7

Sleeps

Slider Thumb
Exceptional(8)

$402.69

/ Nightly
Condo

Ocean's Edge - Beachfront Luxury Condo

Captiva, Florida, United States

Welcome to Ocean’s Edge | Luxe Gulf-View Condo | Steps from the Beach | Walk to DiningbrSettle into paradise at Ocean’s Edge, your stylish home-away-from-home in the heart of Captiva Island—one of Florida’s most charming and sought-after coastal destinations. Newly remodeled and thoughtfully designed, this condo combines refined coastal elegance with all the modern comforts you need for a serene and memorable beach escape.brbrAsk Us About The Golf Cart When Booking!brbrYour Coastal Retreat AwaitsbrOcean’s Edge has been completely reimagined to reflect the calming hues of sea and sky. With just under 700 sq. ft. of beautifully designed space, it’s ideal for couples or small families looking for relaxation, style, and unbeatable Gulf views.brbr Sleep in LuxurybrThe master bedroom features a premium high-end mattress, luxury linens, and triple-sheeted bedding for the ultimate night’s sleep.brA plush designer sleeper sofa in the living room opens into a queen bed, perfect for extra guests.brbrCook in ComfortbrA fully equipped kitchen with quartz countertops, modern appliances, and thoughtful extras is ready for everything from simple breakfasts to sunset dinners.brbrDine & UnwindbrGather at the dining table for four or enjoy your meals al fresco on the private balcony as you watch the waves roll in.brbrStay EntertainedbrSmart flat-screen TVs in both the living area and bedroombrHigh-speed Wi-Fi and cable so you can binge your favorites or catch the gamebrbrRefresh After the BeachbrA stunning, fully remodeled bathroom with quartz finishes, designer fixtures, and a shower/tub combo—great for kids and adults alikebrbrBeach Days Made EasybrYou're just a short boardwalk stroll to the beach, where you can spend your day sunning, swimming, or shelling. We’ve provided:br2 beach chairsbr1 lightweight umbrellabr6 oversized beach towelsbrbrThere's also a heated pool (subject to availability), outdoor showers, community grills, and tennis + pickleball courts right in front of the unit.brbrWalk to EverythingbrWake up and grab coffee from Starbucks (just 1000 feet away), then head to the Village of Captiva (a 10-minute walk) for shopping, ice cream, and dinner. Restaurants currently open include:brRC OttersbrCaptiva PizzabrThe Green FlashbrCantina CaptivabrThe Shipyard (casual + coastal)brCrow’s Nest (for a more upscale experience)brOld Captiva House (an island classic)brThe Bubble Room & Keylime BistrobrbrFor adventure: Hop on a Captiva Cruises boat tour to Cabbage Key—the inspiration behind “Cheeseburger in Paradise”brbrYour stay is managed by Glass Casa Vacations, known for top-tier cleanliness and five-star service. We’re local, reliable, and responsive, available 24/7 for emergencies and just minutes away if you need anything during your stay.brbrSmart lock check-inbrFull access to condo, pool, beach boardwalk, grills, and morebrHotel pool and towel service is reserved for resort guests—but everything else is yours to enjoy!brbrReady to relax, recharge, and soak in the sunsets brBook your stay at Ocean’s Edge and experience the laid-back luxury of Captiva Island—where every day ends with toes in the sand and a view you’ll never forget.brbr***Minimum 25+ Age Requirement***brbrVRBO ID #4540548brVRBO 4540548
Bed 1

Bed

Bath 1

Bath

Sleep 4

Sleeps

Slider Thumb
Exceptional(2)

$338.96

/ Nightly
Condo

Palm Haven - Upscale Captiva Island Condo

Captiva, Florida, United States

***Please be aware Captiva Resort Villa, Building 3100 elevator is not running and may be out until after March 2026***brbrWelcome to Palm Haven | Stylish Renovated Condo Near the Beach | Walk to Dining & ShopsbrLooking for the perfect blend of relaxation, comfort, and convenience on Captiva Island Welcome to Palm Haven, a beautifully renovated, modern condo designed to make your stay effortless and unforgettable.brbrWhile recovery continues island-wide, many of your favorite spots are already open and welcoming guests—and we’re here to keep you updated every step of the way.brbrWhy You’ll Love Palm Haven:brFully updated, modern interior with chic coastal décorbrWalking distance to the beach (approx. 10 minutes)brReopened local favorites nearby: RC Otters, Captiva Pizza, The Green Flash, The Island Store & morebrNewly renovated heated pool just steps from your doorbrProfessionally cleaned with luxury linens & triple-sheeted bedsbrFully stocked kitchen with quartz countertops & premium appliancesbrSmart TVs in both living room and bedroombrPrivate balcony—perfect for morning coffee or evening cocktailsbrBeach chairs, towels & umbrellas providedbrbrSleep & SpacebrYour master suite features a plush, high-end mattress and luxury bedding designed for a cool, comfortable night's sleep. Stream your favorite shows or catch the news on the smart TV with cable access.brbrIn the living room, a designer sleeper sofa pulls out into a comfy queen bed—perfect for extra guests. The open-plan space is ideal for relaxing movie nights or watching the game.brbrCook, Dine, & UnwindbrWhether you're cooking up your fresh catch or enjoying takeout, the fully equipped kitchen has everything you need:brQuartz countertopsbrModern appliances (dishwasher, blender, toaster)brKeurig + drip coffee makerbrIndoor dining at the kitchen island for 4brOutdoor seating for al fresco mealsbrThere’s also a community grill nearby if you're in the mood to barbecue by the pool.brbrEverything Within ReachbrFrom Palm Haven, you’re just steps away from the island’s charm:brStarbucks (less than 1,000 feet away!)brLocal boutiques, art galleries & beach shopsbrThe Village of Captiva (10-minute walk)brGreat dining: The Shipyard, Crow’s Nest, Old Captiva House—all openbrEven more options on nearby Sanibel IslandbrThe Bubble Room is expected to reopen by December, and Betty Boop’s should be back in just a couple of weeks. While Mucky Duck is still closed, we’ve heard it's actively working toward reopening!brbrCurrent Updates & TransparencybrWe believe in keeping our guests informed:brPool & beach are Open! Grills onsite by the pool areabrLaundry & elevator: Open!brbrRest assured, we’ll keep you updated with the latest details before your arrival!brbrSeamless Check-In & 5-Star SupportbrPalm Haven is managed by Glass Casa Vacations.brbrCheck-in is easy with a keyless smart lock—you’ll receive your private code before arrival.brbrWhat’s Included with Your Stay:brFull access to the condo, private balcony, heated pool, beach access boardwalkbrBeach gear: Towels, chairs & umbrellasbrCommunity grills, outdoor shower & laundrybrbrPlease note: Hotel pools, restaurants, and chair/towel service at the resort are for hotel guests onlybrbrReady for your Captiva escape brBook your stay at Palm Haven and discover the perfect balance of relaxation, island charm, and modern convenience. Just pack your swimsuit—we’ve got the rest covered.brbr***Minimum 25+ Age Requirement***brbrVRBO ID #4540547brVRBO 4540547
Bed 1

Bed

Bath 1

Bath

Sleep 4

Sleeps

Slider Thumb
Exceptional(16)

$581.95

/ Nightly
Condo

Sweet BLou - Luxury Beach Front Condo

Captiva, Florida, United States

Beachfront Bliss at South Seas | Sunset Views + Designer RemodelbrWelcome to your slice of paradise at one of the only fully renovated beachfront villas with direct Gulf views and unforgettable sunsets. Steps from the sand, minutes from Captiva Village, and designed for comfort, this 2BR/2BA villa has everything you need for an effortless island escape.brbr2 Bedrooms • 2 Baths • Sleeps 6brMaster Bedroom: King bed + en-suite bath & walk-in showerbrGuest Room: Two twin bedsbrLiving Room: Queen sleeper sofabrAll beds have premium Posturepedic mattresses. Sleep like you're on vacation—because you are.brbrHighlights You'll Love:brFully Renovated (Sept 2023): One of the newest interiors on the islandbrDirect Beachfront Views: Watch the sunset right from your private lanaibrStylish + Comfortable: Smart TVs, fast Wi-Fi, and a bright, open layoutbrFully Stocked Kitchen: Full-sized appliances + high-end small gadgetsbrSteps to 2 Heated Pools & the BeachbrBeach Gear Included: Chairs, towels, umbrellas & morebrKeyless Entry brSmoke DetectorbrbrWalk to Town: Just 5 minutes to Cantina, shops, & restaurantsbrbrYour Gulf-Front EscapebrStart your mornings with coffee and ocean breezes on the lanai. Spend the day lounging by the pool, beachcombing along the shore, or exploring charming Captiva Village. End it all with front-row seats to Florida’s most stunning sunsets—from the comfort of your villa.brbrResort Amenities Not IncludedbrThis rental is independent of the South Seas Resort. Access to certain resort-run amenities like the main pool complex and beach chair service is not included. But don’t worry—we’ve stocked the unit with everything you need to live your best beach life.brbrEasy Check-In, Stress-Free StaybrYour unique door code and details will be sent the day of your arrival when the unit is ready. No need to stop at an office—just show up and start relaxing. A short rental agreement will be required after booking.brbrCaptiva sunsets. Modern comfort. Steps to the sand.brBook now and make the beach your backyard.brbr***Minimum 25+ Age Requirement***brbrbrVRBO ID #4540544brVRBO 4540544
Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps

Slider Thumb
Exceptional(89)

$522.46

/ Nightly
Private Vacation Home

Captiva Mermaid Pool House - Beachside of Village Center

Captiva, Florida, United States

Experience the laid-back, easy Captiva Island lifestyle with this classic 2 bedroom, 2 full bath cottage style house with no stairs to deal with. This is an extremely easy home to entertain children. You'll see why this is perhaps the most popular rental house on Captiva based on rental history.brbrThe Mermaid's private, secluded, 26 ft x 14 ft heated and newly resurfaced pool with paver stone deck is just off the double French doors of the living room. The Mermaid Home may be called a cottage, but this cozy house is as well updated and perhaps better equipped than a new luxury home. brbrIncluded is a 43' Smart HDTV, a 6-disc CD player with a large music selection, Bluetooth connection to our 100-watt Onkyo receiver with Bose inside speakers and outside pool speakers. Wireless Comcast cable Internet is in place. brbrThe primary bedroom has a King bed with 32 Smart HDTV and a new master bath with shower. The guest bedroom is twin equipped and has an HDTV with DVD. The living room provides a very comfortable Natuzzi Italian leather queen-size sleeper sofa, The new hallway bath services the guest room and living room guests.brbrThe kitchen is new and fully equipped with a New S/S ice-making refrigerator, microwave, dishwasher, Cuisinart drip coffee maker, Keurig, and all utensils. The adjacent open dining area has a table for 4 and stools at the kitchen bar for 2 more. A Weber gas grill is outside the kitchen and pool area, with a spare propane tank always available for heavy use. New washer and dryer provided in the adjacent laundry room. brbrIncluded is a handy beach cart with soft sand tires to haul all the beach chairs, umbrellas, cooler, beach toys, and beach towels to the beachbrbrThe grounds are covered with many varieties of tropical flowering plants (though replanted and recovering from the storm), the beach is a short 2-4 -minute walk and the docks of the bay of the Green Flash Restaurant are even closer. Captiva's charming village center is a 5-minute walk from the house. brbrPersonally maintained by the owners, this home is one of the very few Captiva rental houses not managed by a management company. We personally supervise and assist our cleaning staff each Saturday. As the last to walk out the door prior to your arrival, we can assure you the Mermaid Home is one of the best-prepared homes on Captiva, both inside and outside. Though we give the personal attention of a private host, we perform as professionals.brbrbrbrLarry HahnbrOwner/ManagerbrbrbrPlease Note: We accept only Saturday-to-Saturday reservations, as is the standard on Captiva Island. We accept reservations no further than a year in advance, as current guests have the first option to reserve the same week the following year. If the guests do not re-book on their departure day, a new reservation request may be accepted.brbrWe also personally own and manage our larger Sun & Moon House, VRBO 202852, a Key West-style multi-level home. You may be assured of a perfectly prepared house, both inside and out, as we're the last to leave the house before you arrive.brbrMake your reservation today before your desired week is taken.
Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps

Home Most popular vacation rentals in Captiva