Vacation Rentals By Owner In Captiva, FL

*2026 Update* - Newly installed outdoor deck and fire pit. Come enjoy your dinner under the stars!brbr(1) 4 person Golf Cart / Kayak / 2 Bikes Included!brbrFollow and get to know us on Facebook and Instagram! brSearch: VisitTarponCovebrwww.visittarponcove.combrLana 440-308-7813 / Andrey: 216-570-7269brbrCome and stay at Tarpon Cove and experience true paradise living in a luxury 2 bedrooms 2.5 bath home located on North Captiva Island!!brbrbrBEDROOMSbrMake yourself at home at Tarpon Cove with two bedrooms located on the first floor. The master bedroom has a king-size bed with a memory foam mattress. The spare bedroom has two queen size beds. Both bedrooms have access to a screened-in deck overlooking beautiful palm trees, one street off of Pine Island Sound, a perfect spot to enjoy the sunrise each morning. brbrUPSTAIRS LIVING / KITCHEN AREAbrWalk upstairs to a bright, spacious living room, dining room and open kitchen with the view of palm treetops and the Gulf of Mexico in the horizon. This open floor plan allows for 6 adults (8 including kids) to sleep, eat and play comfortably. The beautiful granite-top kitchen comes fully stocked for all of your cooking needs including pots, pans, cutlery, and tableware. After grabbing your coffee, walk out onto the top deck right off of the kitchen and enjoy watching those passing by, listen to the birds singing and the rustling of the trees.brbr Tarpon Cove comes fully stocked with your beach living needs. With beach towels, beach chairs, umbrellas, and toys and games for kids, this home makes it fun for everyone!brbrAMENITIES/ATTRACTIONSbrSince you 'have to' take a boat ride (we know you are protesting), you will also be able to experience wildlife and nature at it's finest. From dolphin watching on the north end of the island (Dolphin Beach) to nature walks in the preserve and untouched natural beaches on the Gulf of Mexico, to never forgetting sunsets, this tropical paradise makes for a perfect relaxing getaway. Tarpon Cove is located on the north end of the island, (the quiet side). A quick ride by golf cart or bicycle allows for quick access to the beaches at various spots on the island, the two pools at North Captiva Island Club, (membership included with your stay which allows use of kayaks and bikes) or the 3 restaurants on the island if you just don't feel like cooking! brbrTake a walk to Tarpon Cove's private dock where you can peacefully fish in the incredibly fish-filled water of Pine Island Sound or use it to launch the kayak in the water which is included with your stay. brbrLOCATIONbrTarpon Cove is available for rent throughout the year. This remote location of North Captiva Island is accessible only by ferry or private boat. Booking a ferry is simple & easy and we are here to help! This private island community is just 3 miles offshore, part of the Lee Island Coast barrier island chain in South West Florida. The nearest airport to fly into would be in Fort Myers, FL (RSW). Here, you won't find any cars, any crowds, any paved roads or even grocery stores. Those with smaller children, you don't even need your car seats. Just hop on the golf cart with your kiddos and GO! brbrNorth Captiva Island offers a combination of that small-town feel with paradise to give you that perfect beach vacation!brbrbrTHREE STEPS TO ARRIVE ON NORTH CAPTIVA ISLANDbrbrTRAVEL TO NORTH CAPTIVA:brSTEP 1:brTravel to North Captiva should begin with checking on great flights to one of the major international airports nearby. SW Florida International (RSW) is a quiet and convenient airport to traverse. Mostly on One level and very easy to access the parking areas, navigating it is truly a pleasure. brbrTampa (TPA), Sarasota (SRQ ), and Fort Lauderdale (FLL) are a good distance away to the North or East, but airfare deals often make it rewarding to travel up to 2 hours by car down to Pine Island.brbrBY CARbrSTEP 2:brFrom the South or North of I-75brTo Pineland Marina: Island Girl ChartersbrFrom I-75 (exit 143) or US 41, head west on Pine Island Rd. (State Road 78), then take a right on Stringfellow Rd. (State Road 767) in Pine Island Center. Three miles down, take a left on Pineland Road. This will turn into Waterfront Drive and you'll see the Marina on the left, nestled on the shores of Pine Island Sound.brbr*Important Information: When driving or taking the airport shuttle from Ft Myers International (RSW), allow approximately 2 hour drive time to Pineland Marina. brbrIf you are Grocery Shopping, please account for an additional 45 minutes and make sure you arrive at the Welcome Centers or Marinas at least 30 minutes before your scheduled water taxi departure. (Each ferry will specify how early to arrive)brbr**Normal ferry operating hours are 9 am - 5 pm. Anything booked after 5 pm can have an 'after-hours' surcharge along with higher rates** brbr**Checking in after 5:30 pm has a $125 late check-in fee**brbrBY AIRPORT SHUTTLEbrBringing you to Pine Island's Marinas: Rates are approximately $60 one-way and require a reservation by calling:brbrPine Island Taxi (239) 283-7777brSanibel-Captiva Airport Shuttle (800) 833-4473brbrBY UBERbrUber drivers can pick you up at either major airport RSW or PGD. The drive time is about the same as the taxi company, but you may have more wait time if your driver is not at the airport waiting for you to arrive. Finding an Uber driver from the airport will be easier than to the airport as Pine Island is a smaller town.brbrSCHEDULE FERRY TO NORTH CAPTIVA ISLANDbrSTEP 3:brbr3 Main Ferries:brIsland Girl ChartersbrNorth Captiva Island Club FerrybrBoats & FunbrbrIsland Girl Charters at Pineland Marinabrwww.islandgirlcharters.combr(239) 633-8142brbrADDRESS FOR GPS:br13921 Waterfront Drive Bokeelia,FL 33922brbrScheduled Ferry to North Captiva stops at:brbr-Safety Harbor Clubbr-Barnacle's (Where we pick you up)br-Cabbage Key (call for availability)brbrCall for Reservations on a Scheduled Trip, Private Taxi, or Sightseeing Excursion (Dolphin Watching)brbrNORTH CAPTIVA ISLAND CLUB FERRY:brwww.northcaptiva.combrbrBOATS & FUN:brwww.boatsandfun.combrbr* Seasonally, boat times subject to change, please contact the ferry company for reservations and off-season scheduled times. Additional boat times are available in peak season at scheduled boat rates, private and later evening boats are available at an extra cost. ALL Ferry Boat times Require a Reservation and Parking Fee (if parking is needed).brbr*Important Note about all ferries and water taxi arrangements: Please allow time for grocery stops well in advance of your scheduled water taxi ride. All of the Captains serving North Captiva Island provide us a truly wonderful gateway to the island, we appreciate their continued excellent service.brbrPRIVATE CAPTAINS-WATER TAXI'S:brbrCaptain Matias Barberobr(800) 991-3259 and (239) 472-3230br-Personal water taxi, scheduled to your exact arrival/departure needs. Call to Reserve.br-Boat Rentals, Guides, ExcursionSbr-Bike Rentals, Kayak Rentals, Paddle Board RentalsbrbrPlease make sure you make reservations with the Ferry/Captain of your choice well in advance of your arrival day.brbrBY YOUR OWN PRIVATE BOAT OR RENTED BOAT:brbrSafety Harbor lies South of Boca Grande and Useppa Island off of the Intra-coastal Waterway starting at Marker # 52. Set your compass bearings to 195 degrees from the Marker and it will take you right to The Fish House. Enter Safety Harbor around the Peninsula and follow the Markers to Hidden Cove. Meet us at the Docks and you'll be on island time.brbrIf bringing your boat on a trailer, contact Pineland Marina, Pineland FL (239) 283-3593br for Parking fees, Launch fees, and temporary dockage fees information.brbrbr-GROCERY SERVICE brA grocery service can be scheduled through a local shopper. Information will be given upon booking. Service fees vary depending on how your groceries are delivered and/or stocked.brbr*A separate $750 damage deposit is required. This is separate from the insurance policy.*brbr**It is a requirement for an additional cart to be rented for guest occupancy over 4 people. In the event occupancy is 5 people, it will be determined on a case-by-case basis if an additional cart is needed. Golf cart maximum occupancy is 4 people.**brbr***All rates are subject to change. All current terms/policies/rates are listed in the rental agreement. brAll rates for shuttles, ferries, services, etc should be verified by contacting the associated company. We are not responsible for rate changes with other companies.

TARPON COVE - Coastal island home on a private island. New outdoor deck/fire pit

Captiva, Florida, United States

2

Bed

2

Bath

6

Sleeps

$356.8

Unwind in Captiva at this marvelous beachfront condo just steps from the sand. The unit sleeps up to 6 guests, offers two full bathrooms and has plenty of space to relax. The unit has a fully stocked kitchen with adjacent dining and living room areas. Central air conditioning keeps the temperature comfortable throughout your stay. Unit has a screened lanai with amazing beach views for watching the sunset. Plantation Beach Club includes amenities such as elevators, covered parking for 1 vehicle, swimming pool, barbecue grills, free laundry facilities and tennis courts. Weather you’re lounging indoors, exploring the island and all its wildlife, or planning your next adventure, this delightful retreat provides a perfect home base. We look forward to hosting you. Please note that the unit is located within South Seas Island Resort but does not include separate amenities belonging to South Seas.

Beachfront 2-bedroom 2-bath upper level condo in charming Captiva island.

Captiva, Florida, United States

Bed

Bath

Sleeps

$390.32

Welcome to Sunset Captiva 19, a charming two-story elevated home located in the heart of the vibrant Captiva Village. This inviting vacation retreat offers two bedrooms and two bathrooms, comfortably accommodating up to six guests. With its perfect location, you'll enjoy easy access to the community pool, beach, and all the exciting amenities Captiva Island has to offer. Whether you’re planning a relaxing beach getaway or an adventure-filled island retreat, this property provides the ideal base to explore everything the island has to offer.brbrWhile Sunset Captiva 19 is ideally positioned within walking distance to Captiva's top attractions, it's priced with its current condition in mind. brbrSunset Captiva 19 is a beloved two-story home that exudes tropical charm and provides a comfortable, laid-back atmosphere for your vacation. Ideal for families or small groups, this well-equipped home offers ample space to relax and unwind. The spacious living area boasts an open floor plan, creating a seamless flow between the kitchen, dining, and living spaces. The cozy living room includes a large flat-panel TV, DVD player, and Wi-Fi, perfect for relaxing after a day of exploring. A sleeper sofa provides additional sleeping space for guests.brbrThe main level also features a bright and airy dining area, as well as a fully equipped open kitchen with all the appliances, cookware, and utensils you need to prepare meals during your stay. A convenient half bath on this level ensures comfort and accessibility.brbrUpstairs, you'll find the open loft, which offers a day bed—perfect for extra guests or lounging with a good book. The master suite offers a peaceful retreat, featuring a comfortable king-sized bed, an en-suite bathroom, and access to a private sun deck with seating, where you can enjoy a morning coffee or evening sunset. The second bedroom is thoughtfully furnished with two twin beds, making it an ideal space for children or friends.brbrStep outside and enjoy the private screened lanai, a perfect outdoor oasis with ample seating. Relax with a glass of wine at the high-top table or unwind on the plush, cushioned sectional, all while soaking in the island atmosphere.brbrWhether you're lounging indoors, exploring Captiva Village, or enjoying the outdoors, Sunset Captiva 19 provides everything you need for a memorable beach vacation.brbrAs part of Sunset Captiva, a serene and intimate 59-home community nestled in the heart of Captiva Village, this charming vacation rental offers an unbeatable location for guests looking to experience the best of Captiva Island. Just a short walk from your doorstep, you’ll find the island’s renowned eclectic dining options, unique shops, and the quaint atmosphere that makes Captiva so special.brbrGuests of Sunset Captiva are invited to enjoy a range of fantastic amenities that make this property an ideal getaway. Take a refreshing dip in the heated swimming pool, stay active with a friendly match on the tennis courts, or relax as you stroll along the private boardwalk that leads directly to the pristine Gulf of Mexico, where you can enjoy sunsets, soft sandy beaches, and crystal-clear waters.brbrWhether you’re in the mood for relaxation or adventure, Sunset Captiva offers the perfect blend of convenience, comfort, and coastal charm. Dock space is included at no extra charge. Also, there is a new pickleball court for guests to use. 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)!

Amazing Location! Central to Everything Captiva Has to Offer!

Captiva, Florida, United States

Bed

Bath

Sleeps

$446.0

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

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

Captiva, Florida, United States

Bed

Bath

Sleeps

$455.9

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

Captiva Home New to Rental Market !

Captiva, Florida, United States

Bed

Bath

Sleeps

$804.94

Gulf Front Bliss at Gulf Cottage 1108!brbrEscape to paradise at Gulf Cottage 1108, a stunning 3-bedroom, 3-bathroom gulf-front townhome offering over 1500 sq ft of luxurious living space. Wake up to breathtaking views of the Gulf of Mexico from your private screened lanai, perfect for enjoying morning coffee or evening cocktails.brbrThis beautifully appointed townhome comfortably sleeps eight guests. The primary bedroom boasts a king-size bed and an en-suite bathroom for ultimate relaxation. Guest bedroom one features a queen-size bed, while guest bedroom two is furnished with two twin beds, ensuring everyone has a comfortable place to rest. Two additional guest bathrooms provide ample space and convenience. The loft even has a queen-sized sleeper sofa.brbrPrepare delicious meals in the fully equipped kitchen and enjoy them at the dining table on the screened lanai, soaking in the mesmerizing Gulf views. For your convenience, a washer and dryer are also included.brbrKey Features:brGulf Front Townhomebr3 Bedrooms / 3 BathroomsbrOver 1500 sq ft of Living SpacebrKing Bed in Primary Bedroom with En-Suite BathroombrQueen Bed in Guest Bedroom OnebrTwo Twin Beds in Guest Bedroom TwobrTwo Additional Guest BathroomsbrScreened Lanai with Dining Table and ChairsbrDirect Gulf ViewsbrFull KitchenbrWasher and DryerbrAssociation Heated PoolbrAssociation Tennis Courtbr2-Night Minimum StaybrbrBook your unforgettable Gulf-front getaway at South Seas Gulf Cottage 1108 today!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.brbrTennis brThe tennis court nearby is not available as of yet due to recent storm damage. Please inquire with Dream Vacation Rentals regarding alternative options.

Gulf Front Getaway at Gulf Cottage 1108

Captiva, Florida, United States

Bed

Bath

Sleeps

$547.22

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 a room within a hotel.brbr✦ Your room is 850 sq. ft, equipped with complimentary toiletries, TV.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.

Apartment

Island Retreat | 1 Bedroom Bayside Villa | Captiva Beachfront Stay

Captiva, Florida, United States

Bed

Bath

Sleeps

$1022.09

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

BEAUTY AND THE BEACH- BEACHFRONT MANSION, HEATED POOL

Captiva, Florida, United States

5

Bed

5

Bath

17

Sleeps

$860.68

Family friendly with access to all resort amenities! Captiva getaway starts herebrbrThis listing is for a room within a hotel.brbr✦ Your room is 1600 sq. ft, equipped with complimentary toiletries, TV.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.

Apartment

Gulf Vistas, Heated Pool & Bike Trails Near Captiva

Captiva, Florida, United States

Bed

Bath

Sleeps

$968.0

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

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

Captiva, Florida, United States

Bed

Bath

Sleeps

$1210.57

TURTLE & PIPER SHORES – DOUBLE YOUR PLEASURE – BEACHFRONT 6 BEDROOMS SIDE BY SIDE DUPLEX WITH PRIVATE POOL/HOT TUB COMBO & 2 GOLF CARTSbrbrBring your family or bring your friends. Side by side newly redecorated two-story condos with two newly installed pool/spas. Experience ultimate coastal living in this breathtaking beachfront duplex. Located just steps from the serene shoreline, this property boasts two distinct units, each offering a private pool for a truly luxurious retreat.brbrEach unit features three spacious bedrooms, for a total of six bedrooms across the property. (A total of 4 KING BEDS AND 5 SINGLE BEDS) Additionally, each unit comes equipped with a 4-seater golf cart, making it easy to explore the surrounding area with style and convenience.brbrEach condo has a large kitchen which is a chef's dream, complete with reverse osmosis for pure and refreshing water. Step outside to the ground floor, where you'll find outdoor seating and dining areas, two Tiki bars, and two gas grills – perfect for enjoying meals al fresco.brbrFamilies will appreciate the thoughtful amenities provided with each condo, including a travel crib, high chair, baby gate, and kids' dinnerware. With plenty of games to entertain, there's never a dull moment. Plus, two golf carts are included for convenient transportation around the island.brbr Outside, each unit boasts its own tiki hut bar, perfect for enjoying refreshing drinks in the shade while taking in the coastal ambiance. Meticulously designed to blend modern comfort with beachside charm, the duplex includes stylish interiors and expansive windows that fill the space with natural light and mesmerizing ocean views. With direct beach access and personal pools, it’s perfect for soaking up the sun, hosting unforgettable gatherings, or simply unwinding to the sound of the waves.brbrWhether you're seeking relaxation or the perfect place to entertain, this duplex invites you to live your best beach life.brbrThis home is located on North Captiva Island which is only accessible by water taxi.

TURTLE & PIPER SHORES–Double Your Pleasure–6 BR BEACHFRONT - POOL, 2 GOLF CARTS

Captiva, Florida, United States

Bed

Bath

Sleeps

$438.97

Your Captiva Island Beach Villa Getaway: Beach Villa 2625brbrDiscover pure island bliss at Beach Villa 2625, a beautifully appointed 2-bedroom, 2-bathroom condominium, thoughtfully situated within the gates of South Seas Resort community on Captiva Island. Perched on the second floor, this haven offers an unparalleled vantage point, showcasing captivating, unobstructed vistas of the Gulf of Mexico. Designed for ultimate relaxation, it provides a spacious living environment and every comfort needed for your idyllic Captiva escape.brbrHighlights of Your Stay:brGulffront Grandeur: Step onto your private, screened lanai and be instantly enchanted by the sweeping Gulf views. Imagine savoring your morning coffee with the sunrise painting the water, or toasting the sunset with the gentle rhythm of the waves as your soundtrack.brbrContemporary Comforts: Inside, a welcoming interior awaits you with a generously sized living area, appointed with comfortable furnishings, including a queen sleeper sofa – the perfect spot to unwind after a day of island adventures.brbrIdeal Sleeping Arrangements: This spacious villa comfortably accommodates up to six guests:brbrPrimary Bedroom: A tranquil sanctuary featuring a plush king-size bed and a private en-suite bathroom, ensuring a restful night's sleep.brbrGuest Bedroom: Equipped with two comfortable twin beds.brbrCulinary Corner: A fully equipped kitchen awaits your culinary endeavors, complete with all necessary appliances and cookware. Enjoy your homemade delights at the inviting dining table or opt for an al fresco experience on your Gulf-view lanai.brbrConvenience at Hand: Benefit from easy elevator access to your unit and on-site, pay-per-use laundry facilities. Stay connected with complimentary wireless internet access.brbrAssociation Amenities: Indulge in a refreshing swim in the heated community pool, challenge a friend on the tennis court (additional fee may apply), or simply bask in the glorious Florida sunshine by the Gulf.brbrExplore Captiva's Charms: While this private rental does not include access to the broader South Seas Resort amenities, you'll find an array of delightful local restaurants just beyond the resort gates. Embrace nearby Sanibel's natural splendor at the renowned J.N. Ding Darling National Wildlife Refuge or simply soak in the island's captivating, laid-back atmosphere.brbrImportant Considerations for Your Stay:brThis unit is located on the second floor (two flights up), accessible by elevator.brLaundry facilities are available for guest use on the lower level (coin/card operated).brPlease note that this is a privately managed condo. Guests of this unit do not have access to the full South Seas Island Resort amenities, including the resort's trolley, golf course, and specific resort restaurants located within the main gates.brHowever, you are welcome to enjoy the association pools, tennis courts (fee may apply), BBQ grills, and, of course, the stunning beach. Many wonderful dining and shopping options are conveniently located just outside the resort's entrance.brbrDon't just dream of paradise – experience it! Book your unforgettable Captiva Island getaway at Beach Villa 2625 today.brbrImportant NotesbrbrPrivate ManagementbrThis condo is privately managed and not affiliated with the resort. Guests do not have access to resort amenities. A paid laundry facility is available on the ground level.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.brbrElevator NoticebrThe building’s elevator is currently operational, but because it is a mechanical system, we cannot guarantee continuous operation. Refunds will not be issued for elevator outages.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.

Beach Villa 2625 Gulf View Bliss: Spacious 2BR/2BA on Captiva Island

Captiva, Florida, United States

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$418.64

The Best View at Lands End 1633! Waterfront 2BR Condo with Panoramic Gulf, Pass & Sound Views!brbrPrepare to be captivated by the unparalleled water views from our stunning 2-bedroom, 2-bathroom waterfront condo. Widely considered to have the best views in Lands End, you'll enjoy breathtaking vistas of the Gulf of Mexico, the Pass, and the Sound.brbrThe primary bedroom features a luxurious king-sized bed and an en-suite bathroom with a walk-in shower. The guest bedroom offers a queen bed and a pyrmaid bunk bed with a full and twin and a private balcony. A full bathroom is conveniently located in the hallway.brbrRelax in the spacious living room, which includes a comfortable Queen sleeper sofa for additional guests. Prepare meals in the fully equipped kitchen, and enjoy dining together in the dining area.brbrStep out onto the screened lanai to soak in the incredible scenery overlooking a tranquil water feature, the lush golf course, and out to the sparkling Gulf, Pass, and North Captiva.brbrWhile resort amenities are not included, guests have access to the association's heated pool, BBQ grills, and tennis court. This second-floor walk-up condo requires a 5-night minimum stay. Experience the ultimate Captiva Island escape with the most spectacular views imaginable!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.

Lands End 1633 - Panoramic water views

Captiva, Florida, United States

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$897.8

Views reminiscent of a lost heavenly hideaway await you at North Beach Suite #2. Sweeping views of the fine, white sand of the Emerald Coast create a clear backdrop for watching the brilliant colors reflected in the clouds as they take on their signature purple, red and orange hues of the setting sun. More than dramatic views, the North Beach Suite for four has all of the amenities needed to provide its guests with a sense of home. Two spacious bedrooms and an open layout living and dining room freshly dressed in designer beach cottage chic serve guests with endless relaxation in spacious surroundings. Playful dolphins and tropical flora following a long stretch of sea and sand are yours when you stay at North Beach Suite #2.

Hotel Resort

Stunning Views Casual Lux Décor - Directly on the Beach Jensen's “On the Gulf” North Beach 2

Captiva, Florida, United States

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$574.69

Coastal comfort is found in our On the Beach suite. This idyllic petite suite is the definition of toes in the sand. The ground floor access of On The Beach allows guests to be just steps from the glittering emerald waters of Famous Captiva Island. Freshly furnished in designer beach decor, this suite for two encapsulates the laid-back luxury of old Captiva Island, all while providing the conveniences you want for your special getaway. Enjoy morning coffee from your enclosed lanai while watching the gentle Gulf waves roll in the tide's new shells ripe for the picking. Follow coffee with a peaceful stroll through the palm tree-shaded streets to the heart of Captiva for a quiet breakfast. Your stay at On The Beach will leave you with a sense of how serene, relaxing and satisfying existing in harmony with nature can be.

Hotel Resort

Gulf Views - No Stairs - Directly “On the Beach” - Jensen's On the Gulf - Cozy Suite 1

Captiva, Florida, United States

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$2112.92

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

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

Captiva, Florida, United States

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$679.79

Gulf Front Bliss at Gulf Cottage 1107!brbrEscape to paradise at Gulf Cottage 1107, a stunning 3-bedroom, 3-bathroom Gulf-front townhome offering over 1500 sq ft of luxurious living space. Wake up to breathtaking views of the Gulf of Mexico from your private screened lanai, perfect for enjoying morning coffee or evening cocktails.brbrThis beautifully appointed townhome comfortably sleeps eight guests. The primary bedroom boasts a king-size bed and an en-suite bathroom for ultimate relaxation. Guest bedroom one features a queen-size bed, while guest bedroom two is furnished with two twin beds, ensuring everyone has a comfortable place to rest. Two additional guest bathrooms provide ample space and convenience. The loft even has a queen-sized sleeper sofa.brbrPrepare delicious meals in the fully equipped kitchen and enjoy them at the dining table on the screened lanai, soaking in the mesmerizing gulf views. For your convenience, a washer and dryer are also included.brbrKey Features:brGulf Front Townhomebr3 Bedrooms / 3 BathroomsbrOver 1500 sq ft of Living SpacebrKing Bed in Primary Bedroom with En-Suite BathroombrQueen Bed in Guest Bedroom OnebrTwo Twin Beds in the Guest Bedroom TwobrTwo Additional Guest BathroomsbrScreened Lanai with Dining Table and ChairsbrDirect Gulf ViewsbrFull KitchenbrWasher and DryerbrAssociation Heated PoolbrAssociation Tennis Courtbr2-Night Minimum StaybrbrBook your unforgettable Gulf-front getaway at Gulf Cottage 1107 today!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.brbrTennis brThe tennis court nearby is not available as of yet due to recent storm damage. Please inquire with Dream Vacation Rentals regarding alternative options.

Gulf Front Getaway at Gulf Cottage 1107

Captiva, Florida, United States

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$420.88

Bayside Villa Update: Roof repairs are schedules to start mid-April 2026 to Buildings 4000 & 5000 and will be completed in sections lasting anywhere from 5-8 weeks. Timeline and completion date cannot be guaranteed. Please exercise caution as you enter and exit the buildings as the work progresses.brbrEnjoy Captiva Island at its finest in Bayside Villa #5236, a comfortable 1 bedroom, 2 bathroom with stunning Bay Front views and conveniently nestled within the gates of a renowned island resort. brbrThis cozy & comfortable condo gets rave reviews from guests lucky enough to vacation in this unit while staying at the renowned island resort on beautiful Captiva Island. Light, bright and tastefully decorated this 1 bedroom, 2 bathroom condo which can accommodate 4 adults has lovely views of the amazing views of Roosevelt Channel and Pine Island Sound from the screened lanai and offers spectacular sunrises. The Gulf of Mexico and the gorgeous Captiva beaches are a short stroll from the building and the condo.brbrCondo amenities include: 1 bedroom/2 bathrooms -- 1 King bed & pull-out sleeper sofa (sleeps 4), Smart TVs (streaming only), WIFI available, fully equipped kitchen, coin operated laundry facilities on-site, community pool, elevators. Bed linens and bath towels included. No Pets allowed. This unit comes stocked with beach chairs, beach towels and an umbrella.brbrBayside Villas amenities that are available with this rental include: heated community pool & hot tub, BBQ grills, tennis courts (fee may apply), parking and direct access to award winning Captiva Island beaches! brbr** This condo is privately owned and is NOT associated with the SS Resort rental program. Full resort amenities are NOT available with the rental of this unit including resort pool, golf course access, trolley use, select stores & restaurants, beach rentals, resort appointed parking and any on-site shops within SS Resort. Resort guests pay a premium for these amenities.brbrIncidental Damage Benefit - We understand accidents happen! Every booking with Sanibel Vacations includes protection for those incidental accidents causing damage to the property. Applies to incidental damage only with limits. Details in rental agreement. brbr3 night minimum rental available. This unit is non-smoking with a maximum occupancy of 4 people. brbrSanibel Vacations, or SBL Vacations provides a variety of high quality, meticulously attended vacation rental homes and condos on Sanibel & Captiva Islands. We are a boutique vacation rental company who strive to make your next island adventure to be the most relaxing and memorable experience possible. We look forward to seeing you soon!!

Bayside Villa 5236: Bayfront Views!

Captiva, Florida, United States

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$776.14