Vacation Rentals By Owner In Captiva, FL

$1254.38

Cayo Costa Paradise Found

Captiva, Florida, United States

Private beach, Air conditioned, sleeps 6 with additional space for two on the 1st floor apartment, (requires additional booking) Hot Tub, Fire Pit, Kayaks, Beach Chairs, Shelling, Fishing, Sunsets and Sunrises! Stunning 360 degree views from the 3rd fl living room, kitchen and porch! Blue green water, 2 docks, one east one west! brThis is a remote off grid solar powered home only accessible by boat. We are happy to help you make these arrangements to get to the island. Excursions are also available to Cabbage Key and North Captiva which are also only accessible by boat. Please contact us for current pricing on transportation and excursions! brCayo Costa has a state run campground on the North end of the island about 7 miles away. There are no roads! We are on the southern tip of the island. The island is mostly state park with just a few private homes. Getting around is on foot via beach. It’s a special place of solitude with the exception of a few holidays like Memorial Day and 4th of July when hundreds of boaters show up to bask in all its glory! Please come join us! John and Karen

2

Bed

3

Bath

8

Sleeps

$489.64

/ Nightly

Apartment

Cayo Costa Paradise Found Two

Captiva, Florida, United States

Studio with private entrance , 1 memory foam queen mattress, air conditioner, full size fridge, microwave, grill, 2 burner electric countertop stove, beach chairs, towels, boogie boards, kayaks, life vests. located on ground floor of spectacular home just steps from the beach. Other guests may be present in the main house.

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Sleeps

$685.93

/ Nightly

Private Vacation Home

Newer construction designed to bring the outside in, short walk to the beach

Captiva, Florida, United States

Breezy Palm is a two minute barefoot walk to the Island’s pristine white sand gulf beach. Come here to enjoy the tranquil island lifestyle of this extraordinary out-of-the way location. brbrCreativity abounds in the design and appointments of this lovely and family inspired home. Four bedrooms (2Q, 1K, and 2T's) sleep 8 people comfortably along with two full baths and one half bath. brbrThis contemporary designed home is hammocked in lush green tropical foliage and affords privacy in a relaxed and peaceful setting. The home is an easy 2-minute walk down a sandy path to the white sand gulf beach. The lower level has a spacious and private pool and outdoor shower for rinsing off after your day at the beach.brbrThe upper level living areas are fully surrounded by screened decks. Enjoy a private lunch or take a nap in one of the chaises with just the sound of birds and surf to keep you company. The well-equipped kitchen features granite counter tops, bar seating and a dining room table. The kitchen and dining area flows into the great room with plenty of comfortable seating and a 55inch flat screen TV, perfect for relaxing after a hike in the nature preserve. brbrDon’t miss out on the best part of the day and the incredible panoramic island views from Breezy Palm's crow’s nest. Take the outdoor spiral staircase up one more level to enjoy your 360 degree view of the ocean where you can sit and enjoy a glass of wine while watching amazing sunrises and sunsets. brbrBreezy Palms comes with a golf cart, covered parking and outdoor shower, perfect for rinsing off after a day at the beach. We provide beach chairs, umbrellas, towels, coolers and toys. For an additional fee, a slip may be rented from us at the Safety Harbor Club. brbrWe help you understand & plan for your week in paradise! We are an island without a bridge, which means that you get to take a boat to get to your vacation home. We are waiting for you when you land to take you to your home. Upon booking, we will provide you with a detailed list of options available for transportation to the island and a lot of great options for excursions with local captains. For stays of two weeks or more, a private water taxi is provided at no charge. brbrWe will meet you at the dock, provide you with keys and drive you and you luggage to your vacation home. We help you understand & plan for your week in paradise!brbrAbout North Captiva:brNorth Captiva is an un-bridged Island 7 miles off the coast of Ft. Myers in Southwest Florida. Fly into the Ft Myers Airport “RSW.” The Island can only be accessed by boat or small private plane with privileges at the airstrip. No gas vehicles are allowed, as the only mode of transportation on the island is by golf cart, bike or foot. This Island is not connected to Captiva and Sanibel. brbrThe island is populated by private homes, and the remaining 2/3 of the Island is undeveloped state land great for hiking, discovering sand dollars or sun bathing on a deserted pristine piece of sand. Due to the remote nature of the Island, many forms of wildlife are present including several protected species. The beaches are white sand and feature some of the best shelling in the United States. North Captiva feels like your own private island where, on many occasions, you might be the only one on one of the finest stretches of beach in Florida.br

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Bath

Sleeps

$370.17

/ Nightly

Condo

Marina Villa 705- Brand New To Rental Program

Captiva, Florida, United States

INTRODUCING MARINA VILLA 705brbrLocated near the South Seas Island Resort on beautiful Captiva Island, Marina Villa 705 is a beautifully furnished and tastefully decorated condo that overlooks the Marina, with partial Gulf views. This unit has everything you need to make your tropical vacation a peaceful and relaxing one! With two bedrooms and two bathrooms, this unit can sleep up to six guests comfortably.brbrbrbr**The Marina Villa boat slips are for owner use only. If you plan to bring a boat, you need to contact South Seas Marina directly** brbrbrbr**ONE OF THE BEST FEATURES OF THIS HOME IS HAVING FULL RESORT ACCESS TO 'TWEEN WATERS INN AND MARINA WHERE YOU CAN ENJOY TWO POOLS, RESTAURANTS, LIVE ENTERTAINMENT, ADDITIONAL BEACH ACCESS, AND SO MUCH MORE! **brbr** Based on availability. brbrbrbrHOME FEATURESbrbrMarina Villa 705 features a king bed and en-suite bathroom in the primary, along with marina views directly from your bedside window, while the guest bedroom features two twin beds and a hallway tub/shower combo. Washers and Dryers available for guest use located by the pool. If you’re not enjoying a day out on the famous white beaches of Captiva, go enjoy a dip in the community pool, picnic with the family at the community BBQ grills, or bike around the beautiful island! brbrbrbr*While Marina Villa 705 is located near the gates of a private Resort, the Marina Villas are a separate association within the resort. That means you won't have to pay a resort fee! While you won't get resort amenity access, including but not limited to: The landings waterpark, resort restaurants, golf course, beach chair cabanas, etc. However, you will have access to our association amenities including the shared heated pool, tennis courts, propane BBQ grills, and award-winning Captiva Island beaches!brbrbrbr*No elevators, but just up one flight of stairs* brbrbrbrABOUT CAPTIVA ISLAND AND THE AREAbrbrbrbrCaptiva, which is connected to Sanibel by a small bridge, is 5 miles long; and Pine Island is 17 miles in length. Originally Captiva was part of Sanibel Island but when it was severed in 1926 by a hurricane's storm surge, Blind Pass was created separating the two islands. Marina Villa 705 is located in the South Seas Resort, which offers guests 2.5 miles of beautiful beaches with stunning sunsets nightly. The resort offers a blend of hotel rooms, timeshares, and single ownership condominiums, beach villas, marina villas, tennis villas, and private beach homes.brbrbrbrHave questions Call the Sanibel Captiva Island Vacation Rentals Team for more information, including a list of local vendors that rent items such as bicycles, kayaks, and baby equipment.

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Bath

Sleeps

$458.3

/ Nightly

Private Vacation Home

Newly Renovated Island Pool Home

Captiva, Florida, United States

Escape to Paradise, no cars, no crowds. Located in the Castaway Key subdivision on the island, this charming cottage has everything you need to relax and escape to paradise. Completely renovated with beautiful furnishing and a tropical pool and dining area. This home has a private beach access at the end of Schooner Drive. Each suite has its own private bath with a king bed in one a queen in the other. The spacious kitchen with granite counter tops and all the accessories needed for planning your island meals. Home is complete with golf cart, kayaks, beach chairs, umbrella and private pool. Escape to Paradise!

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Bath

Sleeps

$772.54

/ Nightly

Cabin

Private beach oasis -- 2-minute walk to the ocean! w/ Golf Cart & Club Access

Captiva, Florida, United States

The first thing you See or should we say Sea is the breathtaking Gulf of America from virtually everywhere from each room . Feel the softness of the sugary white sand between your toes as you step right out onto the beach. Breathe in the Scent of the warm sea air. Listen to the rhythm of the waves. Your Taste of Island Life is waiting. Welcome to Summer Breeze, the ideal destination for small families, honeymooners or a romantic get-away.br brThe interior is tastefully decorated and well appointed with great attention paid to every detail to ensure you will feel comfy, cozy and right at home in this 3 bedroom cottage that sleeps 6. The kitchen is fully equipped for effortless meal prep and gas or charcoal grills are just waiting for you to grill up something scrumptious. If dining out is to your liking, give the restaurants at the Island Club or Mainstay a whirl.brbrThe 3 inviting porches overlooking the sea ,park-like picnic area with 2 grills, , ,Jacuzzi and 2 hammock swings will quickly become your favorite spots to experience the beginning of a new day, celebrate the setting sun or stargaze into the evening.brbrAfter a busy day of exploring the nature trails, spotting various species of birds and watching the dolphins play, settle in for a fun-filled movie night with 3 Satellite/ Smart TV's and DVD players. brbrTake a jaunt in your golf cart to the Island Club where you can enjoy the privileges of membership which include 2 pools, , bikes , kayaks and more. brbrYour tan will fade with time, but the memories of your stay at Summer Breeze will be forever on your mind until you return again.brFrequently asked questions: How do u get to the island brA IC Ferry ( recommended (239) 283 3630 which runs every 2 hours or Island Girl (239)633 8142. Please check their website for reservations, ferry times and up to date pricing. Leave your car and cares behind at the dock. No cars on the island... only golf carts!brQ: How do I get groceries brbrA: Upon request Paula (239) 839 3059 will send you a grocery request form prior to your arrival and will bring the groceries to the home for you She charges 40%of the total grocery bill.. Alternatively, you may bring groceries with you. If you choose to bring groceries, we suggest ordering ahead of time at the Publix Supermarket Instacart (239) 558 6087 nearest Pine Island and picking the order up on your way to the Ferry.brbrQ: How many golf carts brbrA: one golf cart is included with the rent. Additional golf carts may be requested from our property manager if needed.brbrQ: Is the home close to the beach brbrA: Yes. Steps awaybrbrQ: Can weddings be held at the beach brbrA: I am not aware of restrictions against this. Please have a permit if needed and notify us of your plans upon booking.brbrQ: Is there a Hottub brbrA: Yes. 6 personbrbrbrbrQ: Are we in the Island Club brbrA: Yes. After booking u will be provided with the membership Number to gain access to club amenities such as pools, bikes, kayaks , , etc..brbrQ: Is there shopping brbrA: There is a convenience store on the island and a very cute gift shop.There is an ice cream store located at Mainstay and MangosbrbrQ: Do we have a boat dock brbrA: Yes, My dock can accomodate a 21 ft boat. Boat rentals are available close by. First come first serve basis.brbrQ: Are there restaurants on the island brbrA: Yes, there are 3 restaurants on the islandbrbrQ: How far are the restaurants and shopping brbrA: The island is only 0.5 x 4.5 miles total, so all 3 restaurants and gift shop are close to the home. 2/3 of the island is preserve.brbrQ: What is the closest airport brbrA: RSW (Fort Myers International Airport)br Q: How do we get to the dock in Pine Island from the airport A: Pine island Taxi or Uber. The trip to the dock is an hour brbrbrQ: Where do we go shopping br A: I recommend that you buy your groceries at Publix or Winndixie which is on the way to Pine Island. You can order your groceries from Publix ahead of time and pick it up on the way to the marina.brQ: Do you have beach chairs and beach umbrellas brbrA: Yes, these are provided for your use during your stay. We also have some sand toys. Enjoy

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Bath

Sleeps

$861.68

/ Nightly

Private Vacation Home

Captiva Providence - 6306053934

Captiva, Florida, United States

PROVIDENCE is a vacation paradise located on a lush two acre estate on tropical CAPTIVA ISLAND Florida. Located on Wulfert Channel, a short walk along a sandy path to quiet, private beaches on the Gulf of Mexico. Providence offers unlimited opportunities to enjoy the sun, the sand and the water!brbrPROVIDENCE is a newly constructed 4 Bedroom, 4 Bathroom luxury house. Warm tile floors, quartz kitchen counter tops, elegant kitchen, new furniture, and floor to ceiling windows contribute to a warm, inviting Beach Chic look.brbrPROVIDENCE is a multi-functional home that sleeps 8, welcomes families looking for time together, couples seeking respite from their responsibilities, fishermen, golfers, anyone seeking time to unwind, sun to soak in, water to refresh and a beautiful tropical island experience to remember.brbrPROVIDENCE provides living space that combine utility and utopia. brbrThe FAMILY ROOM is a large comfortable, peaceful place to read, watch the 65 FLAT SCREEN TV, visit, snooze or just sit and enjoy the beautiful views of the the natural beauty of the island property or the private pool and spa below. brbrThe MASTER BEDROOM has a king bed, a large closet, and a luxurious large bathroom with a soaking tub, double sinks and shower. The East BEDROOM has a queen bed as well as a private balcony overlooking the property, and a private bathroom. The West BEDROOM has two twin beds with a bathroom with tub and shower just outside the bedroom. The Fourth BEDROOM has a Queen bed with a bathroom just outside the bedroom.brbrPROVIDENCE has a large SCREENED LANAI. Located off the main living level connected to the kitchen, family room and Master Bedroom. The screened lanai is furnished with a dining table for 8 and a sectional couch. The lanai overlooks the private pool and hot tub below as well as the lush grounds. Below the lanai is a large shaded area with chaises to enjoy the pool and hot tub while staying out of the sun. brbrThere is a LARGE SUN DECK surrounding the OUTDOOR HEATED POOL and HOT TUB to relax and take in the warm sun.brbr We also supply 8 beach chairs as well as 8 chaises for lounging around the heated pool and hot tub.brbrKeywords: Single Family

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Sleeps

$971.64

/ Nightly

Private Vacation Home

Solitude North Captiva, Carts, Dock, Private Pool, Club, Sleeps 12

Captiva, Florida, United States

**Welcome to Solitude – Your North Captiva Island Escape**brbrSolitude offers a truly unique North Captiva experience, blending prime location with a spacious, thoughtfully designed layout. Whether you're planning a getaway for a large family, multiple families, or a group of fishing enthusiasts, Solitude is the perfect retreat. Nestled on one of the island’s rare canals in tranquil Safety Harbor, this home offers private dockage for up to two fishing boats—making it a dream for anglers and adventurers alike.brbr**The Space**brbrThis beautifully renovated 4-bedroom, 4-bathroom home boasts over 3,500 sq ft of air-conditioned space and a total of 5,500 sq ft of indoor/outdoor living. With two spacious living rooms, a fully stocked game room, and multiple screened and open-air porches, there’s room for everyone to relax and unwind. The third-level main living area offers stunning panoramic views, while the gourmet kitchen features granite countertops, a stylish backsplash, stainless steel appliances, and everything you need for home-cooked meals and family feasts.brbrSolitude’s layout is ideal for extended families and groups, providing privacy and comfort for all. Modern updates include whole-home Wi-Fi, smart TVs with access to over 1,600 channels, and the latest in home entertainment technology.brbr**Highlights:**br- Private canal-front dockage for 2 boats br- Heated swimming pool br- Fully stocked game room with foosball, air hockey, Xbox + games, and bunkbed br- Outdoor shower, gas grill, deep freezer, and fish cleaning station br- Snook lights for nighttime dockside fishing br- Easy access to pristine beaches and nearby islands like Cayo Costa, Captiva, and Sanibelbrbr**A Fisherman’s Paradise**brbrWith direct boat access and a dock right at your doorstep, Solitude is ideal for those looking to explore the surrounding waters. Spend your days fishing the nearby flats or cruising to neighboring islands. End the evening grilling your fresh catch and enjoying island breezes from one of the many porches.brbr**Guest Access**brbrArrival is seamless—keys will be provided via our property management team. Boating directly to the home We’re happy to arrange key drop-off so you can settle in with ease.

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Bath

Sleeps

$501.75

/ Nightly

Private Vacation Home

Island Oasis/Hidden Beach House-Private pool

Captiva, Florida, United States

This traditional, Florida-style island cottage is situated less than 200 yards down a private path to the Gulf of Mexico. This home has only one elevated, single-level, floor plan providing ease of access and family-friendly living. It is designed to provide the utmost comfort while capturing the scenic beauty around it.brbrFeatures include: Outdoor living environment includes a heated pool with wrap around deck, covered outdoor bar, pingpong table, barbecue and eating area. The relaxing and stylish interior retreat has a spacious private master suite with study/sitting area and master bath, along with two additional bedrooms in a split floor plan, and a second large bath. Sleeps six with one king, one queen, and two twin beds. A convenient utility room with washer and dryer adjoins the kitchen.brbrbrThe village of Upper Captiva: The village of Upper Captiva sits on the northern tip of North Captiva Island, a secluded tropical island in Southwest Florida. This bridge-less island is unique among the sandy coastal barrier islands of Florida. North Captiva Island is surrounded by the warm waters of the Gulf of Mexico and Pine Island Sound, about six miles off the mainland of Florida. Boca Grande lies to the north and Captiva and Sanibel lie to the south.brbrThis tropical island is one pearl in the necklace of 'outer islands' embracing Pine Island Sound. Access is only by boat or private airplane. No cars! No crowds! This has assured that the island remains unspoiled and unhurried. Its sandy beaches are decorated with an endless supply of driftwood and seashells surpassing that of the legendary Sanibel/Captiva beaches. Upper Captiva is a truly unique combination of comfort and luxury in an idyllic tropical brparadise.

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Sleeps

$783.46

/ Nightly

Private Vacation Home

Private BEACHFRONT Point - Dolphins, Sunsets & Golf Cart Included/North Captiva!

Captiva, Florida, United States

Rated 9.8/10 by 182 guests — one of the highest-rated beachfront rentals on North Captiva Island.brbrTHE SPACEbrbrRainbow's End sits on a rare private beachfront point at the northern tip of North Captiva Island — a spot so secluded it has its own name: Rum Point. With the turquoise Gulf of Mexico just 10 steps from your door and 4 acres of untouched tropical land behind you, this is the most private and peaceful beachfront on the island. There are no neighbors in your sightline. No road noise. Just the sound of waves, the rustle of palm fronds, and dolphins passing by most mornings.brbrThe home sleeps 7 comfortably across 2 bedrooms, with a full kitchen, washer/dryer, free WiFi, and air conditioning. Every room has been maintained to the same standard our guests have come to expect — and come back for.brbrTHE BEACHbrbrStep off the back deck and you are in the Gulf of Mexico. No walk down the street, no public beach access to share — just your private stretch of pristine white sand and warm, clear water, whenever you want it. The western exposure at Rum Point delivers what guests consistently call the best sunsets on the island: the sky turns every shade of orange and pink right in front of your dinner table.brbrWatch dolphins swim along the shoreline from the porch — this happens on most days and never gets old.brbrYOUR GOLF CART IS INCLUDEDbrbrNorth Captiva has no cars — just lush sandy trails and golf carts. Yours is waiting at the dock when you arrive. A relaxed 5-minute ride brings you straight to Rainbow's End, and from there the whole island is yours to explore at your own pace. Use it to find a quiet beach on the other side of the island, grab a drink at the pool bar, or simply cruise the trails as the sun goes down.brbrTHE ISLANDbrbrNorth Captiva is a true offshore island — accessible only by boat or small plane. No cars, no chain hotels, no traffic lights. Around 300 homeowners. Miles of untouched beach. Over 600 acres of Federal Wildlife Preserve with hiking trails, exotic birds, and complete solitude whenever you want it.brbrWhen you do want company, the island delivers:brbrPool bar and grillbrMarina restaurantbrGuided fishing and boating toursbrBoat rentals and kayak toursbrSmall convenience storebrGrocery delivery to the dockbrDaily island-hopping and dolphin-watching tour boatsbrbrGETTING HEREbrbrFerries depart from Pine Island throughout the day — it's a 20-minute crossing. You can also fly in by small plane. Once you land, your golf cart is waiting. First-time visitors often say the ferry ride itself feels like the start of something different. They're right.brbrWe recommend stocking up on groceries before you board, or pre-ordering a grocery delivery to arrive when you do. The island has a small market, but part of the magic is having everything you need and nowhere you have to be.brbrGOOD TO KNOWbrbrSleeps 7 · 2 bedrooms · 2+ bathrooms · 1,200 sq ftbrGolf cart included for the duration of your staybrPrivate beachfront — no public access nearbybrFull kitchen, free WiFi, A/C, washer and dryerbrFerry departs from Pine Island (approx. 20 min)brPeak season: January through April — book earlybrbrONE LAST THINGbrbrThe most common thing our guests say when they leave That the week ended too soon. We hear it every time. Book early — Rainbows End fills up fast, and once you've been, you'll understand why guests keep coming back year after year.

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Sleeps

$936.83

/ Nightly

Private Vacation Home

150 yards to the beach. Waterfall resort style pool, private theater and more

Captiva, Florida, United States

Welcome to Stayawiles, your newly refreshed dream vacation rental! This luxurious 6-bedroom home is a haven for families in search of the ultimate beach retreat. Positioned mere steps from the sandy shoreline, you'll relish the serene ambiance of the waves and the easy beach access. This expansive abode, named Stayawiles, features two distinct living areas, providing ample room for both relaxation and entertainment. The residence boasts not one, but two master suites, ensuring maximum privacy and comfort for all. Enjoy ultimate relaxation with your very own private pool, inviting you to take refreshing dips or soak up the sun. For indoor amusement, a pool table awaits friendly competitions, and a cutting-edge theatre room offers a premier cinematic experience. Your family's perfect vacation awaits—book now to secure this remarkable rental at Stayawiles!brbrDo you remember Lifestyles of the Rich and Famous Stay for a week or longer at Stay A-Wiles on Captiva Island and you will feel like a celebrity. Our home has recently been refreshed and decked out to the fullest. The home has over 4,000 sq ft of space to accommodate up to 14 guests. Downstairs is a private theatre featuring leather chairs with retracting screen, billiards table, wet bar and walk right out to the resort style pool area complete with a hot tub, waterfall feature and slide. Downstairs has the theater as well as a bedroom with 2 full size beds and full bathroom. The entire pool area is screened in for privacy and comfort. The main level features a chef's style kitchen with high end appliances, sitting room as well as 3 bedrooms/3.5 bathrooms. Upstairs are two spacious primary suites with king sized beds and en-suite bathrooms. You are situated in the heart of Captiva Village which not only puts you within 150 yards of the sand, but also a short walk to shops and restaurants. Want to relax and read a book while on vacation .... the quaint Captiva Library is just down the lane. Book your stay today and experience a vacation like you've never had before!brbr**Rent our new 6 person golf cart to easily get around the Village area. Inquire with Dream Vacations or add to your reservation during the check-out process** brbr*Important Note: This rental does not include beach chairs or umbrellas. Instead, we’ve partnered with VayKLife to provide you with a credit toward beach essentials like chairs, umbrellas, coolers, wagons, and more—so you can pack light and still enjoy everything you need for a perfect day at the beach. While some of our homes may have beach gear on-site, availability varies, and we cannot guarantee specific items will be provided. With VayKLife, you get to choose exactly what you need, and they’ll deliver it right to your door for added convenience. Your booking confirmation includes a link to VayKLife’s site, where you can browse their full selection and easily redeem your credit. It’s just one of the ways we help make your stay as seamless and enjoyable as possible.

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Bath

Sleeps

$683.38

/ Nightly

Private Vacation Home

Tortuga Sunset| Ocean Views/Private Pool/Golf Cart

Captiva, Florida, United States

Tortuga Paradise introduces Tortuga SunsetbrCheck out our online reviewsbrbrThe Space – Designed for Connection & Comfortbr2,350 sq ft ranch with soaring ceilingsbrbrSleeping (Sleeps 10)br• 2 King master suites with ensuitesbr• King + twin bunks, attached bathbr• Bonus Queen Murphy bedbrbrIndoor LivingbrOpen layout, gourmet kitchen, 5 smart TVs, Starlink WiFibrbr Outdoor Livingbr• Heated saltwater pool + spabr• Screened sunset porch (ocean views)br• Outdoor kitchen, fire pit, lounge + ping pongbrbr✈️ Island CharmbrNear small airstrip—occasional planes, no runway access

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Sleeps

$515.29

/ Nightly

Private Vacation Home

Paddle Boards-Heated Pool-Golf Cart-Volleyball Court-HOT Outdoor Shower-Bunkroom

Captiva, Florida, United States

Secluded island escape with a heated pool, volleyball court, pingpong, outdoor kitchen & golf cart. Sleeps 10 with 2 king suites + bunkroom — perfect for families & groups, anglers or multi-generational.brbrWe've recently added pingpong outside by the pool, 2 paddle boards to strap to golf cart roof and take to whichever beach your heart desires. AND built a private volleyball court on our side lot, to entertain your kids/teens or even get a good adult game going! The Pool is warm, the beaches are beautiful and our new landscape and outdoor lighting is sure to give you all the paradise vibes. Enjoy the world class fishing Captiva offers, the stunning beaches, or boot around the car-less island in a golf cart. Otherwise, relax by your private pool, grab a cold one and fire up the grill. The space:brSplit floor plan, perfectly set up for 2 families, with an ensuite master bedroom (king) on one side of the house, a second ensuite bedroom (king) on the opposite side of the house, with a third bunk room (2 queens and 2 twins) for all the kids! The house has an open floor plan with plenty of space for games or just relaxing. The TV in the great room is internet connected and can be used with most streaming services; just login! The kitchen is fully equipped with a blender, coffee maker, and a propane grillbroutside. Plenty of games for kids, including monopoly,brEnjoy relaxing mornings having coffee and breakfast on the lanai overlooking your private heated pool.

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Sleeps

$558.76

/ Nightly

Apartment

Charming Captiva Villa Residence, Great Amenities

Captiva, Florida, United States

Summary:brbrCharming Captiva Villa Residence featuring gorgeous coastal decor, panoramic garden and pool views, plush master quarters, well appointed living area with ample seating, as well as a robust kitchen equipped with all the essentials. Guests will enjoy proximity to all Captiva has to offer while also being close to downtown Captiva, full of opportunities for adventure and relaxation.brbrbrbrThe Space:brbrThis unit is located on the second floor and boasts 750 square feet of optimal island living space. This unit comfortably sleeps a party of 4 featuring a king bed in the master bedroom and a sleeper sofa in the living room as well as a full bathroom conveniently located between the bedroom and living room. The oversized lanai overlooking the garden features ample outdoor seating to enjoy the tranquil setting of Captiva.brbrbrbrGuest Access:brbrIncluded in the rental of this unit is the use of the many amenities at the Captiva Villas complex, including a heated pool, grill and cooking area, communal laundry room. The unit is located within a five minute walk to downtown Captiva Village where one can enjoy great dining and shopping. We provide high-end beach gear that guests can use during their stay. Our repeat guests prefer staying with us over booking through the resort as you are GUARANTEED the unit you book online, what you see is what you get! Staying with us guarantees you a fantastic unit, access to pools and beaches less than a minute from your room, first-class guest services, and far more economical pricing. brbrbrbrTHIS PROPERTY IS NOT AFFILIATED WITH SOUTH SEAS ISLAND RESORT. RENTAL DOES NOT INCLUDE, AND DOES NOT PROVIDE ACCESS OR ENTITLEMENT, TO ANY SOUTH SEAS AMENITIES..brbrbrbrThe Neighborhood:brbrThis unit is located only a matter of feet from the beach, allowing guests to enjoy either the tranquility and hidden beauty of the gardens or the wonder of the esteemed Captiva beaches surrounding South Seas, all within feet of their residence!brbrbrbrGetting Around:brbrRecommend bikes or a golf cart, rental car not needed unless guests plan to explore beyond the downtown Captiva area (which is golf cart legal)brbrbrbrOther Things to Note:brbrGuests must complete a rental agreement following reservation confirmationbrbrA non-refundable cancellation fee of $100 will apply for reservations cancelled prior to the cancellation policy window. This fee covers our credit card processing fees on a refunded deposit payment.brbrbrbrInteraction with Guests:brbrWe provide guests with as much privacy as they would like, yet are available in an instant as needed to address any issues, large or small. We are available through phone, text, e-mail, and in person any time assistance is needed and are equipped to handle any guest request.

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Sleeps

$1640.24

/ Nightly

Private Vacation Home

Unparalleled Gulf-to-Bay Living - Luxury Beachfront Retreat-Captiva Island

Captiva, Florida, United States

NEW TO THE RENTAL MARKET — Be one of the first to experience Captiva’s finest beachfront living! brbrWake up to breathtaking 180-degree views of both the Gulf of Mexico and the Bay in this extraordinary beachfront home, ideally positioned between two spectacular shorelines. Designed with relaxed coastal elegance in mind, this spacious and luxurious retreat offers seamless indoor-outdoor living—perfect for entertaining, unwinding, and creating unforgettable memories. brbrAn open-concept layout with a thoughtful split floor plan offers both privacy and connection. Natural light pours through expansive windows, showcasing sweeping water views from nearly every room.brbrOutdoor Living Highlights:brStep outside to enjoy multiple decks, a screened lanai, a large fenced backyard with pavers, and a private pool and spa—all nestled in lush tropical landscaping. For those who enjoy time on the water, the property includes access to a shared dock (ideal for fishing only).brbrBedroom Layout:brMain Floor Gulf-Front Guest Suite:brEnjoy a beautiful Gulf view in this serene guest room with a queen bed and direct access to the screened lanai. Wake up to stunning Gulf views and the peaceful rhythms of coastal life.brbrMain Floor Guest Suite with Pool and Bay Views:brThis inviting queen bedroom offers tranquil vistas of the pool and Bay, making it a restful retreat for guests.brbrTop Floor Master Suite:brThe ultimate sanctuary—this spacious suite features a king bed, panoramic Gulf views, a luxurious spa-style bath, walk-in closet, and front-row seats to dolphins by day and stars by night.brbrEntertainment Den:brEnjoy your favorite shows and movies with the large flat-screen television.brbrLower-Level Family Suite:brIdeal for families or larger groups, this level includes a full living area, a bedroom with a king bed and two twin beds, a full bathroom, and direct access to the pool and beach.brbrAdditional Features:brPrivate pool and spabrGourmet kitchen with Gulf views, stone countertops, and access to an alfresco dining deckbrAdditional ice maker for guest convenience—perfect for beach days and entertainingbrMultiple outdoor spaces for relaxing or entertainingbrGalvalume roof, composite decking, and impact-rated windows and doors for peace of mindbrOne Bay garage access available for loading/unloading only (no vehicle parking)brSecurity camera monitoring of outdoor areas onlybrDock access is for fishing use onlybrbrLocation Perks:brCentrally located near Tween Waters and Captiva Village—walk to dining, shopping, and island activities. Whether you're watching the sunset from one of the many decks, swimming under the sun, or enjoying an evening breeze, this home offers the ultimate in coastal comfort and luxury living.

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Bath

Sleeps

$708.06

/ Nightly

Private Vacation Home

Waterfront Pink House with Private Dock & Pool!

Captiva, Florida, United States

Summary:brbrIf you're looking for a tropical vacation home that's perfect for a large family, our stunning Captiva Island Pink House Villa should not be missed. This private four-bedroom home, located on the Roosevelt Channel, boasts its own dock and pool. The quintessential Florida vibe is impossible to ignore.brbrbrbrThe Space:brbr**Beach Access Information Listed Below** brbrbrbrStart your day by enjoying a cup of coffee from one of the many balconies. For some afternoon activity, grab a fishing pole or take a kayak ride. If you are lucky, you may even see a manatee swimming in the Pine Island Sound Aquatic Preserve. Whether the purpose of your trip is a family vacation or a couples retreat, the Pink House will not disappoint.brbr brbrThe home is nearly 4,000 square feet and can comfortably accommodate up to 10 people. The home has a wonderfully stocked kitchen with modern appliances that will make you feel right at home and tastefully installed modern technology, including large flat screen TV's. The rental includes quality linens, towels, shampoo, conditioner, toiletries, and more!brbrbrbr**Please note, the photos displayed are pre hurricane Ian. The only thing that has changed is that the second-floor master balcony is currently unavailable, and the landscaping on the property has not fully returned to its former lush state, but apart from that everything is available as displayed.brbrbrbrRelax. Unwind. Enjoy. brbrbrbrbrbr**BEACH ACCESS INFORMATION: We are located on the canal side of the island and do not have private beach access. The public beach is easily accessible and just half a mile down the road.brbrbrbr**The pool can be heated for a fee of $50/night.brbr**A high chair and pack and play can be made available for no additional fee. Please request prior to arrival. brbr**The bunk beds are full over full bed sizes.brbrbrbrGuest Access:brbrOur guest relations team will send over a door access code before your arrival.

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Sleeps

$208.33

/ Nightly

Condo

Bayside Villa 5130: Your Perfect Island Retreat

Captiva, Florida, United States

Bayside Villa 5130 – Peaceful Marina Views & Coastal Comfort in CaptivabrbrEscape to the tranquil shores of Captiva Island and enjoy the relaxed luxury of Bayside Villa 5130. This beautifully updated second-floor 1-bedroom, 2-bathroom condo offers an ideal retreat for couples or small families seeking a serene and memorable island getaway.brbrStep inside to a bright, welcoming living space where natural light pours through large windows, illuminating the thoughtfully furnished interior. Unwind in the cozy living room after a day of exploring, or prepare meals in the fully equipped kitchen, complete with modern appliances and everything you need for effortless dining.brbrThe private screened lanai is the highlight of the unit—perfect for alfresco meals, morning coffee, or sunset relaxation while enjoying peaceful bay and marina views and cooling tropical breezes.brbrThe tranquil primary bedroom features a comfortable king-size bed and an en-suite bathroom with a spacious walk-in shower. A second full bathroom adds excellent convenience for additional guests.brbrCommunity AmenitiesbrTake advantage of the Bayside Villas’ relaxing on-site amenities:brHeated community poolbrHot tubbrBBQ grillsbrEasy beach accessbrPaid laundry facility on the ground levelbrbrYou’ll also enjoy a short walk to Captiva’s pristine white-sand beaches—perfect for shelling, swimming, and soaking in the Gulf’s turquoise waters. Numerous water activities are nearby, including kayaking, paddleboarding, parasailing, and more.brJust outside the resort, you’ll find charming shops, art galleries, and excellent dining options featuring fresh seafood and signature Captiva flavors.brbrA 2-night minimum stay is required.brbrImportant NotesbrbrPrivate ManagementbrThis condo is privately managed and not affiliated with Island Resort. Guests do not have access to resort amenities. A paid laundry facility is available on the ground level.brBeach 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.brElevator NoticebrThe building elevator is currently functional, but as mechanical equipment, uninterrupted operation cannot be guaranteed. Refunds cannot be issued for elevator outages.brConstruction & MaintenancebrThere are ongoing repairs and construction within the Resort. Refunds cannot be issued for disruptions caused by maintenance or construction outside our control.brStorm-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.

1

Bed

2

Bath

4

Sleeps

$390.25

/ Nightly

Condo

No Place Like Captiva 2 Bedroom Condo Beautiful Views Pool Beach

Captiva, Florida, United States

Your Captiva adventure begins at this charming 2-bedroom condo. Inside, guests find a king bed and two twin beds, plus a cozy living room with a sofa bed for extra comfort. Two bathrooms add convenience, making it easy to unwind after a day of exploring. The space feels soothing and inviting, perfect for relaxing evenings or casual gatherings. Whether you’re here for a quick getaway or an extended stay, this beautiful condo offers a welcoming retreat. We think our place will help you experience everything Captiva has to offer.

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Sleeps

$363.85

/ Nightly

Private Vacation Home

Beach Villa 2121: Your Exclusive Two-Story Beach Villa with Direct Gulf Views

Captiva, Florida, United States

Welcome to your dream Captiva getaway at our RARE Two-Story Beach Villa with Direct Gulf Views!brbrDiscover the ultimate island escape in this stunning 3-bedroom, 3-bathroom villa, perfectly situated on a corner lot for abundant natural light and enhanced privacy. Step inside and let the open-concept living, dining, and kitchen areas envelop you in comfort – ideal for entertaining or simply unwinding after a sun-kissed day on the sand.brbrImagine savoring a refreshing drink as you listen to the calm rhythm of the waves, all while witnessing an incredible Captiva sunset paint the sky from the luxury of your living room or private patio. It's the perfect backdrop for unforgettable vacation memories.brbrThis spacious villa offers flexible living across two levels. On the main floor, you'll find the serene primary bedroom with its own en-suite bathroom, plus a convenient guest bedroom and a separate full bathroom. Ascend the stairs to discover an additional private bedroom, complete with its own en-suite bathroom, ensuring plenty of space and comfort for family, friends, and guests alike.brbrAs part of the charming Gulf Beach Villas community, your stay includes access to fantastic amenities. Take a dip in the sparkling community pool, enjoy a friendly match on the tennis or pickleball courts, or host a casual BBQ at the grilling stations. Best of all, you're just steps away from the soft, sandy beaches of the Gulf of Mexico!brbrThe prime location means you're also just a short stroll from the vibrant Village of Captiva, where you can explore charming retail shops, grab your morning coffee at Starbucks, or indulge in delicious dining experiences.brbrThis villa offers the perfect blend of coastal living and convenience, promising an unforgettable Captiva vacation. Book your stay today and start making incredible memories!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.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.brbrPool ClosurebrThe pool will be closed starting January 5, 2026. This closure is expected to last one (1) month. The other two pools at the Beach Villas will remain open and available to guests. One is in front of the 2300 building, and the other is in front of the 2500 building brbr

3

Bed

3

Bath

8

Sleeps

$2349.92

/ Nightly

Private Vacation Home

Wrap-Around Deck, Bay Views, Private Pool & Hot Tub - OFFICIAL RESORT LISTING

Captiva, Florida, United States

A large wrap-around deck and Bay views welcome guests to this beachside getaway. With an open floor plan, bright tropical colors, and a prime location just 100 yards from the beach, this four-bedroom, three-bath home is the perfect vacation retreat for family and friends. The living area features a relaxing sectional sofa, large flat-panel television, and sliding glass doors that open to a patio overlooking the private pool and hot tub. A fully equipped kitchen is located off the living area with all the conveniences including a breakfast bar with seating, flat-panel television, and an island prep area, while the dining area seats up to eight guests. The main-level master suite offers views of the pool and the beach and features a king bed and ensuite with walk-in shower. A second downstairs bedroom with views of the lush tropical surrounds offers a queen bed. Upstairs there are two additional island-inspired bedrooms, one with a queen bed and the second with two twin beds, both of which open onto a loft that provides the perfect space to relax or to sleep additional people on the queen sleeper sofa. You’ll be sure to enjoy the many activities and amenities that South Seas Island Resort has to offer from this home that accommodates up to 10 guests. brbrHome Includes:brPrivate pool & hot tubbr3,300 square feetbr4 Bedroom with loft / 3 BathbrLoft with queen size sleeper sofabrMaster Bedroom overlooking the poolbrOpen kitchen featuring breakfast bar seating and flat panel TVbrDining Room seats 8brLiving room opens to screened lanaibrLess than a minute walk to the beach on deeded beach access pathbrSpacious sundeckbrWasher and dryer (2)brOutdoor gas grillbr3 parking spacesbrMaximum occupancy of 10br5 night minimum stay requirement brbrThis is an OFFICIAL LISTING in partnership with South Seas Island Resort and guests will receive use of the resort’s amenities and services that are included in the resort fee. If you rent from an unofficial listing that is not provided by the official South Seas Island Resort, please be aware that you will not have access to any of the facilities and services on property, including housekeeping or maintenance. brbrRESORT FEE: South Seas Island Resort will charge a nightly resort fee of $25.00, plus 11.5% tax for each guest 13 years and older. The resort fee is not quoted with the room rate, and will be collected at check-in. brbrThe Resort Fee Includes:br• Tennis / Pickleball court fees *br• Daily trolley service throughout the Resortbr• Resort pool complex amenities (poolside towels and lounge chairs)br• Beach (South and Sunset Beach) amenities (beach towels, chairs, and umbrellas)br• Fitness center accessbr• Guest room high-speed internetbr• Participation in special Resort activitiesbr• Free parkingbr• Tesla and EV charging stationsbr* All play requires advanced reservations. Players must check in at the Pro Shop before playing. Instruction and equipment are not included in the resort fee. Tennis reservations may be booked 7 days in advance of play. brbrAt South Seas, our sanitation procedures are rooted in the CDC guidelines, and we are following guidance from public health authorities. We will not be able to offer any early check-in or late check-out requests until further notice, due to the time it takes to properly clean and sanitize the unit for the next guest arrival. Our enhanced measures include: brbrPartnering with industry experts, such as Ecolab®, to ensure we have training on hygiene and infection prevention. Ecolab, a global leader in hygiene and chemical products, is a trusted industry partner. Training hotel staff on cleaning and sanitizing procedures developed by AIMClean, our robust cleaning and sanitizing certificate program includes best practices from in-house and outside experts. brIncreasing frequency of cleaning and special sanitizing using EPA-approved products throughout all public areas of the hotel, meeting areas, guestrooms and work areas focusing on high-touch areas and hard surfaces. brbrMinimizing exposure to guests and staff by cleaning and sanitizing your accommodation prior to your arrival. brbrProviding food and beverage offerings in a grab & go format or touchless delivery; providing rigorous food and beverage staff training; adhering to local health department guidelines along with guidance from the CDC, such as the use of PPE and food safety. brbrPhysical distancing throughout all areas of the resort including in public areas, fitness center, lobby, pool, beach, and retail. Where available, we encourage all guests to utilize touchless service. brbrOn behalf of the South Seas Family, we want you to know that when you are ready to visit, we are ready to welcome you completely prepared to provide a safe and enjoyable South Seas experience. We look forward to serving you!brbrThere will be a $25 per person (12 yrs and older) resort fee that will be charged at the time of arrival.

4

Bed

3

Bath

10

Sleeps

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