Holiday rentals in Captiva

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Top-rated holiday rentals in Captiva

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
An aerial view of a vibrant pink beach house is depicted, situated among lush greenery with glimpses of the ocean visible in the background. The property features several levels and an outdoor space with manicured grass, surrounded by palm trees and other vegetation.
Home in Captiva
4.92 out of 5 average rating, 12 reviews

HUGE/Private Pool/Elevator+Club/Pets/Views/2 Carts

"SHORE TO PLEASE - A LUXURY PRIVATE HEATED POOL HOME * PLUS*THE AMENITIES AT THE ISLAND CLUB AT NORTH CAPTIVA WHICH INCLUDE 2 HEATED POOLS, HOT TUB, POOL BAR, KAYAKS, BIKES, AND MORE! HUGE FABULOUS BEACH HOUZ*POOL*PRIVATE BEACH ACCESS*ELEVATOR* PET FRIENDLY*AMENITIES*VIEWS! ESTATELY WITH OVER 3000+ INTERIOR SQ FEET WITH 6 DECKS/360 DEGREE ISLAND VIEWS/HEATED POOL/POOL BATH/2 - 4 PERSONS GOLF CARTS INCLUDED/ELEVATOR/LUXURY SUITES & ENSUITE HUGE BATHS/LARGE ROOMS & BEDROOMS SIMPLY AMAZING HOME

Top guest favourite
A modern coastal house with a blue exterior is surrounded by lush tropical landscaping. The two-story structure features a set of stairs leading to the entrance, with views of the calm waters in the background and a sandy beach just steps away.
Home in Captiva
5 out of 5 average rating, 82 reviews

Beachfront | Pvt Fishing Dock, Shelling, Sunrises

🏝️Latitude Adjustment on North Captiva 👨‍👩‍👦Family Friendly 🏖️Private Beachfront 🎣Private Fishing Dock w/ Lights for night fishing, best fishing spot! Loaded w/ Snook,Redfish,Trout,Sheepshead &more 🏊‍♂️Island Club Membership (pools,kayaks,basketball) 🏯4-bedroom, 4.5-bath comfortably sleeps 10 ⭐️2,600 sqft under a/c, 1,400 sqft decking overlooking water 📞Owner available from booking-checkout 👩‍✈️Prof Managed- Luggage/Grocery Serv 🛻Golf Cart Included 🛜High Speed Wifi Contact us today!

Top guest favourite
A two-story beach house features a bright blue exterior and large windows, surrounded by palm trees and lush greenery. A wooden staircase leads to the entrance, with a deck visible on the upper level. The sandy area offers a welcoming beach environment.
Home in Captiva
4.9 out of 5 average rating, 125 reviews

Blue Laguna - Vacation in paradise!

This bright, fully equipped welcoming three‑story home features a private heated pool and a rooftop observation deck with stunning 360‑degree water views. It offers three comfortable bedrooms and three full bathrooms for up to six guests, plus two screened lanais where you can relax in the island breeze and listen to the birds. A four‑seater golf cart is included, so you can easily explore the beaches and sandy paths of beautiful North Captiva Island. Also full access to Island Club amenities!

Guest favourite
Home in Captiva
5 out of 5 average rating, 6 reviews

Newly Remodeled Home with Pool Steps to the Beach!

🏡 Laika House – Newly Remodeled Private Pool Home Steps from the Beach! 🏖️ 🌟 EXCITING NEW REMODEL! 🌟 Welcome to Laika House, a charming private pool home just steps from Captiva’s white sandy beaches! Located on quiet Laika Lane with no public parking and minimal traffic, this home offers the perfect blend of privacy and convenience. Walk to Captiva Village’s unique shops, top-rated restaurants, and vibrant attractions while enjoying a peaceful retreat surrounded by tropical landscaping.

Top guest favourite
A charming two-story home is surrounded by lush tropical landscaping. The exterior features a bright yellow facade with green accents, complemented by a large screened-in porch on the main level. Concrete walkways lead to the entrance, framed by natural beauty and garden elements.
Home in West Gulf Drive
5 out of 5 average rating, 18 reviews

Island Paradise-The Sandy Banana-across from beach

Relax and enjoy a little taste of paradise in this beautiful home with 3 master suites and a large loft area that has twin beds that double as a sofa, its own coffee bar and mini fridge. Tucked in and surrounded by beautiful sea grapes and palm trees you'll feel like its your own private oasis. Located on the quiet west end of Sanibel Island only a two minute stroll to one of the quietest beaches on the island. You're sure to enjoy nightly sunsets over the Gulf of Mexico during your stay!

Superhost
Home in Captiva
4.9 out of 5 average rating, 10 reviews

Sea U Soon - Luxury Villa with Heated Pool

Welcome to Sea U Soon- An exceptional residence that exudes quintessential Captiva charm with a decidedly modern flare, featuring handcrafted interior design, a lush outdoor landscape with built in kitchen and heated pool, and a true chef's kitchen with custom banquet. Location, location - with soaring gulf and bay views from the rooftop sundeck, and just steps to white sand beaches, shopping and dining, guests will find themselves perfectly positioned to enjoy all that Captiva has to offer.

Superhost
Home in Captiva
5 out of 5 average rating, 4 reviews

Modern Captiva Retreat I Pool/Spa I Prime Location

Escape to "Happy Daze," a luxurious retreat in Captiva Village, just steps from pristine beaches, shops, and dining. Recently refreshed, this 5-bedroom, 5.5-bathroom home features a modern design, elegant finishes, and a warm ambiance, perfect for families and groups. Enjoy a private outdoor space with a kitchen, BBQ, pool/heated spa, ping pong, and pool table. Inside, find 10 TVs, beach gear, and high-speed Wi-Fi. Occupancy: 12 Guests Parking: 4 Spots No Pets Allowed Beds: K/Q/Q/F/T/T/T/T

Guest favourite
Home in Captiva
5 out of 5 average rating, 5 reviews

NEW! Beachfront!3BR Suites Sustainable Home+Dock

NEW LISTING!! 💰No nickel & diming—AirBnb & cleaning fees included! 🚤 Boat-access-only retreat with private dock 🏖️ Steps to pristine beach 🌊 Panoramic water views from every room 🛏️ 3 private queen ensuites 🍽️ Premium kitchen + grill ☀️ Tesla solar + 🚀 Starlink WiFi 🛁 Breathtaking sunset views 🛶 Kayak, SUP & e-bikes included 🌿 Surrounded by protected preserve; only one nearby home 🐬 Incredible wildlife viewing ✨ Perfect for nature lovers, anglers & tranquility seekers

Top guest favourite
A serene beach scene showcases smooth, soft sands meeting the gentle waves of a turquoise ocean. A piece of driftwood rests in the foreground, complementing the clear blue sky and tranquil waters that stretch into the horizon.
Home in Captiva
4.95 out of 5 average rating, 147 reviews

Steps to Beach Captiva Includes CLUB & Golfcart

BOOKING SUMMER 2026 HOST PAYS AIRBNB FEE WINTER SPECIALS Golf Cart and Club amenities Included North Captiva Island Cottage! Just steps away from the Gulf's pristine shores, this cozy retreat offers a private hot tub, perfect for families and beach enthusiasts. Enjoy modern amenities, a well-stocked pantry, and a complimentary golf cart to explore the island. Pet-friendly(small fee) accessible by ferry, boat, or plane. With beach gear, access to the club pool, and proximity to the beach

Guest favourite
Home in Sanibel
4.78 out of 5 average rating, 9 reviews

Sanibel Beachfront Condo | Shelling Paradise

Beachfront 2BR/2BA condo on beautiful Sanibel Island, famous for world-class shelling and sunsets. Enjoy Gulf views from the living room and master bedroom. Includes a fully equipped kitchen, open living area with sleeper sofa. Full size washer and dryer are in the unit. The Pool and tennis court are currently under construction Free parking and direct beach access. Perfect for families, couples, or friends looking to relax, explore, and experience the natural beauty of Sanibel Island.

Top guest favourite
Apartment in Captiva
4.94 out of 5 average rating, 115 reviews

South Seas Resort Beach Villa 🌴 On The Beach !

South Seas Beach Villa 2527 is located directly on the beach. The beautiful sunsets over the Gulf of Mexico, along with the condo pool can be viewed from the private lanai. This updated unit has one king size bed located in the bedroom and pull out queen size sleeper sofa. The kitchen is fully stocked, there is an inside and outside dining table. You will have access to the beach, pool, pickleball, tennis courts, beach chairs & towels and BBQ grills located in the front of the unit.

Guest favourite
A bright outdoor area is visible, featuring a clear pool surrounded by lounge chairs. The white building is complemented by lush greenery, and a well-maintained, artificial grass area enhances the space. Large windows allow natural light to fill the interior.
Home in Captiva
4.87 out of 5 average rating, 38 reviews

Fredrickson's Corner

Fredrickson’s Corner is newly renovated (2023) and oozes old school captiva cottage charm! Home is steps to Captiva’s world famous beaches and Village and features 3 bedrooms / 2 baths. Our beach house is tastefully decorated with modern finishes and touches. With vaulted ceilings and numerous windows the sun shines bright. The master suite is large and spacious and the guest rooms offer plenty of comfort for family and guests. Pool and hot tub get amazing sun all day!

Popular amenities for Captiva holiday rentals

When is the best time to visit Captiva?

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Avg. price$657 SGD$689 SGD$686 SGD$689 SGD$505 SGD$486 SGD$434 SGD$436 SGD$439 SGD$441 SGD$478 SGD$607 SGD
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Frequently Asked Questions

  • What types of vacation rentals are available in Captiva?

    Uncover the perfect home-away-from-home with our diverse selection of vacation rentals in Captiva. From over 120 condo rentals to over 170 house rentals, we've got you covered.

  • Are there vacation rentals with a dedicated workspace in Captiva?

    Yes! Work meets play with ease at over 270 vacation rentals in Captiva featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there pet-friendly vacation rentals in Captiva?

    Four-legged friends are welcome in Captiva. Choose from more than 70 vacation rentals for guests traveling with pets.

  • Are there Captiva vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 340 vacation homes with pools in Captiva, available on Airbnb. Make a splash and soak up the sun in style!

  • How much does it cost to stay in house rentals in Captiva?

    Experience the best of Captiva with our house rentals, starting at about $180 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do house rentals in Captiva have self check-in?

    Absolutely! We offer over 40 house rentals with self check-in in Captiva. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Captiva have a bbq area?

    Absolutely! We offer over 70 house rentals with a bbq area in Captiva. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Captiva have free parking?

    Absolutely! We offer over 160 house rentals with free parking in Captiva. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly house rentals in Captiva?

    Captiva has more than 160 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Do condo rentals in Captiva have a gym?

    Absolutely! We offer over 10 condo rentals with a gym in Captiva. Enjoy a tailored experience with all the comforts you desire.

Quick stats about holiday rentals in Captiva

  • Total holiday rentals

    Explore 400 holiday rentals in Captiva

  • Nightly prices starting at

    Captiva holiday rentals start at $166 SGD per night before taxes and fees

  • Verified guest reviews

    Over 3,650 verified reviews to help you choose

  • Family-friendly holiday rentals

    300 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 70 rentals that welcome pets

  • Holiday rentals with a pool

    340 properties feature pools

  • Rentals with dedicated workspaces

    270 properties have a dedicated workspace

  • Wifi availability

    390 of Captiva holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Self check-in, Beachfront and Free parking on premises across Captiva rentals

  • 4.7 Average rating

    Captiva stays receive an average rating of 4.7 out of 5 from guests

Destinations to explore

  1. Airbnb
  2. United States
  3. Florida
  4. Lee County
  5. Captiva