Captiva vacation rentals

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Top-rated vacation rentals in Captiva

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

Guest favorite
Home in Captiva
My Sea Shack~ 1 minute to beach, SH Club, G-Cart
Let "My Sea Shack" be your home away from home while you recharge your mind, body and soul on our island oasis, North Captiva! We are an unspoiled, low-key tropical paradise off the coast of Southwest Florida. This means that our beaches are uncrowded, and tourists and traffic are just a mainland memory! Leave your car and your cares at the marina because this island is only accessible by water taxi, boat or private aircraft. Each day, after exploring our paradise (by provided golf cart), let this spacious property welcome you back. Our new stilt home was built in 2018 and is ready to meet all your vacation needs! It features 2 bedrooms and a pull-out couch which will comfortably sleep 6. The master’s over-sized king bed will provide a nightly hug and a warm place to dream. Not tired quite yet...put on some tv and fall asleep while watching your favorite show on the flat screen. The 2nd bedroom can accommodate 3 people eaily with a comfy queen bed and twin. This room also has a flat screen making it a little easier for guests or little ones to doze off. In the morning, start your day off with your cup of coffee or tea on our sprawling deck. Relax and unwind in this comfortable home away from home! Spend your days on our beaches or stay as busy as you’d like with four on-island restaurants, two bars, kayak rentals, fishing charters, private chefs, cabana rentals, craft making opportunities, bicycle rentals, sunset cruises and our favorite - island hopping charters! My Sea Shack also comes with resort like amenities…take a dip in the community pool, play a game of tennis, enjoy priority seating at Safety Harbor’s restaurant -> On The Water or bring your private boat and have access to a boat slip (small daily fee applies). What makes this property TRULY SPECIAL though is the fact that it is only a 2-minute walk to Safety Harbor’s private beach entrance. This beach is so secluded, you will feel like you are on your own private beach. Choose your itinerary, let us take care of the rest~ your next adventure on North Captiva awaits. HOW TO GET TO THE ISLAND AND HOUSE Island Girl Charters has a ferry that runs from Pine Island to North Captiva. At the marina, you can leave your vehicle there. The boat crew will load up your luggage and groceries onto the ferry and you will be on your way..the actual ride is only about 20 minutes long. Many times you will see dolphins trailing behind as you make your way to the island. Upon arriving at the Safety Harbor drop off, our conceirge service will pick you up and load your belongings onto a trailer. If this is the first time, they will be happy to give you a quick tour before taking you to the house. The conceirge service will also take you back to Safety Harbor upon departure. INCLUDED~ Water osmosis system Wifi Netflix, disney +, hulu, amazon prime DVD player Blue-ray player 6 beach chairs Umbrella Beach towels Beach games Sand toys Pickle ball set Grill Propane tank Pack & play Highchair All spices Courant pizza maker (for frozen pizzas) Mixer Can opener Toaster Coffee maker Blender All kitchen cutlery Blowdryer T-fal cookware Vacuum Cleaning supplies Laundry det pods Hand soap Dish soap Toilet paper Paper towels 1 bottle of wine
Dec 8 – 15
$262 per night
5.0 out of 5 average rating, 34 reviews
Superhost
Home in Captiva
Hear the Waves & See the Beach - 1 house to shore
🌊 Amazing beach views 🌅Stunning sunsets from crow’s nest. 🏠 Distinguished island home - professionally designed & extremely comfortable 🛥️Shared boat dock - ask about availability 🛌🏽Westin Heavenly Beds for ultimate comfort and sleep ✅ Gourmet chef's kitchen 🏖️New beach chairs, umbrellas, kayaks, bikes, and outdoor games. 🚙 Golf cart included! 🐶 Pet-friendly! 🧻Supplies, amenities and luxury toiletries provided 💻 High speed internet 😊24/7 local host support - we’re here to make your trip perfect!
Oct 8 – 15
$535 per night
5.0 out of 5 average rating, 4 reviews
Guest favorite
Guest suite in Naples
By the Beach and 5th - Studio Guest Home & Pool
Great location! Newly renovated! A studio guest home with your own private entrance & your own full kitchen & bath! A non-smoking home only 1 mile from the beach, 5th Ave dining and shops, the mall, the zoo, beautiful Baker Park, and that's not all- Only steps away are local restaurants and shops! Bikes and beach equipment included! Did we mention the pool? Or that you can sing along to your fave tunes in the shower via a Bluetooth shower speaker? This home is 350 square feet of clean cuteness!
Aug 19 – 26
$105 per night
5.0 out of 5 average rating, 130 reviews

Popular amenities for Captiva vacation rentals

Stay near Captiva's top sights

Turner Beach18 locals recommend
Bubble Room80 locals recommend
The Mucky Duck80 locals recommend
Captiva Beach19 locals recommend
The Green Flash24 locals recommend
Doc Ford's Rum Bar & Grille - Captiva Island22 locals recommend

Other great vacation rentals in Captiva

Superhost
Condo in Captiva
Stunning Modern Beach front condo - w golf cart!
May 1 – 8
$450 per night
4.92 out of 5 average rating, 75 reviews
Superhost
Home in Captiva
Sunset Captiva 48
May 1 – 8
$500 per night
4.9 out of 5 average rating, 41 reviews
Guest favorite
Apartment in Captiva
South Seas Captiva Getaway
Apr 12 – 19
$324 per night
5.0 out of 5 average rating, 9 reviews
Superhost
Home in Sanibel
Coastal Chic Island Escape
Dec 4 – 11
$600 per night
4.94 out of 5 average rating, 16 reviews
Guest favorite
Home in Captiva
Beachfront | Pvt Fishing Dock, Shelling, Sunrises
Oct 21 – 28
$679 per night
5.0 out of 5 average rating, 65 reviews
Guest favorite
Townhouse in Captiva
Ebb Tide on North Captiva Island
Oct 31 – Nov 7
$343 per night
5.0 out of 5 average rating, 11 reviews
Guest favorite
Home in Captiva
Blue Laguna - Vacation in paradise!
Sep 27 – Oct 4
$483 per night
4.92 out of 5 average rating, 101 reviews
Guest favorite
Cottage in Captiva
BAREFOOT HIDEAWAY , walk to beach, pool/golf cart
Sep 16 – 23
$413 per night
4.92 out of 5 average rating, 25 reviews
Guest favorite
Vacation home in Sanibel
Laid-Back Luxury - *Private Pool* - Bowmans Beach!
Jan 17 – 24
$850 per night
5.0 out of 5 average rating, 15 reviews
Guest favorite
Townhouse in Captiva
Sunrise Bay - North Captiva
Dec 2 – 9
$395 per night
4.97 out of 5 average rating, 34 reviews
Guest favorite
Cottage in Saint James City
Waterside Cottage
Aug 4 – 11
$121 per night
5.0 out of 5 average rating, 22 reviews
Guest favorite
Cottage in Captiva
FlipFlopper Beach House - 3 Min walk to Beach
Jul 22 – 29
$368 per night
4.93 out of 5 average rating, 29 reviews

Other great vacation rentals in Captiva

Superhost
Home in Captiva
Turquoise Tortoise North Captiva
Oct 19 – 26
$350 per night
4.96 out of 5 average rating, 27 reviews
Superhost
Home in North Captiva Island
May sale! Island life! heated pool, golf cart!
Dec 31 – Jan 7
$609 per night
4.86 out of 5 average rating, 44 reviews
Superhost
Cottage in Bokeelia
The Bokeelia Cottage
May 27 – Jun 3
$129 per night
4.83 out of 5 average rating, 70 reviews
Guest favorite
Condo in Punta Gorda
One bedroom condo overlooking Harbor with Pool
Jul 28 – Aug 4
$122 per night
4.94 out of 5 average rating, 35 reviews
Guest favorite
Villa in Cape Coral
BRAND NEW Luxury Villa w/Heated and Chilled Pool
Feb 25 – Mar 4
$547 per night
5.0 out of 5 average rating, 22 reviews
Guest favorite
Home in Fort Myers
Best Beach Cottage
Nov 10 – 17
$91 per night
5.0 out of 5 average rating, 17 reviews
Superhost
Condo in Sanibel
“Wind + Tide” @ Island Beach Club, Free bikes!
Dec 13 – 20
$335 per night
4.93 out of 5 average rating, 14 reviews
Guest favorite
Condo in Punta Gorda
Burnt Store Marina- 2BR w/ pool, marina, gulf view
Aug 15 – 22
$79 per night
4.97 out of 5 average rating, 38 reviews
Guest favorite
Guest suite in Cayo Costa
Cayo Costa Island -Waterfront, white sand studio
May 7 – 14
$303 per night
5.0 out of 5 average rating, 33 reviews
Guest favorite
Home in Matlacha
Matlacha Waterfront Fisherman’s Escape
Sep 2 – 9
$110 per night
4.93 out of 5 average rating, 30 reviews
Superhost
Apartment in Fort Myers Beach
Casa Bella D - 1 Bed/1 Bath - Steps To The Beach
Sep 28 – Oct 5
$125 per night
4.9 out of 5 average rating, 10 reviews
Guest favorite
Tiny home in Punta Gorda
CozyTiny Home
Jan 23 – 30
$86 per night
4.94 out of 5 average rating, 86 reviews

Quick stats about vacation rentals in Captiva

Total rentals

260 properties

Rentals with a pool

230 properties have a pool

Pet-friendly rentals

20 properties allow pets

Family-friendly rentals

210 properties are a good fit for families

Total number of reviews

3.2K reviews

Nightly prices starting at

$110 before taxes and fees

Your guide to Captiva

All About Captiva

With its neighbor, Sanibel Island, sleepy Captiva is a no-stoplight town that celebrates the simple pleasures of a quintessential Florida beach vacation: white-sand beaches, warm turquoise waters, abundant wildlife, and plenty of seashells down by the seashore. (Featuring some 400 varieties, the Sanibel seashell scene is so famous, it’s even got its own signature posture: the Sanibel Stoop.) Separated from the mainland by Pine Island Sound, this jawbone-shaped strip of land features 25 miles of bike paths, a handful of championship golf courses, and a slew of nature preserves — and there’s even more excitement under the water. Strap on a snorkel for a chance to spot barracudas, nurse sharks, and moray eels hanging out by the shipwrecks and artificial reefs off the coast.


The best time to stay in a vacation rental in Captiva

Captiva has captivated the imagination of snowbirds from the north, and for good reason. With average highs in the mid-70s Fahrenheit in January, winters here are more than tolerable. Spring and fall are nice, too, with temperatures in the 80s and the sea only a few degrees cooler. Summers are hot, humid, and buggy, with highs in the 90s, so pack your swimsuit, because you’ll be spending most of your time in the Gulf of Mexico, enjoying the 87-degree water. On the plus side: fewer crowds and lower prices.


Top things to do in Captiva

Cayo Costa

You can get to the untouched island of Cayo Costa only by boat or kayak, and a 30-minute cruise from Captiva makes for a nice day trip. The native Calusa used this seven-mile-long islet as fishing grounds; today you can visit for a day of shelling at the beach while keeping an eye out for manatees, porpoises, and sea turtles frolicking in the Gulf waves.

J.N. “Ding” Darling National Wildlife Refuge

With more than 240 avian species inhabiting this wildlife refuge in various seasons, this is a birdwatcher’s paradise. Come at low tide to see snowy egrets, tricolored herons, white ibises, and spectacular roseate spoonbills hunting for their dinner. You can drive through the refuge, tour it via a 90-minute tram ride, or rent a kayak, canoe, or stand-up paddleboard and explore freely on the water.

Sanibel Island

A short, 15-minute drive south brings you to family-friendly Sanibel Island, famous for its sunsets, beautiful beaches, and abundant sea shells. Shell collectors from all over come to comb the sands of Bowman’s Beach for sun-bleached cockles and conches. Be sure to visit the Bailey-Matthews Shell Museum, home to some of the largest mollusks ever found.

Frequently Asked Questions

  • Are there pet-friendly vacation rentals in Captiva?

    Four-legged friends are welcome in Captiva. Choose from more than 20 vacation rentals for guests traveling with pets.

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

    Yes! Work meets play with ease at over 110 vacation rentals in Captiva featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there family-friendly resort rentals in Captiva?

    Captiva has more than 10 family-friendly resort rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Do resort rentals in Captiva have a gym?

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

  • Do house rentals in Captiva have wifi?

    Absolutely! We offer over 130 house rentals with wifi 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 90 house rentals with a bbq area in Captiva. Enjoy a tailored experience with all the comforts you desire.

  • Are there Captiva resort rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 10 resort rentals 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 resort rentals in Captiva?

    Experience the best of Captiva with our resort rentals, starting at about $270 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do condo rentals in Captiva have air conditioning?

    Absolutely! We offer over 80 condo rentals with air conditioning in Captiva. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for Condo Rentals in Captiva?

    Enhance your stay in our Condo Rentals with the most popular amenities: over 30 homes with a bbq area, over 70 homes with wifi, over 80 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.

Destinations to explore

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