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.

Guest favourite

Home in Captiva

5.0 out of 5 average rating, 34 reviews

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

16–23 Nov

£297 per night
Guest favourite

Home in Captiva

5.0 out of 5 average rating, 5 reviews

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!

18–25 Sept

£538 per night
Superhost

Home in Captiva

4.95 out of 5 average rating, 98 reviews

Welcome to Paradise!

A modern single family vacation home in a beachfront-to-bayfront community with tennis, pool, and marina with dock and boat slip. There are two master bedrooms with king beds, a loft with two twin beds, and a children's room with two bunk beds, so the house can sleep 6 adults and 2 children (under 13 years old) comfortably. There are two full bathrooms. Amenities include 3 cable TVs, WiFi, washer/dryer, ceiling fans, sundeck off of master bedroom, large shaded screened porch and covered parking.

4–11 May

£379 per night

Popular amenities for Captiva holiday 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 holiday rentals in Captiva

Guest favourite

Townhouse in Captiva

5.0 out of 5 average rating, 12 reviews

Ebb Tide on North Captiva Island

11–18 Dec

£343 per night
Guest favourite

Home in Captiva

4.92 out of 5 average rating, 99 reviews

Blue Laguna - Vacation in paradise!

11–18 Aug

£549 per night
Guest favourite

Holiday home in Sanibel

5.0 out of 5 average rating, 15 reviews

Laid-Back Luxury - *Private Pool* - Bowmans Beach!

17–24 Jan

£896 per night
Guest favourite

Cottage in Captiva

4.93 out of 5 average rating, 30 reviews

FlipFlopper Beach House - 3 Min walk to Beach

27 Jul – 3 Aug

£425 per night
Guest favourite

Townhouse in Captiva

4.97 out of 5 average rating, 34 reviews

Sunrise Bay - North Captiva

26 Mar – 2 Apr

£458 per night
Superhost

Home in Captiva

4.96 out of 5 average rating, 28 reviews

Turquoise Tortoise North Captiva

16–23 Nov

£384 per night
Guest favourite

Home in Captiva

4.86 out of 5 average rating, 88 reviews

Ricks Retreat in Captiva Island Florida.

16–23 Dec

£434 per night
Guest favourite

Home in Cayo Costa

4.9 out of 5 average rating, 21 reviews

Cayo Costa Paradise Found

23–30 Jul

£651 per night
Guest favourite

Home in Captiva

4.97 out of 5 average rating, 93 reviews

Steps To Private Beach Captiva Retreat Golfcart

29 Oct – 5 Nov

£545 per night
Guest favourite

Cottage in Saint James City

5.0 out of 5 average rating, 23 reviews

Waterside Cottage

23–30 Sept

£155 per night
Superhost

Home in North Captiva Island

4.87 out of 5 average rating, 45 reviews

May sale! Island life! heated pool, golf cart!

19–26 Sept

£519 per night
Guest favourite

Apartment in Punta Gorda

4.94 out of 5 average rating, 35 reviews

One bedroom condo overlooking Harbor with Pool

7–14 Jul

£135 per night

Quick stats about holiday 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

£87 before taxes and fees

Destinations to explore

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