Vacation 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
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
10 – 17 Oct
5.0 out of 5 average rating, 34 reviews
Guest favourite
Home in Captiva
Beachfront | Pvt Fishing Dock, Shelling, Sunrises
🏝️Latitude Adjustment on North Captiva!! 💎Newly renovated throughout (2023) 👨‍👩‍👦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,bikes) 🏯4-bedroom, 4.5-bath comfortably sleeps 10 ⭐️2,600 sqft under a/c, 1,400 sqft decking overlooking water 📞Owner avail from booking-checkout! 👩‍✈️Prof Managed- Luggage/Grocery Serv 🛻Golf Cart Included! 🛜High Speed Wifi 🕹️Games
13 – 20 Nov
5.0 out of 5 average rating, 65 reviews
Guest favourite
Home in Captiva
Private Island Luxury * Pool * Dock * Club Access
🏠 Exquisite interior design & curated coastal furnishings 🏖️ Stroll to beach: chairs, umbrellas, wagon provided 🛥️ Access to Escape Club private dock (shared: confirm availability) 🏊 Private pool 🍹 Screened-in pool bar 🏓 FUN! Ping pong, cornhole, PlayStation, bikes, games ✅ Fully stocked kitchen 🧴 Plush bedding, luxurious linens & bath amenities 💻 Starlink internet 🐶 Pet-friendly 🌴 Breathtaking views; luxury treehouse experience ⭐ Dedicated guest concierge to help you plan your perfect vacation
31 Aug – 7 Sept
5.0 out of 5 average rating, 20 reviews

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
Cottage in Matlacha
Mojito Island Cottage
7 – 14 Nov
4.88 out of 5 average rating, 129 reviews
Guest favourite
Home in Matlacha
Matlacha Paradise! NEW Waterfront Home-Free Kayaks
30 May – 6 June
4.98 out of 5 average rating, 176 reviews
Guest favourite
Townhouse in Captiva
Sunrise Bay - North Captiva
26 Sept – 3 Oct
4.97 out of 5 average rating, 34 reviews
Guest favourite
Home in Sanibel
Luxury Island Home - Pool, Dock, Prime Location!!
4 – 11 Feb
4.92 out of 5 average rating, 13 reviews
Guest favourite
Holiday home in Sanibel
Laid-Back Luxury - *Private Pool* - Bowmans Beach!
17 – 24 Jan
5.0 out of 5 average rating, 15 reviews
Guest favourite
Home in Captiva
Blue Laguna - Vacation in paradise!
21 – 28 Dec
4.92 out of 5 average rating, 101 reviews
Guest favourite
Home in Captiva
Steps To Private Beach Captiva Retreat Golfcart
4 – 11 Feb
4.97 out of 5 average rating, 93 reviews
Superhost
Home in Captiva
Turquoise Tortoise North Captiva
19 – 26 Oct
4.96 out of 5 average rating, 27 reviews
Superhost
Home in Cayo Costa
Cayo Costa Paradise Found
22 – 29 Dec
4.9 out of 5 average rating, 21 reviews
Guest favourite
Cottage in Saint James City
Waterside Cottage
15 – 22 Jan
5.0 out of 5 average rating, 22 reviews
Superhost
Home in North Captiva Island
May sale! Island life! heated pool, golf cart!
9 – 16 Dec
4.86 out of 5 average rating, 44 reviews
Superhost
Condo in Sanibel
“Wind + Tide” @ Island Beach Club, Free bikes!
13 – 20 Dec
4.93 out of 5 average rating, 14 reviews

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

$168 AUD before taxes and fees

Destinations to explore

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