Vacation rentals with a pool in North Captiva Island

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Top-rated rentals with a pool in North Captiva Island

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Guest favorite

Home in Cape Coral

4.99 out of 5 average rating, 175 reviews

LUX Villa w/ Private Salt Water Pool, Lanai, Canal

Are you looking to swim, relax outdoors, fish and take in beautiful sunsets on a wide gulf access canal? If so you will fall in love with this stunning newly constructed custom built home! The 2750 square foot home is bright & airy with two main bedroom on-suites & a separate family wing! The gourmet kitchen, dining room & great room open via large sliders to the lanai & pool w/ views of the canal in much desired SW Cape! Beach inspired villa! Large captains walk & Tiki! Check out our reviews!

Jan 9 – 16

$450 per night

Guest favorite

Guesthouse in Fort Myers

4.98 out of 5 average rating, 621 reviews

Hints of Key West in Fort Myers' Historic District

Tucked away in tranquil Dean Park Historic District. Built in 1925, this carriage house has been completely renovated in 2016. It is over a garage, there are stairs. Stroll to downtown Fort Myers River District, and enjoy the restaurants, nightlife, and cultural events. Take advantage of all the activities the area has to offer, and at the end of the day come back to this peaceful oasis. Our place can accommodate couples, older child (twin air mattress available), business travelers. No pets.

Apr 3 – 10

$138 per night

Guest favorite

Cottage in Bokeelia

4.99 out of 5 average rating, 111 reviews

Romantic Getaway “Waterside” Dockage~Canal front

Minutes to open water and Jug Creek Marina! Wait till you see this freshly updated cottage! Bring your boat, or rent one nearby. The dock is shared, but there is plenty of room! Lots of history on this beautiful island, with fishing you’ll be amazed with! Tarpon capital of the world, and Charlotte Harbor moments away! Boca Grande, Cayo Costa, Useppa, North Captiva, Sanibel and Cabbage Key, etc. a short boat ride away! The golf carts/kayaks/boats/bikes are available to rent at local resources!

Dec 30 – Jan 6

$186 per night

Guest favorite

Home in Cape Coral

4.87 out of 5 average rating, 178 reviews

Recently Renovated Home with Pool in SW Cape Coral

The perfect getaway for families at our recently renovated house with pool and grill! Half an hour by car from famous beaches. Create lasting memories. Relax in the comfortable living area, and unwind in well-appointed bedrooms. Outside, make a splash in the refreshing pool or sizzle up a feast on the grill. Explore beaches, dine at charming restaurants, and enjoy outdoor activities. We ensure a memorable stay. Book now for an unforgettable family vacation! Pool heater from November to March.

Oct 9 – 16

$128 per night

Guest favorite

Home in Captiva

4.97 out of 5 average rating, 107 reviews

The Pearl Beach House, North Captiva Island,FL

This water-front property offers designer furniture and panoramic views of the Gulf of Mexico throughout the home. Experience unprecedented privacy with direct walking access to the beach, and a very secluded location suitable for couples, friends or families. The property has a Main House and Guest Cottage, both with expansive decking and panoramic windows and doors providing spectacular views of the water and sunsets. StarLink WiFi and Samsung QLED smart TV. We allow dogs up to 50 lbs

Jul 31 – Aug 7

$575 per night

Guest favorite

Home in Captiva

4.91 out of 5 average rating, 102 reviews

Blue Laguna - Vacation in paradise!

Beautiful and welcoming are just two words to describe this magnificent, 4 story home with heated private pool and sweeping 360 degree water views from the observation deck. Blue Laguna features 3 bedrooms and 3 full baths allowing this home to sleep up to 6 people. Two screened in lanai's so you can sit and enjoy the island breeze and leave the sliding doors open for a true island nature experience during the colder seasons. A golf cart for 4 persons is also included in the rental.

Sep 24 – Oct 1

$481 per night

Guest favorite

Guest suite in Matlacha Isles-Matlacha Shores

4.84 out of 5 average rating, 317 reviews

Moon Shell Hideaway

Private entrance to your one bedroom plus den (with queen size sleeper/sofa) apartment attached to main house. Direct access to the Gulf of Mexico. Bedroom has a queen size bed and the den has a queen size sleeper/sofa. The den doubles as your kitchenette and sitting area with double sliding glass doors that open up to the shared pool and dock area. Gas grill and microwave for cooking (no stove). Boat to five restaurants. Visit the Matlacha Art Galleries. Fish off the dock. WELCOME!

Mar 25 – Apr 1

$80 per night

Guest favorite

Home in Cape Coral

4.98 out of 5 average rating, 197 reviews

Dolphin beach house 2

ONE OF THE BEST WATERFRONTS IN CAPE CORAL! A short walk to the beach and boat house tiki bar restaurant . This 2,500+sq ft home has stunning sunsets and South Western water views from all main living areas,as well as the Master Suite. Heated pool w/ LED colored lighting, built in Spa,Pool bath, full laundry facility, Lanai,Fireplace ,Wi-fi and TVs in every bedroom, private dock w/lift . Boat on lift for rent w/RPM rentals . Large 2-car garage w/5 bicycles,beach wagon & cooler on site.

Dec 3 – 10

$549 per night

Guest favorite

Home in Matlacha

5.0 out of 5 average rating, 142 reviews

The Secret Island Retreat HeatedPool/4b/open water

Free Heated Pool with open Panoramic Bay Views with Amazing Sunsets from this open layout with 4 bedrooms , a den, 3 bath, 2 car garage. 3200 sq ft. 2nd floor has an oversize owners suite with picture windows over the bay and provides an abundance of space for sitting area or quiet space. Three guests rooms + den. Don't forget to relax & enjoy the breeze on the 2nd story balcony...the perfect retreat. Kayaks, 2 boat lifts, fishing poles, bicycles, games, Grill and much more.

Jul 13 – 20

$438 per night

Guest favorite

Home in Cape Coral

4.98 out of 5 average rating, 117 reviews

Vacation in Paradise

This home is a beautiful relaxing piece of paradise on a fresh water canal full of wild life. We have a refreshing saltwater pool that is heated in the winter, the pool overlooks the canal and the dock. The dock give’s a beautiful views of the sunrise and sunsets just sit back in the relaxing chairs and enjoy. The theme to the inside of this vacation in paradise is very beachy. You will feel like you are on vacation as soon as you walk in the doors.

Sep 3 – 10

$110 per night

Guest favorite

Home in Captiva

4.97 out of 5 average rating, 101 reviews

Steps To Private Beach Captiva Retreat Golfcart

PRIVATE ISLAND SUMMER FUN! Welcome to our charming Beach Cottage on North Captiva Island, perfect for families and beach lovers. A stone's throw from the Gulf's pristine beaches, our cottage offers modern comforts, a stocked pantry, and a free golf cart for exploring. Enjoy pet-friendly accommodations (with fees) and easy beach access. Accessible by ferry, boat, or plane, it's the ideal spot for a tranquil yet adventurous summer retreat. STAY WITH US

Aug 10 – 17

$302 per night

Guest favorite

Apartment in Cape Coral

4.91 out of 5 average rating, 149 reviews

Private Apartment with sunny pool

One-bedroom plus den apartment attached to the main house with private entrance. The apartment has a small kitchenette for basic meal preparation. A large pool is right outside your door! Come relax by the pool & cool off on a hot day. The pool is for your private use. We have a gas BBQ grill located in the fenced yard for your use. Ft. Myers Beach 35 min away Sanibel Beach 45 min away Naples Beaches 60 min away

Jan 27 – Feb 3

$106 per night