Home rentals with a pool near Captiva Island

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Top-rated rentals with a pool near Captiva Island

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

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Guest favorite
An aerial view showcases the rental home nestled amidst lush greenery, with the ocean glistening in the background. The surrounding area features winding paths and a blend of natural and residential elements, highlighting the home's proximity to the beach.
Home in Captiva

The Palm and Shell Captiva Home w/Pool

Welcome to The Palm and Shell. This home located within the gates of the South Seas Island Resort has 5 bedrooms/5 bathrooms and will accommodate up to 12 guests. Our private vacation rental home features a private pool with hot tub, expansive screened porch, full kitchen, easy beach access path and much more. **Rent our 4 seater golf cart! Inquire with Dream Vacations to add to your stay**. While you won`t have resort amenity access, you won`t need it as our home has everything you`ll need and

4.79 out of 5 average rating, 38 reviews
Top guest favorite
A panoramic view of a sandy beach stretches out towards the horizon under a clear blue sky, dotted with white clouds. Beach chairs are set up along the shore, with lush green vegetation in the foreground, leading to the water's edge.
Condo in Sanibel

100+ 5 Star Reviews and Right on The Beach!

We are a Superhost for a reason! Sanibel Siesta looks amazing! Immaculate beachfront, 2BR, 2BA w/garage, nicely updated beachy unit at sand's edge. Cooks kitchen. Amazing views of the Gulf w/5 star ratings! 3-day min. New hurricane windows, nicely furnished with ELEVATOR IN BUILDING! Discount for weekly/mo. rentals. BR 1:King bed ensuite, smart TV. BR 2: 2 tw. beds, smart TV. Qn. sofa bed in LR. Pool, golf course, bikes, laundry on site. No food or condiments stored in unit. May allow sm. dog.

4.95 out of 5 average rating, 121 reviews
Top guest favorite
The screened-in pool area features a serene swimming pool with shimmering water, two blue lounge chairs positioned nearby, and views of a wide canal. A thatched-roof Tiki hut can be seen across the water, surrounded by lush greenery.
Home in Pelican

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!

4.99 out of 5 average rating, 266 reviews
Top guest favorite
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

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!

4.91 out of 5 average rating, 143 reviews
Superhost
Home in Captiva

Dolphin Cottage | Beach front | Sunset Cruise

🌴 **DOLPHIN COTTAGE | Old Florida Island Escape 🐬 Escape to Dolphin Cottage, a charming waterfront retreat on North Captiva’s peaceful sunrise side. Wake up to stunning Pine Island Sound views, spot dolphins and manatees from the property, explore nearby beaches, fish, shell, and unwind on expansive porches surrounded by nature. 🌊☀️ 🏖️ Private beach access • 🌅 Water views • 🐬 Wildlife • 🌴 Old Florida charm Disconnect, reconnect, and experience North Captiva island life at its best.✨

5.0 out of 5 average rating, 3 reviews
Guest favorite
Home in Captiva

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.

4.92 out of 5 average rating, 13 reviews
Guest favorite
Home in Sanibel

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, pickle ball court and tennis courts are completed. Free parking and direct beach access. Perfect for families, couples, or friends looking to relax, explore, and experience the natural beauty of Sanibel Island.

4.88 out of 5 average rating, 26 reviews
Top guest favorite
The image showcases a large swimming pool lined with white lounge chairs, surrounded by lush palm trees. A two-story building is visible in the background, featuring a covered balcony. The sky is bright and clear, enhancing the poolside setting.
Apartment in Sanibel

Poolside elegance!

This enchanting newly renovated ground floor unit is located directly adjacent to the pool. The unit is stylishly appointed with new furniture and original local artwork. Master bedroom with king size bed, walk-in closet and private bath. Open and airy living room with sleeper sofa and flat screen TV. Sun filled kitchen with counter stools opens to DR with sliders to the enclosed lanai. W/D off kitchen. Charming guest room with two full sized beds. All this minutes to the beach.

4.91 out of 5 average rating, 107 reviews
Guest favorite
The Compass Rose is a multi-level home surrounded by lush greenery, showcasing a light blue exterior. A spacious rooftop deck with seating is visible, complemented by multiple balconies offering shaded areas. Palm trees and coastal vegetation frame the property in a relaxing coastal setting.
Home in Captiva

Panoramic Gulf Views | Heated Pool | Beach

🧭 The Compass Rose | Beach Getaway 🌴 Welcome to our 4 bed, 3 bath island retreat. Room for 10 guests with a private heated pool. ✔️Rooftop deck ✔️ Screened in porches ✔️4 king beds and 3 full baths ✔️2 carts, 4 kayaks, beach gear, ping pong, foosball, cornhole and Golden Tee ✔️Gourmet kitchen with oven, cooktop, and multiple fridges ✔️50 yards to the Gulf beach - walk or drive, its your choice Settle in, head for the beach, and enjoy the pool and game spaces at your own pace.

4.94 out of 5 average rating, 31 reviews
Top guest favorite
Condo in Captiva

Captiva Beach Villa On The Gulf Beach !

Captiva 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.

4.94 out of 5 average rating, 120 reviews
Guest favorite
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

Beach Getaway + Golf Cart & Club Access

HOST PAYS AIRBNB FEE 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/ steps to the beach

4.94 out of 5 average rating, 156 reviews
Top guest favorite
Home in Captiva

Sunset Captiva 58

Your family will be close to everything when you stay at this centrally located place. It is a 7 min walk to the beach and the village where you can dine and shop. Has a heated community pool and tennis courts. House has a small side yard where the family can sit and enjoy the outdoors or play games. Bikes are also included, and it comes equipped with beach towels, wagon, umbrella, cooler, fishing poles and beach chairs.Also comes with a 6 seater golf cart.

5.0 out of 5 average rating, 6 reviews

Popular amenities for rentals with a pool near Captiva Island

Quick stats about rentals with a pool near Captiva Island

  • Total vacation rentals

    Explore 250 vacation rentals in Captiva Island

  • Nightly prices starting at

    Captiva Island vacation rentals start at €113 per night before taxes and fees

  • Verified guest reviews

    Over 3,660 verified reviews to help you choose

  • Family-friendly vacation rentals

    190 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    170 properties have a dedicated workspace

  • Wi-Fi availability

    250 of Captiva Island vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Captiva Island rentals

  • 4.8 Average rating

    Captiva Island stays are highly rated by guests—averaging 4.8 out of 5!