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 favourite
A scenic view showcases a private deck featuring a spa and circular seating area, positioned near lush greenery. The serene beach is visible in the background, leading to calm waters under a softly lit sky at sunset, creating a tranquil coastal atmosphere.
Home in Captiva
4.96 out of 5 average rating, 49 reviews

Beachfront North Captiva | Rooftop Deck | Hot Tub

No bridges. No cars. No crowds. Stella Maris sits directly on the Gulf on North Captiva — a private barrier island reachable only by boat. Step off your deck onto white sand. Watch dolphins from your 360° rooftop deck at sunset. 3 bedrooms, each with private en-suite bath. Cathedral ceilings, gourmet kitchen, formal dining with Gulf views, stone fireplace, hot tub, and included golf cart. Dual club access — Safety Harbor Club included; optional Island Club for pools, kayaks, bikes, and pool bar.

Top Guest favourite
The exterior of the home displays a modern design with a light color palette. A set of wooden stairs leads to the entrance, surrounded by lush palm trees and verdant foliage, providing a tropical ambiance. Clear blue skies create a bright backdrop.
Home in Captiva
5.0 out of 5 average rating, 20 reviews

Gumbo Limbo North Captiva

Located on North Captiva, in Safety Harbor Club, this comfortable home is conveniently located near beaches, pools, & boat docks. Nestled among native palms, Gumbo Limbo has a wildlife-friendly, private setting you will love. Beautiful beaches & refreshing pools are a short walk or 2 minutes by golf cart (included). The island has over 5 miles of pristine sandy beaches to explore. 3 large pools, tennis & pickle ball courts, sea kayaks, bicycles & private beach access are available to guests.

Top Guest favourite
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
4.95 out of 5 average rating, 121 reviews

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.

Top Guest favourite
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
4.91 out of 5 average rating, 141 reviews

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!

Guest favourite
Cottage in Captiva
4.87 out of 5 average rating, 108 reviews

Coral Cottage hidden in Palms short walk to Beach

Actual review left by a Guest “We had a great time in Captiva Island. It's the perfect place to get away for a relaxing, secluded, car-free vacation. Federico's cottage is conveniently located just a short walk to the beach and had all of the amenities we needed to relax and enjoy the trip. Federico was helpful and responsive when I had any questions. I highly recommend staying here if you are looking to disconnect and enjoy pristine beaches with lots wildlife and natural beauty. ”

Top Guest favourite
Condo in Captiva
4.94 out of 5 average rating, 119 reviews

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.

Guest favourite
Home in Captiva
4.94 out of 5 average rating, 156 reviews

Last Minute Offers Beach + Golf Cart + Club

BOOKING FALL 2026 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

Luxe
The exterior of a Spanish-style villa is showcased, featuring a white stucco facade and a red-tiled roof. Lush greenery, including palms and shrubs, frame the entrance, which is highlighted by an arched doorway with elegant wrought iron detailing. A paved pathway leads to the entrance.
Home in Captiva
5.0 out of 5 average rating, 3 reviews

Casa Captiva - Ground Level Luxe Villa, Lush Pool

Located in the heart of Captiva Island’s charming downtown, this exquisite Spanish-style villa offers the perfect mix of luxury and serenity. Featuring five spacious bedrooms and four beautifully renovated bathrooms, the home comfortably sleeps up to 12 guests. Just steps from white sugar sand beaches and turquoise waters, it’s the ideal getaway. More than just a vacation home, this retreat offers an elevated experience in one of Florida’s most scenic coastal destinations.

Guest favourite
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
4.94 out of 5 average rating, 31 reviews

Panoramic Ocean Views, Sleeps 10, Heated Pool

🧭 The Compass Rose | Beachfront Getaway 🌴 Steps from the island’s widest, most beautiful beach with panoramic Gulf views, a private heated pool, 2 golf carts, and 4 kayaks! Enjoy 4 king beds, 5 decks, a gourmet kitchen, ping pong, foosball, and more. Located 50 yards from the only public Gulf beach access with golf cart parking. Explore North Captiva Island - Florida’s secret island paradise, accessible only by boat. Sleeps 10. Pet-friendly (case-by-case). No parties.

Top Guest favourite
Home in Captiva
5.0 out of 5 average rating, 6 reviews

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.

Top Guest favourite
An inviting outdoor patio features a sectional sofa with soft cushions and decorative pillows. A coffee table sits in the center, complemented by a lantern. Large windows provide a view of the pool area and landscaped grounds, allowing natural light to fill the space.
Condo in Sanibel
5.0 out of 5 average rating, 102 reviews

View of Gulf, Steps to Beach@The Turquoise Turtle

Welcome to The Turquoise Turtle Sanibel, one of the most stylish condos in Loggerhead Cay! Our personal vacation spot; this family friendly, coastal property overlooks the pool and is a two-minute walk to the gorgeous white sand beach! Grab a drink and relax on the patio, with a view of the beach and listen to the sound of the waves. At The Turquoise Turtle you will truly make memories!

Guest favourite
Home in Captiva
5.0 out of 5 average rating, 6 reviews

New Home! Heated Pool · Outdoor Bar · 2 Golf Carts

🏝️ Brand-new 2026 luxury home on North Captiva Island 🏊 Large private pool 🍹 Covered outdoor bar + grill 🛺 2 golf carts included 🎮 Game zone: ping pong, cornhole, darts & more 🚴 2 fat-tire beach cruisers included 🏖️ Beach chairs, umbrella & cart included 👑 King suite w/ soaking tub + 2 queen guest rooms 🍽️ Designer chef's kitchen 🌴 Large private lot — car-free island paradise

Popular amenities for rentals with a pool near Captiva Island

Quick stats about rentals with a pool near Captiva Island

  • Total holiday rentals

    Explore 250 holiday rentals in Captiva Island

  • Nightly prices starting at

    Captiva Island holiday rentals start at $218 NZD per night before taxes and fees

  • Verified guest reviews

    Over 3,660 verified reviews to help you choose

  • Family-friendly holiday rentals

    190 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    170 properties have a dedicated workspace

  • Wi-Fi availability

    250 of Captiva Island holiday 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!