
Home rentals with a pool near Captiva Island
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool near Captiva Island
Guests agree: these stays are highly rated for location, cleanliness, and more.

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
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
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
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
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. ”
4.87 out of 5 average rating, 108 reviews
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
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
Seashell Escape: Heated Pool•Golf Cart•Pool•Truste
💰No nickel & diming — AirBnb & cleaning fees in nightly rate! ⭐ Dedicated guest concierge to help you plan your perfect vacation! 🏖️ Stroll to beach: chairs, umbrellas, wagon provided 🏊 Private heated pool 🛥️ Shared boat dock - ask about availability. 🚗Golf cart included! 🍹 Screened-in pool bar 🏓 FUN! Ping pong, cornhole, PlayStation, games 💻 Fast Starlink internet 🐶 Pet-friendly ✅ Fully stocked kitchen 🧴 Plush bedding, luxurious linens & bath amenities
5.0 out of 5 average rating, 69 reviews
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
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
Bayside Villa 4118 Harbourview Residence Sleeps 6
This beautiful residence is a newly renovated Bayside Villa located on sunny Captiva Island! Apart from the high-end furniture and flawless renovation, it is one of just a few rental units in this community featuring an enclosed lanai overlooking the marina and a Murphy bed in the living room, granting guests additional square feet of living space and sleeping capacity of up to 6 guests.
4.78 out of 5 average rating, 41 reviews
Captiva Hideaway on Old Lodge Lane
Amazing 2 bedroom upper condo (sleeps 4) overlooking Pine Island Sound. Take the spiral staircase to the pool and boat dock area. Just a short walk away from the beaches, and some of Captiva Island's best restaurants and bars where you can hear live music almost any night. This getaway destination that will soothe away the stresses of everyday hustle & bustle.
4.85 out of 5 average rating, 33 reviewsPopular amenities for rentals with a pool near Captiva Island
House rentals with a pool

LUX Villa w/ Private Salt Water Pool, Lanai, Canal
4.99 out of 5 average rating, 266 reviews
Sanibel SUNsation! Pet Friendly, with heated pool!
4.89 out of 5 average rating, 19 reviews
Sanibel Beachfront Condo | Shelling Paradise
4.88 out of 5 average rating, 25 reviews
Luxury Pine Cove 2br Ocean Front
5.0 out of 5 average rating, 6 reviews
Gumbo Limbo North Captiva
5.0 out of 5 average rating, 20 reviews
Car-Free Island Escape | Pool, Spa + Golf Cart
5.0 out of 5 average rating, 31 reviews
Ocean View, Heated Pool, Pickleball +Walk to Beach
4.95 out of 5 average rating, 99 reviews
2/2 SandDollars, CLUB, Boat Slip
4.94 out of 5 average rating, 66 reviewsCondo rentals with a pool

View of Gulf, Steps to Beach@The Turquoise Turtle
5.0 out of 5 average rating, 104 reviews
Breakers West B1, Steps to the Beach!
4.84 out of 5 average rating, 103 reviews
Stunning Modern Beach front condo - w golf cart!
4.92 out of 5 average rating, 98 reviews
Gulf-front Penthouse, Lighthouse Sunrises
4.98 out of 5 average rating, 58 reviews
Captiva Bayside Villas 1 Bedroom 2 Bath - sleep 4
4.88 out of 5 average rating, 34 reviews
Sundial P204- Dreamy Beachfront Condo on Sanibel
5.0 out of 5 average rating, 49 reviews
Penthouse Condo • Steps to Beach • Pool • Sanibel
4.97 out of 5 average rating, 96 reviews
Sanibel Condo With Beach Views - Sandalfoot 4B3
4.93 out of 5 average rating, 28 reviewsOther vacation rentals with a pool

Beach Breeze - 7 houses from the beach!
4.67 out of 5 average rating, 3 reviews
5136 Bayside Villas, Captiva
4.86 out of 5 average rating, 64 reviews
Sea La Vie
4.96 out of 5 average rating, 23 reviews
The FlipFlopper Beach House - North Captiva Island
4.94 out of 5 average rating, 84 reviews
Amazing Captiva Retreat 3 BR / 3 BA Pool & 2 Kings
4.77 out of 5 average rating, 13 reviews
Waterfront Matlacha views! 2/2 Heated Pool Home
5.0 out of 5 average rating, 19 reviews
Ocean View Pool Home, Private Dock Access for Boat
5.0 out of 5 average rating, 9 reviews
1 minute to Beach & Heated Pool, SH Club, G-Cart
5.0 out of 5 average rating, 80 reviewsQuick 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!
Destinations to explore
- Serviced apartment rentals Captiva Island
- Family-friendly rentals Captiva Island
- Pet-friendly rentals Captiva Island
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- Rentals with a hot tub Captiva Island
- Rentals with beach access Captiva Island
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