
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.

South Seas Full Resort Access Beach Villa 1BR
Wake to the sound of waves and unwind into island time in these inviting beach villas on the south end of Captiva. Each offers a king bedroom, spacious l iving area with sleeper sofa, fully equipped kitchen, and screened balcony overlooking the Gulf, accommodating up to four guests in coastal comfort just steps from the sand. Guests of this villa have access to Club Captiva amenities, allowing your group to experience resort conveniences and activities exclusive to South Seas guests and owners.

North Captiva Beachfront | 360° Views | Hot Tub
Stella Maris is a beachfront family retreat on North Captiva Island with rare dual club access—Safety Harbor Club included (pool, tennis), plus optional Island Club for pools and kayaks. Enjoy private beach access, panoramic Gulf views, and a 360° rooftop deck for sunrises, sunsets, and stargazing. Cathedral ceilings, gourmet kitchen, and formal dining with sunset views. All three bedrooms feature private en-suite baths. Relax in the hot tub and explore the island with your included golf cart.

Steps to Beach Captiva Includes CLUB & Golfcart
HOST PAYS AIRBNB FEE WINTER SPECIALS 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 unbeatable proximity to the beach STAY WITH US

5136 Bayside Villas, Captiva
Welcome to a paradise! Our newly renovated Villa offers a spacious bedroom with a luxurious king bed and a separate living room with a pull-out sleeper sofa, accommodating up to 4 guests. The condo has hot water and is fully equipped. Bring your swimsuit! Enjoy the scenic bay views and watch dolphins and manatees from your window. Walk to the pristine beach and explore fine dining and shops just outside the resort gates. Laundry facilities are conveniently located on the ground level.

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.

South Seas Resort Beach Villa 🌴 On The Beach !
South Seas 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.

Waterfront - Bayside Villas Captiva
LOCATION, LOCATION, LOCATION! The 180 degree views from our screened in lanai are amazing! You get full views of the Bayside Marina, Pine Island Sound and the pool deck! This condo was recently renovated in June of 2025. Our place is privately owned so you still get access to the resort's beautiful public beach which is within walking distance across the road thru the Beach Villas path, the Bayside Villas pool and hot tub! We also provide beach chairs, an umbrella and a beach wagon!

Luxe Unique: Close to Beach, Hot Tub, Heated Pool
Step into the luxurious 2BR 2BA oasis in the heart of Bonita Springs, FL. It promises a relaxing retreat just a few minutes from the pristine Bonita Beach, restaurants, shops, exciting attractions, and natural landmarks. The stylish design and a rich amenity list will leave you in awe. ✔ 2 Comfortable Bedrooms ✔ Open Design Living ✔ Fully Equipped Kitchen ✔ Backyard (Pool, Hot Tub, Swim-Up Bar, BBQ) ✔ Lounge Pool House ✔ Workspace ✔ Smart TVs ✔ Wi-Fi ✔ Parking See more below!

Fredrickson's Corner
Fredrickson’s Corner is newly renovated (2023) and oozes old school captiva cottage charm! Home is steps to Captiva’s world famous beaches and Village and features 3 bedrooms / 2 baths. Our beach house is tastefully decorated with modern finishes and touches. With vaulted ceilings and numerous windows the sun shines bright. The master suite is large and spacious and the guest rooms offer plenty of comfort for family and guests. Pool and hot tub get amazing sun all day!

Heated Pool•Golf Cart•Pool•Trusted Local Hosts
💰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

The FlipFlopper Beach House - North Captiva Island
FlipFlopper Beach House - well appointed family focused beach home only a 3 minutes walk from the White Sand Beaches on the Gulf of Mexico and 3 min walk to Island Club Amenities on North Captiva Island. Rate includes Luggage Deliver, use of Golf Cart and Members Access to The Island Club. Hard limit on 6 guests - rare exceptions but please ask - infants are not counted in the above 6 person limit! Private Hot Tub on the rear deck amongst the Sable Palms.

Gorgeous Bayview Residence on Captiva Island
Don`t miss out on the opportunity to experience this flawlessly remodeled unit in the Bayside Villas complex. Featuring bay and marina views, plush master quarters with desk, spacious living room with Murphy bed, brand new kitchen outfitted with top of the line kitchenware and in-unit washer and dryer, this is the perfect island retreat from frenetic day to day life!
Popular amenities for rentals with a pool near Captiva Island
House rentals with a pool

Casa Baybreeze - Luxury on Water

675 FantaSea | New Heated Resort Pool & Fire Pit

1 minute to Beach & Heated Pool, SH Club, G-Cart

Waterfront Home w/ Pool. Minutes to Sanibel

Saltwater&Sunsets Await You | Beach & Club Pools

Heated Pool & Game Room Waterfront Family Retreat

" Here Comes The Fun" Absolutely Magnificent! Home

2/2 SandDollars, CLUB, Boat Slip
Condo rentals with a pool

Beachfront @ Elevate in the Sun!

Beach Sanctuary Condo

Beachfront fully equipped apartment

Gulf Water Views + 2 bikes, beach gear weekly stay

Captiva Sweet Retreat at Bayside Villas

Spectacular Sanibel condo near beach with pool

South Sea Serenity II Coastal Luxury Beach Condo

Right on the Beach with the Best Views and Rates!
Other holiday rentals with a pool

Amazing Captiva Bayside Villa

Newly Remodeled Home with Pool Steps to the Beach!

New Luxe Beachfrnt, Specatular Ocean Views + Club!

Captiva Hideaway on Old Lodge Lane

Casita Salida del Sol-Waterfront

Dolphin Bay House Oceanfront with private dock

Just Listed! Coastal Oasis with Private Pool

Brand New! Gulf View, Heated Pool, Club Amenities!
Quick stats about rentals with a pool near Captiva Island

Total holiday rentals
Explore 240 holiday rentals in Captiva Island

Nightly prices starting at
Captiva Island holiday rentals start at $226 NZD per night before taxes and fees

Verified guest reviews
Over 2,960 verified reviews to help you choose

Family-friendly holiday rentals
180 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
150 properties have a dedicated workspace

Wi-Fi availability
240 of Captiva Island holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Captiva Island rentals

4.7 Average rating
Captiva Island stays receive an average rating of 4.7 out of 5 from guests
Destinations to explore
- Family-friendly rentals Captiva Island
- Rentals with a hot tub Captiva Island
- Serviced apartment rentals Captiva Island
- Fitness-friendly rentals Captiva Island
- Waterfront rentals Captiva Island
- Pet-friendly rentals Captiva Island
- Rentals with a washing machine and dryer Captiva Island
- Rentals with beach access Captiva Island
- Beachfront rentals Captiva Island
- Rentals with a patio Captiva Island
- Condo rentals Captiva Island
- House rentals Captiva Island
- Rentals with outdoor seating Captiva Island
- Luxury rentals Captiva Island
- Rentals with pools Lee County
- Rentals with pools Florida
- Rentals with pools United States
- Naples Beach
- Caspersen Beach
- Manasota Key Beach
- Lovers Key Beach
- Englewood Beach
- Clam Pass Park
- Stump Pass Beach State Park
- Bonita National Golf & Country Club
- Heritage Bay Golf & Country Club
- Tigertail Beach
- Blind Pass Beach
- South Jetty Beach
- Esplanade Golf & Country Club of Naples
- Boca Grande Pass
- North Jetty Beach
- Gasparilla Island State Park
- Bunche Beach
- Edison & Ford Winter Estates
- Del Tura Golf & Country Club
- Talis Park Golf Club
- Warm Mineral Springs Park
- Manatee Park
- Stonebridge Country Club
- Delnor-Wiggins Pass State Park




