
Holiday rentals with a pool in Sanibel Island
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Top-rated rentals with a pool in Sanibel Island
Guests agree: these homes with a pool 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.

Sundial F406- Fully Equipped Residence
Experience what so many travelers have found to be the most inclusive and best value resort Sanibel Island has to offer! Best of all, experience this world class resort in style at residence F406. Located in Sundial West, this residence features brand new flooring and furniture, top of the line appliances, an oversized lanai, and spacious master quarters with posturepedic mattress. Enjoy the beach with the included beach gear or absorb the cool ocean breeze from comfort of your private patio!

Sanibel Condo With Beach Views - Sandalfoot 4B3
Welcome to Unit 4B3 at Sandalfoot Beachfront Condominium, a serene island retreat on the third floor with stunning views of Sanibel Island’s pristine coastline. This 1-bedroom, 1-bath condo offers the perfect blend of modern comfort and coastal charm, just steps from the beach and all that Sanibel has to offer. Located on East Beach near the Sanibel Lighthouse. Sanibel Island is a one-of-a-kind destination, renowned for its world-class shelling beaches, tranquil bike paths, and scenic nature

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

Sundial E304: Gulf Front 3BR w/Stunning Ocean View
BRAND NEW - RIGHT ON THE BEACH! Enjoy stunning direct gulf-front views from nearly every room at this relaxing 3BR coastal retreat. This luxury residence was fully renovated to include a custom expanded kitchen, 2 gorgeous bathrooms, and washer & dryer. Top of the line coastal furnishings in every room. The large master bedroom offers spectacular gulf views & a full-size desk in case you need a quiet space to work. WiFi has been fully upgraded to make streaming and video a breeze.

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.

Experience of a lifetime
Get ready for the experience of a lifetime at this hidden gem! As you walk through the front door you will begin your journey into the best vacation of a lifetime. Keep on going through the sliders & that will lead you to the incredible resort style pool that will leave you in awe!!! Here you are in the heart of it all. Shopping-dining-entertainment is all within a 5 minute drive. The beautiful beaches just 7 miles away. If you enjoy boating & relaxing this is the place for you.

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!

Dolphin beach house 2
ONE OF THE BEST WATERFRONTS IN CAPE CORAL! A short walk to the beach a. 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 . Boat on lift for rent w/RPM rentals . Large 2-car garage w/5 bicycles,beach wagon & cooler on site.

Amazing View of Sanibel Harbour
This charming 2nd-floor condo in Sanibel Harbour offers a relaxing retreat with easy parking and elevator access. Enjoy a private beach, swimming pool, and hot tub just steps from your door. Explore nearby attractions like Sanibel Island Lighthouse, J.N. “Ding” Darling Wildlife Refuge, and kayak tours. Located near the Sanibel Causeway with shops and dining, it’s the perfect base for your Sanibel getaway. Book today and start making memories!

Gulf Water Views + 2 bikes, beach gear weekly stay
Beachfront & Gulf Water Views at Estero Beach & Tennis Club 206C Wake up to unobstructed Gulf views in this 5-star Fort Myers Beach condo! Enjoy early check-in, no checkout chores, and every comfort—from a king GhostBed, full kitchen with dishwasher, free high-speed WiFi, heated pool, tennis/pickleball courts, BBQ grills, free parking, and stocked beach gear. Steps from the sand with sunsets you’ll never forget.

Waterfront Home w/ Pool. Minutes to Sanibel
Where prime location meets tropical paradise. Welcome to your very own lakefront, poolside oasis, less than 10 minutes from the beach! Close to Sanibel Island, Fort Myers Beach & Bunche Beach, as well as local shopping, amazing restaurants, fun nightlife in Downtown Fort Myers and the winter homes of Thomas Edison & Henry Ford. Fully renovated throughout. The perfect destination for a family or friends vacation!
Popular amenities for Sanibel Island rentals with a pool
House rentals with a pool

Modern Oasis pool paradise

AquaLux Smart Home

April Available! HotTub+Beach Gear+5 min to Town

Gulf House with pool

Intervillas Florida - Villa Xanadu

606 SeaRenity Resort • Designer Home w/Heated Pool

Heated Pool & Game Room Waterfront Family Retreat

2 Kings, Pool, Gulf Canal, Game Room and Kayaks
Apartment rentals with a pool

Beach Sanctuary Condo

Cozy Coastal Escape. Close to FMB and Sanibel

Cathy Condo

Sundial P204- Dreamy Beachfront Condo on Sanibel

Captiva Sweet Retreat at Bayside Villas

Sunset Views Near Sanibel w/ Private Beach!

Seaside Serenity at EBT 105C

Sanibel Harbour Resort - 137: Stairs to Beach
Other holiday rentals with a pool

Beachfront Condo, 2bd/2bath Pet-Friendly

Luxury Canalfront Pool Retreat w/ Upscale Finishes

Luxury Oasis w/ Heated Pool, Theater Room & Dock!

Luxury Waterfront Home • Pool • Dock • Near Beach

Coastal Tiny Home • Resort Pool • Near Beaches

Seabreeze Sanctuary

Sandpebble 3F

Paradise Found
Destinations to explore
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- Naples Beach
- Captiva Island
- Caspersen Beach
- Manasota Key Beach
- Lovers Key Beach
- Marco Island Public Beach Access
- 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
- Esplanade Golf & Country Club of Naples
- Boca Grande Pass
- 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




