
Holiday rentals with a pool in Sanibel Island
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Sanibel Island
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

Right on the Beach with the Best Views and Rates!
Sanibel Siesta looks amazing! Immaculate beachfront, 2BR, 2BA w/garage, nicely updated beachy unit at sand's edge. Amazing views of the Gulf with 5 star ratings! 3-day min. Sustained min. damage from Hurricane Ian. New hurricane windows, freshly painted with ELEVATOR IN BUILDING! Discount for weekly/mo. rentals. BR 1: King bed, en suite, smart TV. BR 2: 2 twin beds, smart TV. Qn. sofa bed in LR. Pool, golf course, bikes, laundry on site. No food or condiments stored in unit. May allow small dog.

Heated Pool, Golf Cart, Outdoor Bar, Gulf Views
💰No nickel & diming —AirBnb & cleaning fees in nightly rate! 🌅 360° Gulf-to-Bay Views 🎉 Outdoor Paradise: Pool, Bar, Dart Boards, TVs, Games, Outdoor Shower 🏖️Steps from the Beach! 🍳 Gourmet Kitchen:KitchenAid Appliances & Williams Sonoma Gear 🛥️ Shared boat dock-ask about availability. 🛌 Westin Heavenly Mattresses 🏖 Top-Tier Beach Gear:Chairs, Umbrellas, Cooler & Wagon 🐕 Pets Welcome 🧴 Luxe Amenities: Fine Toiletries & Essentials 🌐 Fast Starlink Internet 😊 24/7 Local Host Support!

Steps to the beach + 2 Bikes | Weekly Stays
Discover Loggerhead Cay 443, a luxury 2/2 Sanibel Island condo rental in a beachfront complex. This pristine coastal unit features a private lanai, a chef's kitchen, filter drinking water system, 2 bikes, king suite, and 2 full beds in the guest room. Enjoy direct Gulf beach access, heated pool (heated in winter), tennis/pickleball, BBQs, shelling stations, and biking trails w/2 bikes. Perfect for families, couples, or friends seeking shelling, sunsets, and the ultimate Sanibel vacation getaway.

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.

Casa Baybreeze - Luxury on Water
Escape to paradise in this spacious 3BR/2.5BA waterfront pool home in St. James City, FL! Features include a designer kitchen w/ gas range, coffee bar, luxe appliances, pool table, heated pool & spa w/ waterfall, tiki hut w/ outdoor kitchen, and gulf-access dockage—just 5 mins to open water! Enjoy world-class fishing, tropical vibes, and walkable island dining. The master suite boasts a private terrace, bath & walk-in closet. This is Pine Island living at its finest!

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!

Villa Sanibel 1D- Stunning Walk Out Beach Condo
Welcome to Villa Sanibel 1D—be among the first to enjoy this beautifully renovated 2025 condo in the exclusive Villa Sanibel community. Relax in coastal style with two spacious bedrooms, two updated bathrooms, a roomy living area, and a queen sleeper sofa. The ground-floor patio leads to the beach in under a minute, and parking is conveniently right behind the unit—perfect for guests with limited mobility seeking a serene getaway.

Spectacular Sanibel condo near beach with pool
Come be our guest to enjoy your visit to world famous Sanibel Island. This newly renovated, beautifully appointed two-bedroom, two-and-a-half bath townhouse-style condo comfortably sleeps 6 and is a short seven-minute walk to the gorgeous Gulf beach. The West End of Sanibel allows beachgoers to wander for miles surrounded by nature. There are vast expanses of unspoiled beach where nothing man-made can be seen.
Popular amenities for Sanibel Island rentals with a pool
House rentals with a pool

Modern Oasis pool paradise

Private Home and Heated Pool on Virginia Ave

Intervillas Florida - Villa Xanadu

Boater’s Paradise-Stunning Sunsets! Games Room!

606 SeaRenity Resort • Designer Home w/Heated Pool

Heated Pool & Game Room Waterfront Family Retreat

Luxe Unique: Close to Beach, Hot Tub, Heated Pool

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!

Sanibel Harbour Resort - 137: Stairs to Beach

Breakers West B1, Steps to the Beach!
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Luxury Canalfront Pool Retreat w/ Upscale Finishes

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

Gulf House with pool

Gulf getaway! Boat dock, heated saltwater pool

Heated Pool & Hot Tub Family Villa

Modern New-Build Luxury Villa!

Sun & Fun | Beach Front Condo, Pool, Tennis

Steps to BEACH/POOL/Times square
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
- Stonebridge Country Club
- Manatee Park
- Delnor-Wiggins Pass State Park




