
Holiday rentals with a pool in Sanibel
Find and book unique homes with a pool on Airbnb
Quick stats about holiday rentals with a pool in Sanibel

Total holiday rentals
Explore 1,290 holiday rentals in Sanibel

Nightly prices starting at
Sanibel holiday rentals start at $116 SGD per night before taxes and fees

Verified guest reviews
Over 8,400 verified reviews to help you choose

Family-friendly holiday rentals
1,160 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 250 rentals that welcome pets

Rentals with dedicated workspaces
740 properties have a dedicated workspace

Wifi availability
1,190 of Sanibel holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Sanibel rentals

4.8 Average rating
Sanibel stays are highly rated by guests – averaging 4.8 out of 5!
Top-rated rentals with a pool in Sanibel
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

Amazing beach views - Sanibel - Sandalfoot 5C2
Discover the ultimate beachfront getaway at Unit 5C2, located on East Beach near Sanibel Lighthouse. Perched on the second floor, this newly renovated 2-bedroom, 2-bathroom condo offers stunning views of the Gulf of Mexico and direct access to the island’s pristine beach, making it your perfect seaside retreat. Enjoy a stylish, refreshed interior equipped with all the amenities you need for a relaxing and stress-free stay. From a fully equipped kitchen to spacious living areas, Unit 5C2 has ever

Sundial I101: Beach Front 1BR w/Garden Views
Right on the beach w/no stairs to climb! Enjoy ground floor living at its best in this relaxing coastal retreat, just steps to the beach. This large 1BR condo sleeps 5 and was fully renovated to include a custom kitchen & bathroom w/large walk-in shower. Top of the line coastal furnishings in every room. The spacious master bedroom offers a Stearns and Foster king bed and a full-size desk if you need a quiet space to work. WiFi has been fully upgraded to make streaming and video a breeze!

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.

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!

Sanibel Vibes - Relax, Unwind, and Enjoy!
Welcome to this beautifully designed open-concept residence located on a serene and exclusive neighbourhood. This spacious home with high ceilings and abundant natural light features 5 bedrooms and 4 full bathrooms, along with a large living room and a separate suite for a perfect blend of privacy, comfort, space, and style. The large backyard with a heated pool for year-around swimming backs onto a beautifully maintained golf course with scenic lakes, offering breathtaking views and sunsets.

Sanibel Beachfront Condo | Shelling Paradise
Beachfront 2BR/2BA condo on beautiful Sanibel Island, famous for world-class shelling and sunsets. Enjoy Gulf views from the living room and master bedroom. Includes a fully equipped kitchen, open living area with sleeper sofa. Full size washer and dryer are in the unit. The Pool and tennis court are currently under construction Free parking and direct beach access. Perfect for families, couples, or friends looking to relax, explore, and experience the natural beauty of Sanibel Island.

Sundial F403 - "Beach Bliss"
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 F403. Located in Sundial West, this residence features brand new flooring and furniture, top of the line appliances, an oversized lanai, and spacious master bedroom. Enjoy the beach with the included beach gear or absorb the cool ocean breeze from comfort of your private patio!

Pointe Santo of Sanibel Unit D32
Bright and spacious 2-bedroom condo with Gulf view and direct beach access! Roomy condo with plenty of space -- perfect for families! Many renovations and updates -- new carpet and mattresses in 2024! UPDATE: Sanibel has restaurants, shops, grocery, etc open for business! You may experience daytime noise from landscaping work. Tennis courts, elevators, pool, etc are open as usual. Grills are closed.

Sea La Vie
Nestled in the exclusive Kings Crown condominium complex on the quiet west end of the island, this luxurious 2-bedroom, 2-bathroom newly remodeled condo offers direct beachfront access and breathtaking gulf views. It's perfect for creating unforgettable family memories! Step out of the door to miles of pristine shoreline, renowned for world-class shelling and gentle waves ideal for kids.

Stylish Beach Escape | Salt Pool, Bikes & Sunshine
Welcome to your island getaway! Relax in our newly renovated beachfront resort featuring a stunning saltwater pool, two free bikes, and easy beach access. Enjoy breathtaking sunsets, shelling, biking, wildlife, and everything that makes Sanibel special. Whether you’re here to unwind or explore, our comfortable, sun-filled condo is the perfect home base for an unforgettable vacation.

Sanibel SUNsation! Pet Friendly, with heated pool!
This unique place has a style all its own. Completely newly renovated, you can enjoy all it has to offer. 3 bed, 2 bath with the largest residential pool on Sanibel. Bring your fur baby as we are pet friendly with a fully fenced back yard. The neighborhood has a private path short walk right to the beach. Go shelling, go shopping or out to dinner. So much to do so close.

Sundial C408 Beach Resort Vacation Condo
Sundial C408 Beach Resort Vacation Condo one bedroom/one bathroom with a nice view out to the Gulf of Mexico. King bed in the master bedroom with a sleeper sofa in the living room. Full kitchen, screened lanai and access to pool and beach. Resort amenity access not available, however, you would have access to the association pool, beach and restaurants.
Popular amenities for Sanibel rentals with a pool
House rentals with a pool

McGregor’s Gem• Heated Pool 3BR/2BA River District

Mangoes (Right Side)

Sanibel Island Paradise!

Waterfront Pool Home. Minutes to Sanibel & Beaches

Gumbo Limbo North Captiva

Steps to Beach Captiva Includes CLUB & Golfcart

Experience of a lifetime

Beachfront North Captiva | Rooftop Deck | Hot Tub
Apartment rentals with a pool

Pine Cove 403C: 2BR GulfFront Escape Quiet Complex

1BR - Short walk to the beach - Colony Inn 46

Serene Ocean View Escape at Sundial Resort

Captiva Hideaway on Old Lodge Lane

Sundial P204- Dreamy Beachfront Condo on Sanibel

Beachfront Escape w/ Sunset Views, Pool & Hot Tub

Spectacular Sanibel condo near beach with pool

Steps to Beach & Free Bikes or Kayak Rental!
Other holiday rentals with a pool

Amazing View of Sanibel Harbour

Bright & Beautiful Beach Condo

Sanibel: Pointe Santo B-47 Private Rooftop Sundeck

Luxury Penthouse Rooftop Patio! Pointe Santo

Casa de Newman

Beachfront Sanibel Condo

Seashells 34-Sanibel 2BR Condo Short walk to Gulf

Tropical Pool/Spa House
When is the best time to visit Sanibel?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $488 SGD | $651 SGD | $652 SGD | $481 SGD | $380 SGD | $350 SGD | $346 SGD | $347 SGD | $318 SGD | $323 SGD | $369 SGD | $482 SGD |
| Avg. temp | 18°C | 20°C | 21°C | 24°C | 26°C | 28°C | 29°C | 29°C | 28°C | 26°C | 23°C | 20°C |
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- Naples Beach
- Captiva Island
- Caspersen Beach
- Manasota Key Beach
- Englewood Beach
- Lovers Key Beach
- Tigertail Beach
- Florida Gulf Coast University
- Stump Pass Beach State Park
- Blind Pass Beach
- Bowman's Beach
- Barefoot beach Bonita Springs,FL
- Bonita National Golf & Country Club
- Jetblue Park
- Boca Grande Pass
- The Naples Pier
- Clam Pass Park
- Edison & Ford Winter Estates
- Yacht Club Public Beach
- Bunche Beach
- Ave Maria University
- Delnor-Wiggins Pass State Park
- Coral Oaks Golf Course
- Coconut Point





