
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 1,370 holiday rentals in Sanibel

Nightly prices starting at
Sanibel holiday rentals start at $120 NZD per night before taxes and fees

Verified guest reviews
Over 9,630 verified reviews to help you choose

Family-friendly holiday rentals
1,210 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 260 rentals that welcome pets

Rentals with dedicated workspaces
740 properties have a dedicated workspace

Wi-Fi availability
1,290 of Sanibel holiday rentals include Wi-Fi 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.

View of Gulf, Steps to Beach@The Turquoise Turtle
Welcome to The Turquoise Turtle Sanibel, one of the most stylish condos in Loggerhead Cay! Our personal vacation spot; this family friendly, coastal property overlooks the pool and is a two-minute walk to the gorgeous white sand beach. Fully renovated in 2021 with new kitchen, bathrooms, flooring, furniture, and curated beautiful beach decor. Grab a drink and relax on the patio, with a view of the beach and listen to the sound of the waves. At The Turquoise Turtle you will truly make memories!

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!

Seashells 34-Sanibel 2BR Condo Short walk to Gulf
Seashells of Sanibel Unit 34. All NEW! Fully renovated w/Full Kitchen. Located directly across West Gulf Dr from the Gulf, a short stroll along Seashells' private path to tranquil beaches. This 2BR-2BA condo is a private end unit with all the bells and whistles. Primary BR offers a new, quality king bed + an upscale bath w/ walk-in shower. Guest BR has new full and twin bed, w/2nd full bathroom. Heated pool + pickleball courts. 2 bikes, linens, towels, beach buggy, 3 smart TVs all included.

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 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.

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.

NEW 354 Gulf Water Views + CoolCabana +Beach Items
Welcome to the new Loggerhead Cay 354, a tropical retreat on beautiful Sanibel Island where lush vegetation, swaying palms, and clear blue Gulf waters create the feeling of a Caribbean getaway. It’s hard to believe you’re still in Florida. Sanibel has been recognized as one of the Best Places to Visit in 2026 by Travel + Leisure and featured in The New York Times’ “52 Places to Go in 2026,” thanks to its natural beauty, peaceful atmosphere, and world-famous shelling beaches.

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!

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!

Luxury Penthouse Rooftop Patio! Pointe Santo
This Pointe Santo rooftop patio Townhouse offers stunning Gulf views, a spacious private terrace for dining and lounging, and direct beach access. Enjoy sunsets, sea breezes, and resort amenities like a pool, hot tub, and lush tropical grounds—all from a stylish, comfortable coastal retreat. After almost 3 years of rebuilding from Hurricane Ian we are back up and running all new! Come relax in the sun!

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.
Popular amenities for Sanibel rentals with a pool
House rentals with a pool

Mangoes (Right Side)

Sanibel Vibes - Relax, Unwind, and Enjoy!

Waterfront Pool Home. Minutes to Sanibel & Beaches

Gumbo Limbo North Captiva

Steps to Beach Captiva Includes CLUB & Golfcart

Experience of a lifetime

LUX Villa w/ Private Salt Water Pool, Lanai, Canal

Paradise on canal minutes to Ft Myers Beach/Gulf
Condo rentals with a pool

Pine Cove 403C: 2BR GulfFront Escape Quiet Complex

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

Captiva Hideaway on Old Lodge Lane

Sundial P204- Dreamy Beachfront Condo on Sanibel

Sand Dollar A302

Direct Gulf-Front Luxury & Corner-Unit Views – San

Spectacular Sanibel condo near beach with pool

Beachfront Escape w/ Sunset Views, Pool & Hot Tub
Other holiday rentals with a pool

Bright & Beautiful Beach Condo

Sanibel: Pointe Santo B-47 Private Rooftop Sundeck

Casa de Newman

Premium Location Gulf-View Penthouse West Gulf Dr

Tropical Pool/Spa House

Coquina Beach 2B

Relaxing Pool & Ocean View Oasis

Going Coastal: Your Sanibel Island Retreat
When is the best time to visit Sanibel?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $650 NZD | $867 NZD | $869 NZD | $640 NZD | $506 NZD | $466 NZD | $461 NZD | $463 NZD | $423 NZD | $430 NZD | $492 NZD | $642 NZD |
| 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
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- Florida Gulf Coast University
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