
Vacation rentals with a pool in Bokeelia
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Bokeelia
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.
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Popular amenities for Bokeelia rentals with a pool
House rentals with a pool

Caloosavilla
This house is amazing! The pool and outside area is beautiful! I would love to stay here again. I will say the kitchen definitely needs to be restocked with some items ( grill tongs, large pots, etc ). It’s perfect for a family vacation.

Waterfront Cape Coral Oasis+ Heated Pool | Kayaks
This was our favorite Airbnb yet. The house and grounds were beautiful. There was something for everyone from 2 years old to 72. It was spotless and had everything we needed. Romy was proactive and checked on us but the setup was so well executed we wanted for nothing. We saw iguanas, owls, and bunnies. Sunsets were beautiful. The pool area had space for all. We will be back!

Paradise Tiki: Gulf Access,Heated Pool&Spa, 11PPL!
We stayed at this beautiful home with our toddler and another family with two small kids, and the experience was AMAZING! The house was spacious, clean, and perfectly set up for a relaxing family vacation. The highlight for all of us was definitely the private pool and back patio area, beautifully maintained & comfortable. The home was thoughtfully stocked with everything we needed, from kitchen essentials to pool toys for the kids. Michelle was also very responsive and helpful anytime we had a question. We can’t recommend this place enough, it’s perfect for families and groups looking for a fun, relaxing getaway. We would absolutely love to stay here again in the future!

Backyard Dream-Oasis! - Heated Pool
We had a wonderful time. Thank you!

Gorgeous Island Paradise *heated pool*golf cart*
This was a great place to stay. place was roomie and clean and had all of the necessities both indoor and out to have a stay!

" Here Comes The Fun" Absolutely Magnificent! Home
Wonderful stay! Clean and functional, everything we needed was provided, from games to towels to umbrellas to chairs. Pool was wonderful, golf carts were great, house was very nice, beds were comfortable, outdoor living spaces were perfect. The on-island property manager was super responsive and helpful. We loved everything about our stay and we hope to stay again someday!

Gorgeous Lakefront Heated Pool Home, great Wi-Fi
Great house and great host! Home was super-clean, had very comfortable beds, and had plenty of space to relax. We loved the enclosed backyard area (grill/kitchen/bar area, pool, and hot tub). We would definitely come back next time we are in the area. Property was just as described.

Coral Cove - Modern pool home with canal views
The location is great! We loved swimming at night with the cool pool lights and enjoyed the option to have the pool heated. The house was neat, clean and had everything to accommodate my family for a week!
Condo rentals with a pool

Rare walkout condo on Sanibel beach-Fully Restored
absolutely gorgeous condo with walkout to the beach. it was spacious and clean and he was accommodating in allowing us to get in a little earlier than normal check in. high recommend this place I will defiantly be booking here again!

Beach front, South Seas Beach Villa 2001
I can't say enough about how seamless and professional our experience was with Ryan and Nicole. From the very first message to the moment we checked out, they were incredibly responsive, thoughtful, and committed to ensuring our stay was exceptional. Communication was prompt and helpful, with every question answered quickly and thoroughly. They went above and beyond by providing complimentary beach chairs and an umbrella, and even shared dining recommendations that truly exceeded our expectations. We’ll absolutely be making this our go-to spot every time we visit Captiva. Highly recommend

Beachfront fully equipped apartment
We have stayed at the Estero Beach and Tennis before and this unit is the best yet!! I am super picky on cleanliness and it was very clean! The unit had some high end touches along with furniture and decor being very tasteful. The bed was really comfortable, shower nice, outdoor chairs perfect and the towels were amazing. It’s all those little touches that made our stay pleasant, comfortable, and relaxing. We plan on booking again in the future. ☀️

South Seas Resort Beach Villa 🌴 On The Beach !
We had an amazing stay at this condo for our honeymoon. It was the perfect place to relax together and just enjoy the beach! The condo was extremely nice and it was great to have an umbrella and chairs available to use! Elizabeth was very helpful and had so much information for us and recommendations which was so helpful as first time visitors! The area was beautiful and the pool was also very nice! We cannot wait to come back to Sanibel/Captiva!

EBT 206C Exceptional Panoramic Gulf Views +2 Bikes
We had an incredible week at this beautiful Ft. Myers Beach condo! From the moment we booked, Caihlin was warm, responsive, and extremely thoughtful—providing clear check-in instructions, local tips, and even a care package that made us feel right at home. The location was unbeatable. Mornings spent sipping coffee on the deck while watching dolphins glide by felt like a dream. The beach, just steps away, was private and peaceful—a perfect escape from the crowds. We tried several of the recommended restaurants and weren’t disappointed once. It’s clear Caihlin truly knows and loves this area. We left feeling refreshed, grateful, and already plotting our return. Highly recommend this stay to anyone looking for a little slice of paradise!

Sundial A301- Gorgeous Beachfront Condo at Sundial
This place absolutely blew us away. The view is incredible; even better than the pictures! The apartment itself is beautiful, very spacious and clean. The home is pretty much fully equipped with appliances which was very helpful! The beach is located steps away and very private, we could’ve stayed at this one beach the whole time and not felt the need to go to another. This place was truly a hidden gem, we will definitely be back.

Seaside 302 - Beachfront 2BR/2BA - Solmate on FMB
Luanda was an amazing host, extremely helpful, accommodating and quick to respond! The home was in immaculate condition, squeaky clean and comfortable, the pictures do it no justice. The home is equipped with everything you need, from beach chairs and umbrellas to all the important kitchen appliances. The view from the balcony was nothing short of amazing and I love that it’s screened in so that you have zero worries of bugs getting in. I ones it so much and did not want to leave. Needless to say, I’ll be visiting and stay here again in the near future! Thank you Luanda!!!

2nd Floor Beachfront Condo Sanibel Harbour
We had a fantastic stay at this condo! The place was clean, comfortable, and exactly as described. The location was perfect—close to everything but still quiet and relaxing. Check-in was super easy, and the host was friendly and responsive. We loved having coffee on the lanai each morning and looking for dolphins and manatees. We would definitely stay here again! Taylor family
Quick stats about vacation rentals with a pool in Bokeelia
Total rentals
40 properties
Nightly prices starting at
ﺩ.ﺇ220 before taxes and fees
Total number of reviews
730 reviews
Family-friendly rentals
30 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace
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- Siesta Beach
- Naples Beach
- Captiva Island
- Crescent Beach
- Turtle Beach
- Caspersen Beach
- Lido Key Beach
- Manasota Key Beach
- Clam Pass Park
- Barefoot beach Bonita Springs,FL
- Lovers Key Beach
- The Club at The Strand
- Myakka River State Park
- Worthington Country Club
- South Jetty Beach
- North Jetty Beach
- Seagate Beach Club
- Marie Selby Botanical Gardens
- Delnor-Wiggins Pass State Park
- Englewood Beach
- Bonita National Golf & Country Club
- Heritage Bay Golf & Country Club
- LaPlaya Golf Club
- Gasparilla Island State Park