
Holiday rentals with a pool in Estero
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Top-rated rentals with a pool in Estero
Guests agree: These homes with a pool are highly rated for location, cleanliness and more.
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Popular amenities for Estero rentals with a pool
House rentals with a pool

Private Palm Oasis - Close to Beach
An exceptional experience! This beach house exceeded our expectations. Its location is ideal. The space is spacious, bright, and decorated with a cozy style that made us feel at home. The kitchen is well-equipped, allowing us to prepare delicious meals. Additionally, the patio is perfect for relaxing at sunset. Our host was very friendly and attentive, providing us with helpful recommendations. We created unforgettable memories and definitely plan to return. I highly recommend this place to anyone looking for the perfect seaside vacation! 🌊🏖️

Latitude Adjustment - With Pool & Outdoor Kitchen
Our stay was great. The house looks exactly like the pictures. The pool and outdoor kitchen were great. My kids loved the bunk bed room. There is a lot of room for everyone to have space . The kitchen is very well stocked with everything you could possibly need. The house was very clean and the pool cleaner even came by while we were there. The bathrooms and laundry were well stocked with supplies. My family has been coming to Bonita for 30+ years. This is a great place to stay and about 20 minute drive to Bonita Beach.

Large Safe & Private Heated Pool Home just for you
Liked that the home was very roomy, vaulted ceilings, a spacey living area, a 6 chair dining table & a high chair for a baby. Manny was very communitive, making sure we got in Ok, Manny provides a detailed house guide with instructions. Little touches like the snack tray that was left for us, adding a couple of bottles of waters, makes you feel special. The heated pool with beach towels & lania furniture were great, so relaxing. Plenty of kitchen appliances. Downside I 75 is literally off the back yard. You can't see it, but you definitely hear the noise from all the traffic. Master bathroom only, weak water pressure. Internet connection on TV was spotty. Opportunitys didn't like the looks of frying pans or pots, didn't use. We did use the baking sheet & I had to wash them. one cutting board it was plastic & worn. We did have to clean the outdoor grill before use, Manny did communicate with us on getting the grill started. Overall we would stay with Manny again, lovely home. TY!!

Modern spacious home with private heated pool
I definitely will come back again. I frequently travel to the Fort Myers area for work and this place was exactly what I needed after a long day. The pool was my favorite place. 15 minutes ride to the beach. Totally recommend

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

Luxurious 4-Bed Pool Home with Dock & Gulf Views,
We had an absolutely great 4 day stay. The house is beautiful and the views are stunning. The description in the listing is completely accurate. We would for sure choose this place again for future stays.

SunnyBeach Lux Villa_Naples/SFM_Saltwater Pl/FGCU
Nice place, we enjoyed our stay, it was perfect

Newly Renovated Bonita Shores Home with Pool!
Looks exactly like the photos! So clean, perfect and beautiful! Lovely quiet neighborhood that’s walkable and safe as well. Absolutely loved this property and so did my parents, will book again next time we’re in town!
Condo rentals with a pool

Oceanview Oasis on Bonita Beach Bld3 Floor5
We had a lovely weekend here. Spent a lot of time on the balcony that was shaded and screened and had an awesome view of the gulf. Plenty of food and shopping very close. Place was clean and comfortable and well-stocked with everything we needed to enjoy florida.

Cute Coastal Escape. Close to FMB and Sanibel
Lisa's place was exactly as described—clean and convenient. It was 5 minutes to Ft. Myers and 15 minutes to Sanibel. Unfortunately, I didn't have time to enjoy the pool, but it couldn't have been in a better spot (directly in front of the condo), and Lisa had plenty of pool and beach toys available. Great stay! If I make it down there again, I would definitely stay at Lisa's place.

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. ☀️

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!

Ft Myers Beach & Lovers Key State Park- FANTASTIC!
Lover’s Key is a lovely low key and private place to stay! This is our 4th anniversary here in Ft Meyers. Our time here never disappoints. John’s place has what you need but we always bring extra TP, dishwasher cubes and laundry cubes. Just makes it easier… Flipper’s restaurant is right outside the door. Good food and good drinks! Key Lime Colada was delish! Lastly, please remember that Ft Meyers is still in a rebuilding phase, it’s taken a couple of years to get the bridge re built. There are plenty of things to do downtown and surrounding areas. We look forward to next year!

Hot summer deal! 5*
Cathy's condo, her great responsiveness, and the area exceeded our expectations. We were extremely pleased with everything. We will re-visit the area for sure. Thank you Cathy!

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!!!

Easy Breezy Too W/ FREE JetSki ride & Beach chairs
I’m so glad we booked with Stacy for our Ft. Myers trip! Stacy’s place was perfect for our getaway beach trip. Very convenient to go to the beach which was right across the street. Stacy provided free vouchers for beach chairs and provided an umbrella that was much needed during the heat of the day! Don’t hesitate to book!
Quick stats about holiday rentals with a pool in Estero
Total rentals
160 properties
Nightly prices starting at
$66 NZD before taxes and fees
Total number of reviews
1.1K reviews
Family-friendly rentals
130 properties are a good fit for families
Pet-friendly rentals
30 properties allow pets
Rentals with dedicated workspaces
90 properties have a dedicated workspace
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- Naples Beach
- Captiva Island
- Clam Pass Park
- Lovers Key Beach
- Barefoot beach Bonita Springs,FL
- Tigertail Beach
- The Club at The Strand
- Worthington Country Club
- Seagate Beach Club
- Panther Run Golf Club
- Delnor-Wiggins Pass State Park
- Englewood Beach
- Bonita National Golf & Country Club
- Morgan Beach
- Heritage Bay Golf & Country Club
- The Quarry Golf Club Naples
- Talis Park Golf Club
- Cypress Woods Golf & Country Club
- LaPlaya Golf Club
- Stump Pass Beach State Park
- Boca Grande Pass
- Gasparilla Island State Park
- Sanibel Island Northern Beach
- Esplanade Golf & Country Club of Naples