Holiday rentals with a pool in Estero

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Popular amenities for Estero rentals with a pool

House rentals with a pool

Top Guest favourite
Home in Bonita Springs
5 out of 5 average rating, 29 reviews

Private Palm Oasis - Close to Beach

Leydis LazaraRating, 5 stars1 week ago
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! 🌊🏖️
Guest favourite
Home in Bonita Springs
4.94 out of 5 average rating, 50 reviews

Latitude Adjustment - With Pool & Outdoor Kitchen

MarisaRating, 5 stars2 months ago
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.
Superhost
Home in Bonita Springs
4.81 out of 5 average rating, 57 reviews

Large Safe & Private Heated Pool Home just for you

DebbieRating, 5 stars3 months ago
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!!
Top Guest favourite
Home in Bonita Springs
5 out of 5 average rating, 33 reviews

Modern spacious home with private heated pool

AnaRating, 5 stars2 weeks ago
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
Top Guest favourite
Home in Caloosahatchee
5 out of 5 average rating, 20 reviews

Backyard Dream-Oasis! - Heated Pool

VivianRating, 5 stars1 month ago
We had a wonderful time. Thank you!
Guest favourite
Home in Bonita Springs
5 out of 5 average rating, 6 reviews

Luxurious 4-Bed Pool Home with Dock & Gulf Views,

AnnemieRating, 5 stars1 month ago
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.
Guest favourite
Home in Fort Myers
4.94 out of 5 average rating, 80 reviews

SunnyBeach Lux Villa_Naples/SFM_Saltwater Pl/FGCU

BlaineRating, 5 stars1 month ago
Nice place, we enjoyed our stay, it was perfect
Guest favourite
Home in Naples
4.98 out of 5 average rating, 42 reviews

Newly Renovated Bonita Shores Home with Pool!

AllisonRating, 5 stars1 month ago
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

Guest favourite
Condo in Bonita Springs
4.92 out of 5 average rating, 25 reviews

Oceanview Oasis on Bonita Beach Bld3 Floor5

BlairRating, 5 stars2 weeks ago
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.
Guest favourite
Condo in Fort Myers
4.83 out of 5 average rating, 112 reviews

Cute Coastal Escape. Close to FMB and Sanibel

YolandaRating, 5 stars2 weeks ago
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.
Superhost
Condo in Fort Myers Beach
4.87 out of 5 average rating, 89 reviews

Beachfront fully equipped apartment

KendellRating, 5 stars1 week ago
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. ☀️
Guest favourite
Condo in Fort Myers Beach
4.81 out of 5 average rating, 108 reviews

EBT 206C Exceptional Panoramic Gulf Views +2 Bikes

EricRating, 5 stars3 days ago
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!
Superhost
Condo in Fort Myers Beach
4.92 out of 5 average rating, 198 reviews

Ft Myers Beach & Lovers Key State Park- FANTASTIC!

RobinRating, 5 stars1 month ago
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!
Top Guest favourite
Condo in Fort Myers
4.98 out of 5 average rating, 42 reviews

Hot summer deal! 5*

NealeRating, 5 stars2 months ago
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!
Superhost
Condo in Fort Myers Beach
5 out of 5 average rating, 5 reviews

Seaside 302 - Beachfront 2BR/2BA - Solmate on FMB

KleodanzaRating, 5 starstoday
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!!!
Superhost
Condo in Bonita Springs
4.9 out of 5 average rating, 100 reviews

Easy Breezy Too W/ FREE JetSki ride & Beach chairs

MichaelaRating, 5 stars1 week ago
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

Destinations to explore

  1. Airbnb
  2. United States
  3. Florida
  4. Lee County
  5. Estero
  6. Rentals with pools