
Vacation rentals with a pool in Estero Bay
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Top-rated rentals with a pool in Estero Bay
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Popular amenities for Estero Bay rentals with a pool
House rentals with a pool

Luxury Private Pool Home with Water View
Our stay here was perfection! From the immaculate home & beautiful furnishings, it had absolutely everything we needed. It was spotless & it was evident the owners didn’t spare a dime with the decor. Amy was quick to respond any time we reached out. It was so peaceful & just what we were looking forward to. We plan to return again & won’t hesitate to recommend this home to friends & family. 5 star stay, for sure! Thank you, Amy

3BR w/HUGE 2k sq ft Lanai & Seasonally Heated Pool
Great place to stay. Amenities were super especially the pool. It was great to have access to beach accessories. House is spacious and lanai is huge. Quiet neighborhood and close to shopping and the airport. Lana was quick to respond to all of our questions. Would recommend staying here and will again as we visit the area. Thanks for the hospitality Lana.

Casa Piña Bonita, The Ultimate in Coastal Living!
Incredible Stay at Casa Pina! We had an amazing experience staying at Casa Pina! The home was beautiful, spotless, and perfectly located. Tania was a fantastic host—warm, responsive, and incredibly flexible with our check-in and check-out times, which made our trip so much smoother. Every detail was thoughtfully arranged, and we truly felt at home. Highly recommend staying here—you won’t be disappointed!

LUXE: Beach Home w/ Screened Pool & Spa, BBQ
We really enjoyed our time here. Beautiful space and decorated nicely. The grill and pool/hot tub was our favorite part!

*Relaxing and Fun Pyramid Home in Ft Myers (7048)
Great service by Jeanie. She brought a pack and play and high chair to the unit for our daughter! Amenities were perfect for small family.

Whole cozy house
We enjoyed our stay, very relaxing and nice place to stay

NEW Villa Mare LUX Sleeps 12|Heated Pool|2 Masters
This is, honestly, one of the best Airbnb’s I have ever stayed at. The kitchen was FULLY stocked, and when I say fully, I mean fully — seasonings, mixing bowls, colanders, I mean, you name it and they’ve got it. Beyond that, the two car garage was nearly organized with most everything you need on a trip (even baby high chair etc) AND a dozen folding beach chairs, which they provide an awesome wagon to use to tow. There’s numerous pool toys and floats, a basketball hoop for the pool. The outside grill was incredible and massive, so it was perfect to fire up some steaks for our party of 12. The house was clean, the instructions were concise, and Angelo was flexible with both our check-in time (we arrived earlier than expected) and our check-out time (everything is tougher with kids). Angelo responds incredibly quickly and is so helpful and friendly. We left the house talking about when we’d be back, and we already can’t wait!

Remodeled 4 BR 3 Full Bath Sunshine Getaway
we had a wonderful stay! relaxing outside by pool on the new lounge chairs and cozy cage lights at night. the home is spacious and Very Clean with a beautiful kitchen that is well stocked with every day items. Steve is a Fantastic Host!! We Highly Recommend
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.

Beach Sanctuary Condo
Gina was wonderful. She answered my questions before I even booked the place! That was wonderful. No guessing. I knew what I was getting. She was always responsive. Everything exceeded my expectations. I would recommend this unit to everyone.. So nice. So comfy. The bed was so nice. So quiet. Everything you look for in a rental. Thanks again

Bonita Beach and Tennis 1903
Everything was as expected, especially concerning construction. The grounds were still greatly in disrepair, but that didn’t bother us. The location to the beach was outstanding, which was the main feature we were looking for. As we don’t rent a car, we had to Uber everywhere we wanted to go. The only walkable restaurants were Doc’s (across the street 👍) and Coconut Jack’s. It was okay. The condo was fully furnished with everything we could possibly need, save for a beach cart which would have been nice. We especially enjoyed the lanai; it has a wonderful view. Communication was excellent and very responsive.

GullWing 1006: Gulf View, Beach Front, Pool & Spa!
This place was absolutely amazing! All the kitchen accessories, bedroom amenities, and beach stuff provided was top notch. The location right on the beach provided a cool breeze even on the hot days. Sunset views and so many shells. Gulf and pool water were the perfect temperature. We used the bikes and there were plenty to choose from. Gorgeous spot all around!

Seaside 302 - Beachfront 2BR/2BA - Solmate on FMB
It was a beautiful property. The view was so nice right on the beach, there were a lot of accommodations, including beach chairs and an umbrella that we did not have to pay for. I love that we had our own private parking spot right by the door. I will definitely book again. It was so peaceful and perfect. The host was very responsive.

Summer Savings Lovers Key Beach Club Private Beach
Condo was very nice, clean, and updated. It had everything we needed. The bed was very comfortable! We were a little bummed that the balcony didn’t face the water, it faces the parking lot but we still were able to see from the side. The beach was great, private and we saw a lot of manatees and dolphins very close up. The bridge that is being built was interesting to watch and once completed, the views will be even better! Definitely a cute little place to stay! Owners were great and very responsive! Overall, it was a very fun 2 weeks!!

BONITA SPRINGS / FORT MYERS WATERFRONT 1 BEDROOM
We've been staying at Lover's Key Resort for years. We love the location of the pool right on the bay so we see LOTS of wildlife and also have the convenience of Flippers right there to be able to sip on some adult beverages. The floor the ceiling windows in the living room are amazing. The unit has updated furniture and new A/C! Any issue or question we had was immediately address by the host. Couldn't have asked for better service! Highly recommend this unit! There is some bridge construction but that didn't bother us and we didn't hear any noise from it while at the pool. I love the south end of Ft Myers. Reminds me of the more relaxed days of how the north end used to be.

Bonita Beach is Calling!
Location! Location! Location!... We walked to local restaurants. Sweet Melissa's Ice Cream and the awesome new Warehouse Cafe coffee shop are right across the street. Mini Golf just down the road. And! The beach is just a mile away. The condo was exactly as described. Well appointed. Super clean. And shades of blue in the decor brings a cool coastal vibe. Thank you, Anthony. We loved our stay!!💛😎🌴
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