Vacation 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

Top guest favorite
A spacious screened pool area is shown, featuring a heated saltwater pool with built-in bench seating. Lounge chairs are positioned along the edge, and a hammock is visible nearby. The outdoor dining area and sectional seating are included, with a 55" Smart TV situated to provide entertainment.
Home in Bonita Springs
5 out of 5 average rating, 25 reviews

Private Palm Oasis - Close to Beach

ColleenRating, 5 stars3 weeks ago
Fabulous property in quiet corner of the Bonita Springs neighborhood. Beautifully remodeled home with all the conveniences and attention to details providing lots of extras for your stay. Screen covered pool with jacuzzi and relaxing outdoor living space. We loved the reclining family room sofa! Easy bike or drive to beaches, shops and restaurants. One of the nicest properties we have rented. Does not disappoint.
Top guest favorite
A heated designer pool and spa with fountains are surrounded by a spacious patio. Lounge chairs and an umbrella provide shaded seating. Colorful floats and water features invite relaxation, with lush grass framing the area and a sleek, modern home visible in the background.
Home in Naples
4.96 out of 5 average rating, 55 reviews

533 Posh Paradise | Designer Pool/Spa | Walk2Beach

BreeRating, 5 stars1 week ago
Absolutely loved staying here!! The pool was everything!! Me and my group were a little worried about distance to beach but it is so close to both the best beaches in town!! Walkable or a a short drive!! We will definitely be back!!
Top guest favorite
A spacious pool area is showcased with a heated pool, surrounded by a screened lanai. Lush tropical landscaping is visible beyond the pool, providing a tranquil backdrop for outdoor living. The expansive area invites relaxation and enjoyment of the surrounding nature.
Home in Cape Coral
5 out of 5 average rating, 20 reviews

Backyard Dream-Oasis! - Heated Pool

VivianRating, 5 stars2 weeks ago
We had a wonderful time. Thank you!
Top guest favorite
A clear blue pool is framed by a screened patio, providing a spacious area for relaxation. White lounge chairs are positioned beside the water, and palm trees are visible in the background, enhancing the tropical feel. A boat dock is seen in the distance.
Home in Cape Coral
5 out of 5 average rating, 36 reviews

Close to Cape Harbour western pool and dock, golf

TriciaRating, 5 stars1 month ago
We enjoyed our stay at Michael’s home. The space is clean, new and modern. The home was easy to find and the lock box was easy to use. Beds are comfortable, kitchen has all things needed to grill or cook in, closets have extra towels, pillows and bedding. There was also a variety of items if you have babies/toddlers. If you plan to take day trips to the beach, there are beach towels, beach chairs, beach umbrella and a small cooler. There are also bikes in the garage. Grocery stores and restaurants close by. The pool and outdoor space are so comfy, we loved eating outside and watching NBA and NHL playoffs on the patio TV. Oh, and the TVs all had Xfinity boxes to watch live TV! Also enjoyed having morning coffee on the back patio and taking in the serenity of the canal. I would recommend this home if you are planning a stay in Cape Coral!!
Top guest favorite
A clear blue pool is surrounded by a spacious patio, featuring comfortable loungers partially immersed in the water. The inviting outdoor space overlooks the serene canal, while the covered lanai offers additional seating options. Lush palm trees sway gently in the background under a bright sky.
Home in Cape Coral
4.97 out of 5 average rating, 116 reviews

Boater’s Paradise-Stunning Sunsets! Games Room!

MichelleRating, 5 stars3 weeks ago
Meghan was always responsive from check in to check out. The house was everything we wanted and needed. It was our second time there so we knew what to expect. It was even better than the last visit! The house had everything we needed. All we did was get our groceries and relaxed for the entire week. We’ll definitely be back!
Top guest favorite
The living room features a spacious sectional sofa, providing ample seating. Large glass doors open to the outdoor area, enhancing natural light. A mounted TV displays beach scenery, while a modern fireplace adds a touch of warmth. The room's design promotes comfort and relaxation for guests.
Home in Cape Coral
4.97 out of 5 average rating, 107 reviews

2 Kings, Pool, Gulf Canal, Game Room and Kayaks

ShelleyRating, 5 stars1 week ago
We had a great time! The home was beautiful and had everything we needed. We loved that it was close to multiple beaches so we could explore - Sanibel Island, Fort Myers and more. We spent a lot of time in the pool and hanging out in the outdoor area. My son even caught some catfish off the dock. The game room was perfect for evenings when we needed a break from the sun. Highly recommend and have already had requests from friends & family to share the listing!
Guest favorite
The tropical lanai features a heated saltwater pool with a stone waterfall, surrounded by lush greenery and potted plants. A child safety gate provides restricted access. The area is designed with natural stone tiles and offers ample sunlight through the screen enclosure.
Home in Naples
4.96 out of 5 average rating, 108 reviews

The Beach Getaway Home only steps from the water!

CindyRating, 5 stars1 month ago
We really enjoyed the pool with the waterfall fountain. The pool temp was perfect. We especially appreciated the child-safe gate separating the house from the pool. The little sunroom with door was great for noisy little early risers. There were plenty of towels provided for the bathrooms and pool/beach. The house was super clean. The beds were very comfortable. It was so nice to have beach chairs and sand toys. The house is in a great location: 1/2 mile walk to the beach, nice and quiet neighborhood, convenient to Whole Foods, ice cream shops. Melissa was very responsive and communicative, a super host!
Guest favorite
A spacious outdoor area features a screened-in pool surrounded by light-colored stone tiles. Lounge chairs are positioned near the pool, with a dining table in the background. Direct access to the living space is visible through large doors, providing a seamless transition from indoors to outdoors.
Home in Bonita Springs
5 out of 5 average rating, 80 reviews

Remodeled 4 BR 3 Full Bath Sunshine Getaway

KristenRating, 5 stars1 month ago
We really enjoyed our stay here. Very clean and easy to get to. We were able to spend time enjoying the pool and outdoor seating. We also spent time inside relaxing by the electric fireplace. I like that each of the three couples on the trip were able to have their own space and bathrooms. Directions to check in and out were very clear. Not too far from grocery store Publix and plenty of shopping and dining options. Everyone in our group loved the house. We would definitely stay here again if we are ever in the area.

Condo rentals with a pool

Top guest favorite
A spacious living area is highlighted by large glass doors that open to the balcony with views of the Gulf. Soft furniture complements the neutral walls, while a coffee table and decorative accents add warmth. Natural light streams in, creating an inviting environment.
Condo in Fort Myers Beach
4.98 out of 5 average rating, 40 reviews

Beach Sanctuary Condo

JonathanRating, 5 stars1 week ago
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
Superhost
A spacious living area features comfortable black leather sofas and a light-colored armchair arranged around a glass coffee table. Large sliding glass doors provide access to the balcony, allowing natural light to fill the room. A textured area rug sits beneath the seating arrangement.
Condo in Bonita Springs
4.92 out of 5 average rating, 119 reviews

Bonita Beach and Tennis 1903

DianaRating, 5 stars2 months ago
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.
Guest favorite
A spacious living area is presented, featuring a light-colored sectional sofa adorned with decorative pillows. A wooden coffee table sits at the center, complemented by a neutral area rug. Large sliding glass doors lead to a balcony, offering views of the greenery.
Condo in Fort Myers Beach
5 out of 5 average rating, 11 reviews

Waterfront Condo | Huge Pool & Across from Beach

AngelaRating, 5 stars4 weeks ago
Nice condo. Loved the pool. The beach is directly across the street. Plenty of beach and pool supplies available. Recommend that you rent a car to get to restaurants and grocery store.
Top guest favorite
A spacious swimming pool is showcased, surrounded by lounge chairs and palm trees. The clear blue water reflects the sky, emphasizing the inviting atmosphere. The buildings of the condo complex stand in the background, illustrating the layout of the community.
Condo in Bonita Springs
4.8 out of 5 average rating, 113 reviews

Oceanview unit. Completely remodeled Pool is open!

RitaRating, 5 stars3 weeks ago
We came for a family graduation so didn't spend a whole lot of time there but did spend all of Sunday relaxing and using the pool which was wonderful to swim or just sit and read a book!
Guest favorite
A living area features a black leather sofa, accent chairs, and a flat-screen TV on a light-colored media console. Two framed botanical prints are displayed on a yellow wall, while large sliding glass doors provide sweeping views of the bay and natural light.
Condo in Fort Myers
4.97 out of 5 average rating, 120 reviews

2nd Floor Beachfront Condo Sanibel Harbour

YvonneRating, 5 stars2 weeks ago
The place was exactly as described—clean, comfortable, and well-equipped with everything we needed. The check-in process was smooth. The location was peaceful, perfect for relaxing. We especially enjoyed being right on the water for the beautiful sunsets.
Superhost
Condo in Fort Myers Beach
4.92 out of 5 average rating, 101 reviews

NOW OPEN - Lovers Key Beach Club Private Beach

RebeccaRating, 5 stars3 weeks ago
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!!
Superhost
The exterior of a tall, six-story building is visible, situated along the waterfront. The structure features multiple balconies overlooking the bay, surrounded by lush greenery. Calm waters reflect the clear sky, while distant land can be seen along the horizon.
Condo in Fort Myers Beach
4.79 out of 5 average rating, 19 reviews

BONITA SPRINGS / FORT MYERS WATERFRONT 1 BEDROOM

CassiaRating, 5 stars1 month ago
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.
Guest favorite
A spacious heated pool invites relaxation, surrounded by lounge chairs placed along the deck. Lush palm fronds frame the view, enhancing the tropical ambiance. The pool area is well-maintained, with clear water reflecting the sun. Parking is visible beyond the poolside greenery.
Condo in Naples
4.92 out of 5 average rating, 118 reviews

NEW! ONE BLOCK to the Beach, Restaurants & Shops!

GayleneRating, 5 stars2 weeks ago
We enjoyed a great long weekend at Kimberly’s place. Perfectly located to walk five minutes to the beach. Very clean, comfortable, and everything you need including beach chairs and an umbrella. The pool was pristine. Nicely updated interior and easy laundry facilities. We’ll be back.

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