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 swimming pool is enclosed within a fully screened area, featuring clear blue water that reflects the sky above. Lush greenery and water views are visible beyond the pool, enhancing the serene outdoor environment.
Home in Cape Coral
5 out of 5 average rating, 22 reviews

Luxury Private Pool Home with Water View

AmyRating, 5 stars1 week ago
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
Top guest favorite
A screened patio overlooks a serene swimming pool surrounded by lush greenery. Two lounge chairs are positioned nearby, with a small table featuring colorful drinks. A few inflatable toys float in the water, offering a casual ambiance for relaxation.
Home in Bonita Springs
4.97 out of 5 average rating, 100 reviews

3BR w/HUGE 2k sq ft Lanai & Seasonally Heated Pool

RobertRating, 5 stars2 days ago
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.
Superhost
A spacious screened-in pool area is showcased with a turquoise swimming pool and surrounding seating. Outdoor furniture includes a dining table and lounge chairs, complemented by vibrant tropical plants. Sunlight filters through the mesh enclosure, enhancing the inviting atmosphere within the outdoor space.
Home in Bonita Springs
4.8 out of 5 average rating, 5 reviews

Casa Piña Bonita, The Ultimate in Coastal Living!

MiguelRating, 5 stars4 weeks ago
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!
Guest favorite
A private outdoor space features a saltwater pool and hot tub, surrounded by lush greenery. Comfortable seating arrangements include a fire pit and outdoor dining area, all sheltered under a screened enclosure, providing a tranquil setting for relaxation.
Home in Naples
4.96 out of 5 average rating, 190 reviews

LUXE: Beach Home w/ Screened Pool & Spa, BBQ

Dottie Rating, 5 stars2 weeks ago
We really enjoyed our time here. Beautiful space and decorated nicely. The grill and pool/hot tub was our favorite part!
Guest favorite
Home in Fort Myers
4.92 out of 5 average rating, 212 reviews

*Relaxing and Fun Pyramid Home in Ft Myers (7048)

OntarioRating, 5 stars4 days ago
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.
Guest favorite
A screened-in patio area reveals a clean pool surrounded by lounging chairs. The pool features a gentle curve and easy access steps. Lush greenery and palm trees provide a serene backdrop, while the adjacent living space is faintly visible through large windows.
Home in Fort Myers
4.94 out of 5 average rating, 340 reviews

Whole cozy house

BlaineRating, 5 stars1 week ago
We enjoyed our stay, very relaxing and nice place to stay
Guest favorite
A heated pool is surrounded by a manicured landscape, featuring reclining lounge chairs positioned for relaxation. A playful water slide rests at one end of the pool. Complimenting the scene, a clear blue sky and fluffy white clouds create a bright atmosphere.
Home in Naples
4.98 out of 5 average rating, 41 reviews

NEW Villa Mare LUX Sleeps 12|Heated Pool|2 Masters

WilliamRating, 5 stars2 days ago
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!
Top 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, 81 reviews

Remodeled 4 BR 3 Full Bath Sunshine Getaway

JudithRating, 5 stars2 weeks ago
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

Guest favorite
A panoramic view of the Gulf of Mexico is captured from the fifth floor. The ocean's varying shades of blue meet the sandy beach, lined with palm trees. A beach house is visible near the shoreline, enhancing the coastal atmosphere.
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.
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 stars3 weeks 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 stars3 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.
Top guest favorite
A spacious living area is presented with light-colored sofas and a decorative bronze coffee table. Soft textiles, including patterned throw pillows and a green knit blanket, add comfort. Natural light flows in through the window covers, enhancing the inviting ambiance.
Condo in Fort Myers Beach
5 out of 5 average rating, 10 reviews

GullWing 1006: Gulf View, Beach Front, Pool & Spa!

JaneRating, 5 stars2 weeks ago
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!
Superhost
A dining area features a round marble table surrounded by sleek, dark chairs. A vibrant floral arrangement with pink orchids is placed in the center. Natural light floods in through large windows, reflecting off polished marble floors. A stylish chandelier hangs overhead, providing an elegant touch.
Condo in Fort Myers Beach
5 out of 5 average rating, 4 reviews

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

KosengRating, 5 stars3 weeks ago
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.
Superhost
Condo in Fort Myers Beach
4.92 out of 5 average rating, 101 reviews

Summer Savings Lovers Key Beach Club Private Beach

RebeccaRating, 5 stars1 month 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 community pool is surrounded by palm trees and features a thatched-roof pavilion nearby. The pool's curved shape and inviting clear water are complemented by several lounge chairs set on a tiled patio, offering a relaxing environment.
Condo in Bonita Springs
4.87 out of 5 average rating, 53 reviews

Bonita Beach is Calling!

DianeRating, 5 stars3 days ago
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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