Vacation rentals with a pool in Cypress Lake

5 out of 5 average rating, 6 reviews

An outdoor area features a spacious heated pool surrounded by modern lounge chairs and seating. A covered patio is visible in the background, framed by lush greenery and a well-maintained lawn. A hammock is positioned nearby, inviting relaxation in the sun.

Home in Naples Park

Sunset Splash Luxe, Epic Pool, Hot Tub, Beaches

MollieRating, 5 stars1 week ago

Our stay at Randy’s place was one of the best Airbnb experiences we’ve ever had. Randy was very accommodating and flexible and met our every need. His home in Naples is just lovely with a beautiful outdoor pool and hot tub. Its close proximity to the beach and many restaurants and shops is a plus. He provided bikes and beach equipment as well. A TV in every room with very comfortable beds. We can’t wait to go back!

A private pool in a clear blue shape is framed by a spacious deck. Sunlight reflects off the water, creating a bright atmosphere. A set of stairs leads into the pool, and a nearby lounge area is visible under a screened enclosure.

4.76 out of 5 average rating, 29 reviews

*Cozy 2 BR * Waterfront Home With Heated Pool

GraceRating, 5 stars4 days ago

The moment we walked in we could tell Michael took pride in his work .. Very clean and organized space. He is very easy to deal with and everything was as expected . Pictures did it no justice ! Thanks again and we will plan for next spring .. !

4.83 out of 5 average rating, 18 reviews

Home in Bonita Springs

Stunning Lakefront Heated Pool & Spa House!

MayaRating, 5 stars2 weeks ago

Overall great stay. Clean house, looked like the pictures, very calm and private. Great beach amenities. We did pay extra for the pool heating, but our hot tub was empty for two days. Host was very responsive in giving us a refund which we really appreciated. Also, it’s important to know the hot tub is the same temperature as the pool, just sectioned off. They were very easy to reach throughout the week.

4.98 out of 5 average rating, 127 reviews

A large heated swimming pool occupies the center of the outdoor area, surrounded by a spacious lanai. Comfortable seating and a wall-mounted TV are visible, creating an inviting space for relaxation and leisure. Lush greenery borders the lanai, enhancing the tranquil atmosphere.

Home in Caloosahatchee

Heated Pool | Lanai | Bikes | Near Beach

PavelRating, 5 stars6 days ago

It is a great place to rest or to explore Sanibel, Fort Mayers or other places around. The house is beautifully renovated, with attention to details and equipped for full stay. All the amenities are high quality and fully functional. The pool area is very nice to rest at and/or to grill and dine. The pool is warm, clean and equipped with floaties. This is a rare find by all means. Would definitely come back.

4.96 out of 5 average rating, 166 reviews

Home in Cape Coral

Family Oasis: Waterfront Heated Pool & Game Room

AngieRating, 5 stars1 week ago

This was my 1st booking ever and it was the best experience. Ray was absolutely amazing and helpful. His place was EXACTLY as pictured and as described. It delivered fun filled days of forever memories for us and our 4 children. Thank you to Ray for sharing his home. We were so comfortable and felt at home. We will definitely be rebooking again! Thank you for making our 1st visit to Florida the best ever!!!! ❤️

5 out of 5 average rating, 23 reviews

A heated pool is surrounded by tropical landscaping and a sun-kissed patio with lounge chairs. A covered seating area offers shade, with an umbrella providing additional protection. A bungalow can be seen in the background, framed by lush greenery and flowering plants.

Home in Naples Park

South Exposure Heated Pool Home

EmilyRating, 5 stars1 week ago

We enjoyed our stay, the home was easy to find, easy to access and in a great location with lots of amenities in close proximity. Fully equipped with everything we needed for our stay. Pool was lovely and the home has a great patio area for lounging on an evening. Lots of outdoor furniture to choose from. Night lights in the bathrooms and kitchen were great. Lots of equipment at the ready for use at the beach as well as bikes. Adequately equipped with towels and beach towels. Place was clean and tidy on arrival. I would definitely stay here again. Thank you Ashley

4.95 out of 5 average rating, 126 reviews

A modern two-story home is surrounded by lush greenery and well-maintained landscaping. The exterior features light blue siding and a large covered porch with a ceiling fan. A paved driveway leads up to the entrance, framed by palm trees and flowering bushes.

Home in Fort Myers Beach

Blue Lagoon w/ heated pool-2 min walk to beach

KathyRating, 5 stars6 months ago

The house was in a great location with a 5-7 min walk to the beach. The coolers, beach wagon, chairs and umbrella provided by the host were not only a cost saver but super convient. There were also beach toys, toddler bed rails and toys within the house which my kids loved. The neighborhood and surrounding area is obviously still recovering from recent hurricanes but didn’t bother ua and most restaurants and businesses were still open during our stay. Would definitely come back.

4.95 out of 5 average rating, 66 reviews

An aerial view of a spacious property reveals a single-story house with a black roof, surrounded by a well-maintained lawn and shrubs. A rectangular pool is seen within the fenced yard, with neighboring houses positioned on either side along a quiet street.

Home in Cape Coral

Casa Sevilla, heated pool, sleeps 9, 4/3, pets F

JazzyaRating, 5 stars5 days ago

The house was even better in person, extremely well kept! The host was very responsive, friendly, and helpful! The location of the house was 5 min away from everything-gas station, grocery store, liquor store, restaurants, etc. The Fort Myers Beach was only 40 minutes away. The only complaint I had was the house is right off of a main road so you heard trucks and traffic all day long, so it wasn't as quiet as I thought it'd be but the neighborhood in general was very peaceful. I would definitely stay at this house again though, it felt like a home away from home!

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Popular amenities for Cypress Lake rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

A spacious outdoor area features a private, heated pool surrounded by a screened enclosure. The pool includes an attached jacuzzi and is framed by lush greenery. The sunset casts a gentle glow, enhancing the serene ambiance of the space.

4.95 out of 5 average rating, 122 reviews

Private Heated Pool and Spa

ChristineRating, 5 stars1 month ago

Great place! Very clean and dog friendly. Alex was responsive within minutes of any questions. Would definitely stay again

4.97 out of 5 average rating, 37 reviews

The living area features a light-colored sectional sofa paired with a dark wooden coffee table. A large flat-screen TV is mounted on the wall opposite the sectional, and a soft area rug adds to the space. The open layout leads to a modern kitchen in the background.

Home in Naples

Beautiful Home w/ Pool & Spa, Pet Friendly!

DianeRating, 5 stars2 weeks ago

Beautiful home in peaceful neighborhood with great location! The home was very clean, had nice amenities, and we felt right at home. Loved the pool and private back yard. Dara was quick to respond to any questions and made the rental a 5 star experience.

4.85 out of 5 average rating, 33 reviews

A screened-in pool area features a rectangular pool with clear turquoise water. Surrounding greenery is visible beyond the enclosure, providing a serene backdrop for relaxation. The pool deck is designed with white tiles and includes safety rails for easy access.

Home in Pelican

Tropical House with Pool

LaetitiaRating, 5 stars2 weeks ago

We loved staying at Elle’s house!!! The pool and the park was ideal for my kids. The house was clean and had everything we needed. The area was so peaceful but yet only a few minutes drive to shops and restaurants. We had a fabulous stay and wished we would have stayed longer. Ele was very friendly and helpful. There was a plumbing issue in the bathroom and she came promptly to deal with it. The double beds were a little soft to our taste but other than that we had a great experience. Thank you Ele!

4.98 out of 5 average rating, 120 reviews

A spacious lanai area showcases a clean, oversized saltwater pool, enclosed by a protective screen. In the foreground, two white lounge chairs face the water, complemented by a dining table set for four. The background features a well-maintained yard and clear blue sky.

Home in Caloosahatchee

Whole cozy house for group of 5

NaomiRating, 5 stars2 weeks ago

the place was nice and clean. Jose gave clear instructions and the house was exactly what we expected! we would book again! 5 stars

4.92 out of 5 average rating, 49 reviews

The backyard features a large screened-in pool surrounded by a brick patio. Comfortable lounge chairs are positioned beside the water, and a waterway is visible in the background, creating a serene outdoor setting.

Home in Cape Coral

Spacious Canal Oasis with Pool, BBQ & Mini Golf

EugeniyRating, 5 stars1 week ago

We had a fantastic week stay on kids Spring Break! Beautiful property, comfortable bedrooms and bathrooms, spacious well equipped kitchen. Amazing pool and hot tub, canal and yard. Mini golf, pool table, foosball table - added tons of fun to our stay. Thank you!

A screened-in outdoor area features a clear pool with a hot tub. Comfortable seating is arranged nearby on a paved deck. Lush greenery is visible beyond the enclosure, adding to the serene environment.

4.91 out of 5 average rating, 23 reviews

Family Villa w/ private pool and hot tub!

DanielleRating, 5 stars4 days ago

Caleb's place was beautifull, spacious, and clean. The community center amenities were fantastic! Our family had a wonderful time and would definitely stay there again.

A private pool area is featured, showcasing a clear blue pool and an adjoining spa. Surrounding the pool, a laid brick patio provides a spacious area for relaxation. Lush greenery can be seen in the background, adding a touch of nature to the inviting space.

4.98 out of 5 average rating, 120 reviews

The Parsonage-Private Villa-Heated Pool & Spa.

RachelRating, 5 stars2 weeks ago

This place was perfect for our bachelorette party! Plenty of space and beds for everyone and a short 10-15 min walk from the restaurants and bars in downtown Fort Myers. We loved relaxing by the pool during the day. It felt private, secluded, and safe. Michelle was very helpful and friendly and we greatly appreciated her flexibility during the check in process. Highly recommend this place for large groups!

4.93 out of 5 average rating, 151 reviews

A spacious outdoor area features a large heated pool surrounded by a screen enclosure. Comfortable seating, including lounge chairs and a dining set, enhance the space. A barbecue grill is positioned nearby, while palm trees provide natural scenery in the background.

Home in Naples Park

Last Minute Deals! Naples with large heated pool

AmyRating, 5 stars1 day ago

There’s really nothing else to say other than this was a perfect vacation. Our hosts were a big part of the reason why. They provided a beautiful, clean and accommodating home. Everything we needed was right there. They literally thought of everything. We were sad to leave.

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Condo rentals with a pool

4.76 out of 5 average rating, 84 reviews

The outdoor pool area features clear blue water surrounded by palm trees. White tables and chairs are arranged nearby, and lounge chairs are positioned along the pool's edge. A tennis court can be seen in the background, providing additional recreational space.

Condo in Fort Myers

Sunny Florida condo!

JesseRating, 5 stars2 weeks ago

One of my favorite Airbnb rentals to date. The condo was clean, quiet and had everything we needed/wanted. On top of the space being great, Ken and Becky were amazing hosts. I usually stay in different places each time, but I'll be staying here anytime I'm in or near Fort Myers it's that good. 100% recommend booking with them !!

4.86 out of 5 average rating, 80 reviews

A clear view of the outdoor pool area surrounded by two pink two-story condos. The pool features a light blue surface and is framed by a spacious patio with lounge chairs and small tables. Lush greenery adds a tropical touch to the setting.

Condo in Fort Myers

Charming Townhouse close to Sanibel and FMB

BenjaminRating, 5 stars1 week ago

Everything worked out very well. Highly recommended for a relaxing stay with the family.

5 out of 5 average rating, 3 reviews

The living area displays a combination of coral-colored sofas adorned with decorative pillows, framed by plants and artwork. A glass coffee table rests on a vibrant area rug, while a dining space is visible in the background, showcasing additional seating and natural light.

Condo in Fort Myers

Sanibel Harbour Resort - 216: Colorful condo

EmmaRating, 5 stars9 months ago

Everything was perfect, the place, the atmosphere, the spacious Apartment, very crean, perfect. I Would return

Condo in Fort Myers Beach

A light and airy dining area is featured, consisting of a round table and two white chairs. A turquoise cabinet with glass doors is positioned nearby, and natural light enters through the window with horizontal blinds, offering a view of the outdoors.

5 out of 5 average rating, 6 reviews

Beach condo on yachat marina

SheriRating, 5 stars1 week ago

Karley’s place exceeded our expectations. Very peaceful neighborhood. Very friendly people in the neighborhood. The condo had everything that we needed. The lanai was my favorite spot! We even got to fish just a few steps from the door. Very comfortable and super clean condo. We rented e-bikes just a 5 minute walk away. They were great for passing backed up traffic going towards Times Square at the beach. We also rode them all the way back on the shoreline. It was awesome! We would definitely not hesitate to stay there again. Any questions that we had were answered super quick. Great host and co-host! Thanks again Karley and Kelly for letting us stay at your place!

4.93 out of 5 average rating, 117 reviews

A heated pool features clear, inviting water surrounded by a stone patio. The area includes a thatched-roof pavilion for shade and several lounge chairs positioned nearby. Lush greenery and palm trees enhance the tranquil setting, creating an inviting environment for relaxation.

Condo in Bonita Springs

Amazing Condo-1 mile from Bonita Beach

MarianneRating, 5 stars1 week ago

Our family had a wonderful week long stay at Susan’s condo. She supplied everything we needed for great beach days and the pool was clean and warm! It is within walking distance to a bunch of restaurants and ice cream spots. Would definitely recommend to anyone looking for a quiet, yet fun place to stay in Bonita!

4.98 out of 5 average rating, 60 reviews

Condo in Pelican

1st Fl Condo, 2 Kings, Beach, Golf Supplies, Bikes

AmirRating, 5 stars3 months ago

This is a great apartment with large bedrooms and comfy beds, a very very well equipped kitchen and a garage full of surprises including a gas grill and beach stuff. Stacey was great from the beginning and was very helpful and immediate with any question. We’ll decently stay again when in the area. Thanks Stacey!

4.91 out of 5 average rating, 119 reviews

A community pool is surrounded by chaise lounges and an umbrella for shade. The water is clear and inviting, reflecting the clouds above. A shallow ledge is visible at one end of the pool, providing easy access. The area appears quiet and relaxing.

Condo in Pelican

Penthouse Suite in the heart of SW Cape Coral, FL

NicoleRating, 5 stars9 months ago

The condo is beautiful and looks just like the pictures. The host is very friendly and responsive. I highly recommend and would definitely book here again if I’m in the area. Highly recommend!!