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Vacation rentals with a pool in Cypress Lake

Find and book unique homes with a pool on Airbnb

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Popular amenities for Cypress Lake rentals with a pool

House rentals with a pool

Guest favourite
Home in Fort Myers Beach
5 out of 5 average rating, 7 reviews

NEW! Across from BEACH! Private Heated Pool!

EricRating, 5 stars2 weeks ago
It's a nice, new, house. Location is great. About a mile south of the busy area on Ft. Myers Beach. About a block to the beach. The pics show the beach entrance under a condo, but the condo has a ton of signs prohibiting beach access. We used it without a problem and there is public beach access 1/2 block south. The island is still recovering from IAN, be prepared for some construction noise.
Guest favourite
Home in Fort Myers
4.95 out of 5 average rating, 122 reviews

Private Heated Pool and Spa

ChristineRating, 5 stars2 months ago
Great place! Very clean and dog friendly. Alex was responsive within minutes of any questions. Would definitely stay again
Superhost
Home in Pelican
4.85 out of 5 average rating, 34 reviews

Tropical House with Pool

NormaJeanRating, 5 stars1 week ago
Awesome place to stay! There were plenty of beds for everyone, and the pool was super nice to hang out by. The host was very nice and made everything easy for us. Would definitely come back!
Top guest favourite
Home in Caloosahatchee
4.98 out of 5 average rating, 123 reviews

Whole cozy house for group of 5

AndreaRating, 5 stars1 week ago
The house was fantastic! Perfect for our weekend. The pool was wonderful. The house was so clean. We had everything we needed!! Host communication was fast and reliable. I would def book again!
Guest favourite
Home in Burnt Store
4.87 out of 5 average rating, 98 reviews

Tropical Retreat: Pool, Hot Tub, Patio Bliss

TracyRating, 5 stars2 weeks ago
Great place for our family. Loved the suggestions provided, super close to the water park. The house amenities were great!
Guest favourite
Home in Cape Coral
4.92 out of 5 average rating, 50 reviews

Spacious Canal Oasis with Pool, BBQ & Mini Golf

EugeniyRating, 5 stars2 weeks 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!
Guest favourite
Home in Fort Myers
4.91 out of 5 average rating, 23 reviews

Family Villa w/ private pool and hot tub!

DanielleRating, 5 stars1 week 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.
Top guest favourite
Home in Fort Myers
4.98 out of 5 average rating, 121 reviews

The Parsonage-Private Villa-Heated Pool & Spa.

BeatriceRating, 5 stars2 weeks ago
This was a great “home base” for our event at the Heitman House. It was nearby and walkable, with plenty of space for all our guests. The house and backyard were excellent for hosting meals and hangouts, and the place was really well-stocked, making it feel like home and not a random rental. The beds were comfy and there were plenty of linens, including lots of extras so despite being at full capacity for days we didn’t need to go without. I really appreciated the amount of bath and pool towels that were provided! The hosts were responsive and had anticipated many of our questions and needs. Details like the kitchen having multiple coffee makers, and extra bug spray & beach chairs were nice touches.

Condo rentals with a pool

Guest favourite
Condo in Fort Myers
4.76 out of 5 average rating, 84 reviews

Sunny Florida condo!

JesseRating, 5 stars3 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 !!
Superhost
Condo in Fort Myers
4.86 out of 5 average rating, 80 reviews

Charming Townhouse close to Sanibel and FMB

BenjaminRating, 5 stars2 weeks ago
Everything worked out very well. Highly recommended for a relaxing stay with the family.
Superhost
Condo in Fort Myers
5 out of 5 average rating, 3 reviews

Sanibel Harbour Resort - 216: Colorful condo

EmmaRating, 5 stars10 months ago
Everything was perfect, the place, the atmosphere, the spacious Apartment, very crean, perfect. I Would return
Top guest favourite
Condo in Fort Myers Beach
5 out of 5 average rating, 7 reviews

Beach condo on yachat marina

SheriRating, 5 stars2 weeks 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!
Guest favourite
Condo in Bonita Springs
4.93 out of 5 average rating, 117 reviews

Amazing Condo-1 mile from Bonita Beach

MarianneRating, 5 stars2 weeks 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!
Guest favourite
Condo in Pelican
4.98 out of 5 average rating, 60 reviews

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

AmirRating, 5 stars4 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!
Guest favourite
Condo in Pelican
4.91 out of 5 average rating, 119 reviews

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!!
Guest favourite
Condo in Bonita Springs
4.91 out of 5 average rating, 133 reviews

Easy Breezy @ Bonita Beach and Tennis

LucianoRating, 5 stars3 weeks ago
I’ve traveled a lot and have dealt with many hosts, concierge, staff in general and Stacey was and is by far the best. Articulates well, super responsive and accommodating. Will definitely book with her in the future.

Quick stats about vacation rentals with a pool in Cypress Lake

  • Total rentals

    80 properties

  • Total number of reviews

    1.1K reviews

  • Family-friendly rentals

    60 properties are a good fit for families

  • Pet-friendly rentals

    20 properties allow pets

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wifi availability

    80 properties include access to wifi

Destinations to explore

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