Vacation rentals with a pool in Cypress Lake

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Cypress Lake

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

Guest favourite
Home in Fort Myers
Entire Centrally Located Beautiful Pool Home
Enjoy everything that SW Florida has to offer from this centrally located, beautiful heated pool home, including 3 bd + den/2 ba, that comfortably sleeps 10. If you plan to have a party or event this place is NOT for you. The neighbors are very strict in terms of noise and large groups of people. It is close to popular attractions, shopping, dining, it's 3 miles from Bell Tower, and outdoor recreation including the wonderful Lakes Regional Park where you can hike, kayak, picnic and much more!
Jul. 19 – 26
$409 CAD per night
4.94 out of 5 average rating, 107 reviews
Guest favourite
Home in Cape Coral
Recently Renovated Home with Pool in SW Cape Coral
The perfect getaway for families at our recently renovated house with pool and grill! Half an hour by car from famous beaches. Create lasting memories. Relax in the comfortable living area, and unwind in well-appointed bedrooms. Outside, make a splash in the refreshing pool or sizzle up a feast on the grill. Explore beaches, dine at charming restaurants, and enjoy outdoor activities. We ensure a memorable stay. Book now for an unforgettable family vacation! Pool heater from November to March.
Aug. 3 – 10
$258 CAD per night
4.87 out of 5 average rating, 173 reviews
Guest favourite
Home in Fort Myers
Whole cozy house
Entire cozy house just for you friends and family. Perfect to spend a pleasant and relaxed moment. If you plan to have a party or event, this place is NOT for you. The neighbors are very strict in terms of noise and large groups of people. Well maintained house. CLEAN POOL BUT NOT HEATED. Walk in to a living area and separated dining. 20 minutes to airport, 25 minutes to the beach, fine dining and entertainment. For a virtual tour, click on the cover photo twice.
Jul. 9 – 16
$381 CAD per night
4.94 out of 5 average rating, 257 reviews

Popular amenities for Cypress Lake rentals with a pool

House rentals with a pool

Guest favourite
Home in Cape Coral
Dolphin beach house 2
Aug. 14 – 21
$649 CAD per night
4.98 out of 5 average rating, 187 reviews
Guest favourite
Home in Fort Myers
Paradise on Estero Bay
Jul. 30 – Aug. 6
$578 CAD per night
4.95 out of 5 average rating, 114 reviews
Guest favourite
Home in Fort Myers
*Unique Pyramid Home for an amazing vacation
Jun. 5 – 12
$259 CAD per night
4.92 out of 5 average rating, 196 reviews
Guest favourite
Home in Cape Coral
Jewel on the River- Magnificent 5 bed/4 1/2 bath
Jun. 25 – Jul. 2
$1,773 CAD per night
4.98 out of 5 average rating, 129 reviews
Guest favourite
Home in Fort Myers
Blue Beach Bungalow
Nov. 22 – 29
$698 CAD per night
4.83 out of 5 average rating, 116 reviews
Guest favourite
Home in Cape Coral
LUX Villa w/ Private Salt Water Pool, Lanai, Canal
Oct. 7 – 14
$785 CAD per night
4.99 out of 5 average rating, 172 reviews
Guest favourite
Home in Cape Coral
Sunshine State - Charming Florida Private Home
May 21 – 28
$239 CAD per night
4.94 out of 5 average rating, 160 reviews
Guest favourite
Home in Fort Myers
Paradise Central - Cozy 3 BR home w/ pool & lanai
Nov. 12 – 19
$296 CAD per night
4.94 out of 5 average rating, 51 reviews
Guest favourite
Home in Fort Myers
Private Pool 3/2 home, between Ft Myers and Beach!
Jun. 10 – 17
$302 CAD per night
4.91 out of 5 average rating, 66 reviews
Guest favourite
Home in Fort Myers
Gem in the heart of Ft Myers
May 4 – 11
$306 CAD per night
4.86 out of 5 average rating, 7 reviews
Guest favourite
Home in Fort Myers
Family friendly oasis with everything you need!
Jun. 22 – 29
$640 CAD per night
5.0 out of 5 average rating, 10 reviews
Guest favourite
Home in Fort Myers
VillaParadise3bd/2bath/pool/yard
Oct. 21 – 28
$598 CAD per night
4.94 out of 5 average rating, 16 reviews

Condo rentals with a pool

Guest favourite
Condo in Cape Coral
Penthouse Suite in the heart of SW Cape Coral, FL
Jun. 5 – 12
$280 CAD per night
4.93 out of 5 average rating, 107 reviews
Superhost
Condo in Fort Myers
2 Bed | 2 Bath | 'Home Away From Home'
Aug. 13 – 20
$241 CAD per night
4.78 out of 5 average rating, 198 reviews
Superhost
Condo in Fort Myers Beach
Lovers Key Resort, Fort Myers Beach - Awesome
Jul. 24 – 31
$310 CAD per night
4.81 out of 5 average rating, 155 reviews
Guest favourite
Condo in Naples
Ground Floor, A+ Location Club Membership Included
Aug. 23 – 30
$182 CAD per night
4.85 out of 5 average rating, 151 reviews
Guest favourite
Condo in Englewood
Manasota Key
Oct. 10 – 17
$415 CAD per night
4.88 out of 5 average rating, 157 reviews
Guest favourite
Condo in Englewood
Immaculate Ground Floor Beach Studio on the Gulf
Aug. 4 – 11
$302 CAD per night
4.93 out of 5 average rating, 109 reviews
Guest favourite
Condo in Naples
558 Sea Glass Cottage | New Pool | Mins 2 Beaches
Dec. 22 – 29
$836 CAD per night
4.95 out of 5 average rating, 107 reviews
Guest favourite
Condo in Englewood
A Beautiful Sunset Awaits - Steps to Beach
Sep. 10 – 17
$296 CAD per night
4.88 out of 5 average rating, 108 reviews
Guest favourite
Condo in Fort Myers
Cozy and bright 1/1 condo close to beaches!
Jul. 20 – 27
$227 CAD per night
5.0 out of 5 average rating, 11 reviews
Guest favourite
Condo in Fort Myers
2 Bed 2 Bath Townhouse with Loft - 6B
May 8 – 15
$281 CAD per night
4.97 out of 5 average rating, 35 reviews
Guest favourite
Condo in Fort Myers
Glamorous Fort Myers Getaway! Condo Resort Style!
Nov. 28 – Dec. 5
$216 CAD per night
5.0 out of 5 average rating, 14 reviews
Superhost
Condo in Fort Myers
Charming and Spacious 1B1B Condo
Sep. 23 – 30
$249 CAD per night
5.0 out of 5 average rating, 7 reviews

Home rentals with a private pool

Guest favourite
Home in Cape Coral
Awesome Location W/boat Dock, Pool, & Kayaks!
Sep. 22 – 29
$508 CAD per night
5.0 out of 5 average rating, 11 reviews
Guest favourite
Villa in Cape Coral
Gorgeous Villa In Cape Coral, Florida's Gulf Coast
Apr. 17 – 24
$396 CAD per night
4.94 out of 5 average rating, 51 reviews
Guest favourite
Home in Cape Coral
Luxury Waterfront Home with Pool
Jun. 12 – 19
$582 CAD per night
4.92 out of 5 average rating, 72 reviews
Home in Cape Coral
Blue Oasis
Sep. 15 – 22
$341 CAD per night
New place to stay
Home in Fort Myers Beach
147 Curlew St
Apr. 21 – 28
$641 CAD per night
New place to stay

Quick stats about vacation rentals with a pool in Cypress Lake

Total rentals

80 properties

Wifi availability

80 properties include access to wifi

Rentals with dedicated workspaces

40 properties have a dedicated workspace

Pet-friendly rentals

10 properties allow pets

Family-friendly rentals

60 properties are a good fit for families

Total number of reviews

880 reviews

Destinations to explore

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