
Holiday 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.

Boater’s Paradise-Stunning Sunsets! Games Room!
Renovated lanai! This 3 bed/4 bath home is on the nicest canal with 200+ ft of frontage & gorgeous views of the canal & sunset. The pool, tiki hut & docks have full sun all day. Each bedroom has a private bath & there's a 2 pc powder room off the laundry. The primary has a king bed & walkout to pool. The 2nd bedroom has a queen bed & pool access. Bedroom 3 has a queen & private bath. Fully equipped kitchen with everything you need. And a games room! Enjoy stunning sunsets under the tiki hut.

Golf & Pool Views! Close to FGCU and Airport.
Perfectly located 2 Bedroom 2 Bath condo! Nestled on a public golf course with a wonderful pool area, it is the perfect combination for a peaceful vacation. The condo is centrally located by everything one needs to relax and enjoy the Fort Myers area. We have gone the distance to make your vacation memorable. The spacious condo has adjustable beds, which will provide you sweet dreams. Close to the beaches, shopping, airport, golf, and tons of restaurants. Guests can also enjoy the pool area.

Central 3BD/2BA •Massive Heated Pool •Golf courses
🌞 Gorgeous Heated Pool Home Near Everything – Perfect for a Relaxing & Convenient Getaway! Welcome to your tropical escape in the heart of SW Florida! This beautifully maintained 3BD/2BA home is located just minutes from world-class beaches, and top local attractions, offering the perfect blend of tranquility, comfort, and accessibility. Whether you're here for a family vacation, a romantic getaway, or a business trip, this home provides everything you need for a restful and memorable stay.

Cozy Coastal Escape. Close to FMB and Sanibel
Looking for a cozy getaway near the ocean? This charming 2-bedroom rental is just a short drive away from the beach! With bright, airy spaces and a modern, open layout, it’s perfect for small families, couples, or anyone looking for a peaceful retreat. Features: • 2 bedrooms • Fully equipped kitchen • Private patio for outdoor relaxation • Private Pool • Minutes from shops, restaurants, golf courses & beaches☀️ Located very close to Fort Myers Beach & Sanibel Island🏖️

Central Quiet Cozy Retreat, King Bed! Deck•Parking
Relax in this cozy private retreat located above a detached garage on a quiet side street near downtown Fort Myers. The studio offers a king bed, full kitchen, private deck, and a warm, comfortable atmosphere with plenty of space to unwind. You can easily walk to Publix, restaurants, bars, and River District events, making the location convenient for both short and extended stays. Scroll down to explore all amenities and details that will help you enjoy a smooth and restful visit.

Penthouse Suite in the heart of SW Cape Coral, FL
This is the Penthouse unit located in the center of Cape Coral, FL. Location, Location, Location... Walking distance to a number fantastic Restaurants, Grocery stores, Banks, Dunking Donuts, etc... 5 Minutes away from the famous "Cape Harbor Marina" where you can charter a boat, rent a boat, have lunch and dinner right on the water. 10 minutes away from Cape Coral's Yacht Club Beach and enjoy all of the nightlife entertainment that Down Town Cape Coral has to offer.

Cape Serenity- Luxury Waterfront Residence
This beautiful, fully equipped home is located in the lovely Orchid neighborhood. As the name suggests, serenity will wash over you as you relax and unwind in this gorgeous 3 bed, 3 bath home. Located off of the Caloosahatchee River, this is one of the select few homes in the Cape Coral/Fort Myers area that affords both privacy/luxury and direct accessibility to the gulf. Recent upgrades include a newly refinished pool deck and EV charger to enhance your experience!

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.

*Unique Pyramid home with natural spring water
*Great location for exploring all of southwest Florida *Refreshing spring water lake for all guests to enjoy *located approximately 15 miles from most beaches *easy access to FGCU, shopping, sightseeing, RSW airport *self check in with lock box *Private and relaxing community *each pyramid has two private patios with private gas grill *free wifi/ roku tv, beach gear * superhost with 10 total properties *Fully stocked unit with all the amenities of home

Peaceful Oasis
Enjoy the best of the Cape Coral Yacht Club neighborhood. We offer beautifully restored Terrazzo floors along with all new cabinetry, appliances and furniture. The interior of the house has been greatly improved since Hurricane Ian. The lanai, pool and waterfront offer you serene splendor and beauty that you will not want to leave. We provide the most convenient location in Cape Coral, just one mile from the downtown restaurant district.

Dolphin beach house 2
ONE OF THE BEST WATERFRONTS IN CAPE CORAL! A short walk to the beach a. This 2,500+sq ft home has stunning sunsets and South Western water views from all main living areas,as well as the Master Suite. Heated pool w/ LED colored lighting, built in Spa,Pool bath, full laundry facility, Lanai,Fireplace ,Wi-fi and TVs in every bedroom, private dock . Boat on lift for rent w/RPM rentals . Large 2-car garage w/5 bicycles,beach wagon & cooler on site.

“Dream Vacation”Pool.Near airport&baseball
A few short miles from RSW International Airport, beaches, Twins/ Miracle's baseball, and downtown Ft. Meyers (McGregor). Walking distance to FSW Sunpark stadium. Safe and quiet neighborhood. Private pool *NOT HEATED*. Lanai TV has streaming service so you can log into your account. Click on our picture to view our five homes in Cape Coral/Ft. Myers/Delray Beach. All beautiful & with exceptional Super-host service and care.
Popular amenities for Cypress Lake rentals with a pool
House rentals with a pool

SE tropical and private pool home

Heated Saltwater Pool + Playset | 4 br| No stairs

Luxury Oasis with Private Pool!

Heated Pool & Game Room Waterfront Family Retreat

NEW Coastal, Eclectic, Pool & Bikes, Sleeps 9

Water's Edge Retreat: 4 bedroom*Heated Pool*Boat L

Gulf access waterfront heated pool

3BR Home w/ Pool near downtown Fort Myers & Edison
Condo rentals with a pool

Sunny Florida condo!

Beachfront fully equipped apartment

Gulf Water Views + 2 bikes, beach gear weekly stay

Ft Myers Beach & Lovers Key State Park- FANTASTIC!

2nd Floor Beachfront Condo Sanibel Harbour

Luxury Condo by Cape Harbor and Excellent Dining!

100+ 5 Star Reviews and Right on The Beach!

Casa Bonita - Relax @ The Beach (Newly Remodeled)
Other holiday rentals with a pool

Adorable Cottage with Heated Pool -Jaccuzi - Sauna

Amazing View of Sanibel Harbour

Pink Flamingo Pool House for 4

Waterfront • Heated Pool • Game Room • Mini Golf

Palm Breeze | 10 PPL | Pool | Games | Top Location

2BR Vacation Condo Near Ft Myers Beach & Sanibel

Explore close summer beaches. Cozy, clean, fun!

Downtown Skyline Suite- Breathtaking view
When is the best time to visit Cypress Lake?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $237 AUD | $219 AUD | $237 AUD | $223 AUD | $195 AUD | $168 AUD | $184 AUD | $182 AUD | $182 AUD | $191 AUD | $215 AUD | $232 AUD |
| Avg. temp | 16°C | 18°C | 19°C | 22°C | 25°C | 27°C | 27°C | 28°C | 27°C | 24°C | 21°C | 18°C |
Quick stats about holiday rentals with a pool in Cypress Lake

Total holiday rentals
Explore 90 holiday rentals in Cypress Lake

Nightly prices starting at
Cypress Lake holiday rentals start at $28 AUD per night before taxes and fees

Verified guest reviews
Over 1,300 verified reviews to help you choose

Family-friendly holiday rentals
70 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wi-Fi availability
80 of Cypress Lake holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Cypress Lake rentals

4.9 Average rating
Cypress Lake stays are highly rated by guests—averaging 4.9 out of 5!
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