
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.

Ft. Myers Quaint Getaway! Minutes from Beach!
My condo is close to the beach, NOT on the beach, nightlife, public transport, and family-friendly activities. It is good for couples, solo adventurers, business travelers, and families (with kids). It's minutes from Ft. Myers and Sanibel Beach. It has a King size bed in the master bedroom and two twin murphy beds in the guest room. Walking distance from a Super Target. Several outlet malls, closest is 2 miles. FYI, not handicap accessible (second floor unit). A few steps to the pool and grill.

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.

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.

Blue Fish Apt 4- Downtown Blue Resort-Heated Pool
Cape Coral, Down Town area. Completely remodeled one bedroom apartment. New Heated Pool to fully enjoy the Sunshine State and escape from the cold weather. Modern design will make you feel welcomed. Quiet and secure location. Fully equipped kitchen. Laundry room. Close to Cape Coral beach and fishing pier. Downtown offers you shopping and multiple choices of restaurants. Cape Coral bridge connects with Fort Myers. Apartment is 17 miles (27 km) from RSW airport, about 30 min of driving

Seabreeze Hideaway
Located in Sun Retreats Fort Myers Beach (formerly Indian Creek), just 3 miles from Fort Myers Beach, Bunche, and Sanibel Island, and Margaritaville. The property offers amenities, including pools, pickleball, tennis, and numerous activities. It’s a great location, away from the main beach traffic but still close to shopping. The trolley also stops right at the entrance. The bungalow features a fully equipped kitchen and allows one pet up to 20 pounds. An occupant must be 35 or older.

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.

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.

Private Apartment with sunny pool
One-bedroom plus den apartment attached to the main house with private entrance. The apartment has a small kitchenette for basic meal preparation. A large pool is right outside your door! Come relax by the pool & cool off on a hot day. The pool is for your private use. We have a gas BBQ grill located in the fenced yard for your use. Ft. Myers Beach 35 min away Sanibel Beach 45 min away Naples Beaches 60 min away

Waterfront Pool Home. Minutes to Sanibel & Beaches
Where prime location meets tropical paradise. Welcome to your very own lakefront, poolside oasis, less than 10 minutes from the beach! Close to Sanibel Island, Fort Myers Beach & Bunche Beach, as well as local shopping, amazing restaurants, fun nightlife in Downtown Fort Myers and the winter homes of Thomas Edison & Henry Ford. Fully renovated throughout. The perfect destination for a family or friends vacation!

Private Oasis with Pool & Hot Tub
Escape to your private tropical oasis in Cape Coral! This modern, pet-friendly home comfortably fits 6 with the roll-away bed and is perfect for families or groups. Enjoy a sparkling private pool, hot tub, and a fully-fenced yard. Packed with amenities like kayaks, bikes, and beach gear, you're just minutes from downtown Cape Coral and stunning beaches. Your perfect Southwest Florida adventure starts here!

Sunny Coastal Getaway w/ Heated Pool Near Beaches
Welcome to The Mermaid Lounge! Your sunny coastal getaway with a private heated pool, minutes from beautiful beaches and family-friendly dining. We’ve thought of everything — 3 coolers, 6 beach chairs, wagons, pool floats, toys, games, and baby gear so you can pack light. Enjoy mornings with coffee by the pool and evenings with bubbly while the kids play. Relax, connect, and make lasting memories!
Popular amenities for Cypress Lake rentals with a pool
House rentals with a pool

Modern Oasis pool paradise

4BR Fun-Filled Pool Home with Games, Dogs Welcome

“Dream Vacation”Pool.Near airport&baseball

3 bedroom,2 bath, bbq, jacuzzi

Modern New-Build Luxury Villa!

NEW Coastal, Eclectic, Pool & Bikes, Sleeps 9

Blue Beach Bungalow

Heated Pool & Hot Tub - Sea Breeze Oasis
Condo rentals with a pool

Sunny Florida condo!

Cozy Coastal Escape. Close to FMB and Sanibel

Beachfront fully equipped apartment

Gulf Water Views + 2 bikes, beach gear weekly stay

Ft Myers Beach & Lovers Key State Park- FANTASTIC!

Vacation in Paradise

2nd Floor Beachfront Condo Sanibel Harbour

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

Adorable Cottage with Heated Pool -Jaccuzi - Sauna

Canal front, Close to yacht club beach, open pool

Relaxing Poolside Retreat

Tiny Home close to beach- Sun Kissed Hide-A-Way

Heated Pool & Spa Family Villa

2BR Vacation Condo Near Ft Myers Beach & Sanibel

Stylish 2 Bedroom 2 Bath Townhome with Pool!

4 bedroom*Heated Pool*Boat Lift*Tiki Hut*Games&Fun
When is the best time to visit Cypress Lake?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $230 CAD | $212 CAD | $230 CAD | $216 CAD | $189 CAD | $163 CAD | $178 CAD | $176 CAD | $176 CAD | $185 CAD | $208 CAD | $224 CAD |
| 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 vacation rentals with a pool in Cypress Lake

Total vacation rentals
Explore 90 vacation rentals in Cypress Lake

Nightly prices starting at
Cypress Lake vacation rentals start at $27 CAD per night before taxes and fees

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

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

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wifi availability
80 of Cypress Lake vacation rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi, 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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- Naples Beach
- Captiva Island
- Caspersen Beach
- Manasota Key Beach
- Lovers Key Beach
- Englewood Beach
- Stump Pass Beach State Park
- Clam Pass Park
- Tigertail Beach
- Bonita National Golf & Country Club
- Heritage Bay Golf & Country Club
- Blind Pass Beach
- Esplanade Golf & Country Club of Naples
- Del Tura Golf & Country Club
- Edison & Ford Winter Estates
- Boca Grande Pass
- Florida Gulf Coast University
- Stonebridge Country Club
- Bunche Beach
- Delnor-Wiggins Pass State Park
- Jetblue Park
- Talis Park Golf Club
- Bowman's Beach
- Coral Oaks Golf Course




