
Holiday houses in Cypress Lake
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Top-rated holiday rentals in Cypress Lake
Guests agree: these stays are highly rated for location, cleanliness and more.

4BR Waterfront Home w/ Heated Pool + Private Dock
Waterfront Coastal Retreat | Heated Private Pool + Dock | Mins to Dining + Beaches Unplug, unwind, and settle into effortless coastal living at this beautifully renovated 4-BR waterfront home in Fort Myers’ quiet, upscale Town & River neighborhood. You’ll enjoy a peaceful setting while staying close to everything—so many local restaurants are just minutes away, and the area’s best beaches are an easy drive: Sanibel Island beaches are about 15 minutes (9.6 mi) & Fort Myers Beach is about 18 mins

Private farmhouse stay at Dim Jandy Ranch.
Take it easy at this unique and tranquil getaway. A beautifully appointed bed and bath in a separate building from the house. We have goats, donkeys and chickens and a Highland cow, all super friendly. Sit and relax on your private, beautiful lanai or any of our farm tables placed around the property. Join us as we feed the animals. Or even join in one of our Goat Yoga classes! We're easily located close to I-75, airports, shopping, beaches, downtown. Perfect for couples or solo travelers.

Prime location, very private, nice & spacious
The best location, period. This very quiet and private one bedroom apartment has a paved & shaded parking . To ensure a long night rest there are black out rolls on windows. Private courtyard with Gas grill & side burner. 1 block from Publix supermarket. Walk to FSW State College. Walk to Barbara B Mann theater or Suncoast Arena. 10 miles to Fort Myers Beach. 17 miles to Sanibel Island beaches. 8 miles to Downtown Fort Myers and just 15 miles to the SWF International Airport. 2 parking spaces.

Private Pool 3/2 home, between Ft Myers and Beach!
Newly remodeled kitchen and appliances! Great location! House is by Cypress Lake road so there is traffic noise. Close to everything when you stay at this centrally-located place between Dtwn Fort Myers and Fort Myers Beach. Private HEATED Pool with plenty of patio and living space * heat optional $25/day Primary room - King memory foam Guest room- Queen memory foam Front room - Pull out couch with memory foam mattress with trundle - 1 full size, with twin. This room cooled with AC unit

Lovely home nestled near Sanibel & Ft. Myers Beach
WELLINGTON ESCAPE is an elegant private residence featuring a generous outdoor space, a covered lanai, three bedrooms, and two bathrooms. It includes an oversized kitchen equipped with ample supplies and a pool table for leisure activities. You can reserve it for a week or ask about special rates for stays longer than two months. Please be aware that surveillance cameras are installed outside for security reasons. We welcome Extended Stays; please reach out for a personalized quote.

Cottage between Sanibel and Edison / Ford Estate
This is the ultimate getaway for our guests. Yes…. you’re going to have an entire house for yourself . Feel free to enjoy 2 bedroom / 2 bathroom house with a Florida room, plus outside patio with gazebo(BBQ) and large back yard. Our newly renovated retreat is in the perfect location that is close to the beach, near all the best restaurants, and has all the amenities you will need for a breezy family vacation. Free L2 EV charging in the garage! Cleaning fee only $49.

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.

NEW Coastal, Eclectic, Pool & Bikes, Sleeps 9
Welcome to your coastal haven! This home effortlessly blends the soothing allure of coastal living with the vibrant energy of eclectic design. This 4 Bed 2 Bath home is just minutes away from highly desirable shopping plazas, restaurants and two well known beaches - Fort Myers and Sanibel. Spend your days lounging by the pool, playing bocce ball in the backyard, or going for a bike ride. Grill out under the cabana and enjoy dinner on the screened in lanai.

SWFL: Lake McGregor House - Entire Home! 3B/2B
Our home is in a quiet, safe neighborhood perfect for remote work, family getaways, or long-term stays in a kid-friendly environment. Spacious & Fully Equipped: 3 bedrooms • 2 bathrooms • Full kitchen • Washer/dryer • 2-car parking • WiFi • Smart TV • Beach gear available (Cable/streaming not included). Prime Location: 10 miles from Fort Myers Beach, 7 mi from Downtown, and a 7-min walk to Publix, Walmart, and restaurants. RSW Airport is a 20-min drive.

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 holiday rentals
Stay near Cypress Lake's top sights
Other great holiday rentals in Cypress Lake

Swimsational Golf views

Renovated 4/4 on Canal with Pool, Boating, Beach

Sleep over the water- Boathouse with Private Dock

Philips Creek Villa. Fort Myers

Close to Cape Harbour western pool and dock, golf

* Great Location! Stunning Remodel, King Beds

Cozy and sweet condo .

Winkler House
When is the best time to visit Cypress Lake?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $201 AUD | $218 AUD | $222 AUD | $196 AUD | $180 AUD | $160 AUD | $174 AUD | $176 AUD | $160 AUD | $160 AUD | $204 AUD | $205 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 |
Frequently Asked Questions
Are there family-friendly vacation rentals in Cypress Lake?
Cypress Lake has more than 80 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in condo rentals in Cypress Lake?
Experience the best of Cypress Lake with our condo rentals, starting at about $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there pet-friendly vacation rentals in Cypress Lake?
Four-legged friends are welcome in Cypress Lake. Choose from more than 30 vacation rentals for guests traveling with pets.
Are there vacation rentals with a dedicated workspace in Cypress Lake?
Yes! Work meets play with ease at over 50 vacation rentals in Cypress Lake featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there Cypress Lake house rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 30 house rentals with pools in Cypress Lake, available on Airbnb. Make a splash and soak up the sun in style!
Do apartment rentals in Cypress Lake have air conditioning?
Absolutely! We offer over 20 apartment rentals with air conditioning in Cypress Lake. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Cypress Lake have a kitchen?
Absolutely! We offer over 20 apartment rentals with a kitchen in Cypress Lake. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Cypress Lake have wifi?
Absolutely! We offer over 50 house rentals with wifi in Cypress Lake. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Cypress Lake have free parking?
Absolutely! We offer over 50 house rentals with free parking in Cypress Lake. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for Apartment Rentals in Cypress Lake?
Enhance your stay in our Apartment Rentals with the most popular amenities: over 20 homes with a kitchen, over 20 homes with air conditioning, over 20 homes with free parking, over 20 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.
Quick stats about holiday rentals in Cypress Lake

Total holiday rentals
Explore 110 holiday rentals in Cypress Lake

Nightly prices starting at
Cypress Lake holiday rentals start at $29 AUD per night before taxes and fees

Verified guest reviews
Over 2,430 verified reviews to help you choose

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

Pet-friendly accommodation
Find 30 rentals that welcome pets

Holiday rentals with a pool
90 properties feature pools

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wi-Fi availability
110 of Cypress Lake holiday rentals include Wi-Fi 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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