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.

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Top Guest favourite
An outdoor heated pool is enclosed within a screened patio, featuring a spacious deck with lounge chairs. Lush greenery surrounds the area, and sunlight fills the space, creating an inviting atmosphere for relaxation. The pool's clear water reflects the bright blue sky above.
Home in Fort Myers
4.95 out of 5 average rating, 133 reviews

McGregor’s Gem• Heated Pool 3BR/2BA River District

🌴 Welcome to McGregor’s Gem—your ideal Southwest Florida retreat! Dive into relaxation in your private heated pool, spread out across three bedrooms and two baths, and enjoy the perfect blend of peaceful tree-lined neighborhood living just minutes from the charming Downtown Fort Myers River District, world-class beaches, and top local attractions.☀️ Whether you’re traveling with family, friends, or on business, this home offers all the modern comforts you need for a relaxing, stress-free stay

Top Guest favourite
The image captures a serene canal view framed by palm trees. A well-maintained grassy area leads to modern homes, with a dock visible along the water's edge. The sky is partly cloudy, suggesting a pleasant weather backdrop.
Guesthouse in Iona
4.97 out of 5 average rating, 227 reviews

Waterfront Hideaway

This picturesque Airbnb is a hidden gem nestled along a canal, one minute boat ride to the Caloosahatchee River. The living room, bathed in natural light is perfect for taking in the scenic views. The spacious bedroom has a king-size bed, ensuring a night of blissful rest. The full kitchen is equipped with all modern appliances. Close to Sanibel & Fort Myers Beach. Bring your boat & dock it on the seawall, ready to set sail whenever your heart desires. Book now - your coastal paradise awaits!

Top Guest favourite
A charming lanai features a round table and two wrought-iron chairs with yellow cushions, framed by a soft glow of the setting sun. Lush greenery surrounds the outdoor space, creating a serene view of the open fields beyond.
Farm stay in Fort Myers
4.99 out of 5 average rating, 247 reviews

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.

Guest favourite
A cozy living area features a light-colored sofa with decorative pillows, complemented by a wooden dining table set for four. Natural light fills the room through a sliding glass door, while plants and light-colored curtains add a touch of greenery and softness.
Apartment in Cypress Lake
4.89 out of 5 average rating, 139 reviews

Private & Spacious Studio in Prime Location.

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.

Top Guest favourite
A spacious screened lanai surrounds a shimmering pool, offering a relaxing environment. Colorful lounge chairs line the poolside, providing ample seating for guests. Lush greenery is visible beyond the screen, enhancing the private retreat ambiance of the outdoor area.
Home in Cypress Lake
4.92 out of 5 average rating, 109 reviews

Palm Palace - Two House Compound Sleeps up to 22!

This property listing includes full access to two separate on-property houses, both with full access to the pool and giant screened lanai! The main house has 3 bedrooms, 2.5 bathrooms and 8 total beds (1 king, 1 queen, 2 double bunk beds & 2 sofa beds). The smaller "pool house" has an additional full kitchen, living room, 2 additional bathrooms & 3 more beds (2 queen & a sofa bed)! This property frequently is booked by multi-generational families, large groups and even entire sports teams!

Top Guest favourite
Home in Cypress Lake
4.96 out of 5 average rating, 24 reviews

Swimsational Golf views

Recently updated heated pool home backing to a golf course with private back yard. It has a covered patio area with new furniture and outdoor grill. Both bedrooms have televisions and super comfy pillows / linens. The main area has a coffee/tea bar and island in the kitchen. The garage has a brand new washer/dryer with the latest technology. Located in a great residential neighborhood surrounded by shopping and restaurants. 20 minutes to the beaches or downtown Ft. Myers.

Guest favourite
Home in Cypress Lake
4.94 out of 5 average rating, 223 reviews

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.

Top Guest favourite
A screened-in patio area reveals a clean pool surrounded by lounging chairs. The pool features a gentle curve and easy access steps. Lush greenery and palm trees provide a serene backdrop, while the adjacent living space is faintly visible through large windows.
Home in Fort Myers
4.95 out of 5 average rating, 390 reviews

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.

Guest favourite
Home in Cypress Lake
4.91 out of 5 average rating, 144 reviews

SWFL: Lake McGregor Home - 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.

Top Guest favourite
Home in Cape Coral
4.97 out of 5 average rating, 313 reviews

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.

Top Guest favourite
Home in Cypress Lake
4.98 out of 5 average rating, 239 reviews

“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.

Top Guest favourite
Home in Fort Myers
4.91 out of 5 average rating, 181 reviews

Dive into Luxury: Stunning Tropical Home & Pool

Escape to a tropical paradise in this stunning 1952 midcentury modern home, perfectly located in the heart of historical McGregor Boulevard - home to the famous palm trees planted by Thomas Edison. Indulge in delicious meals at local restaurants like McGregor Cafe and McGregor Pizza, or tee off at the nearby public golf course. And if you're looking to hit the beach or explore downtown, both are just a short drive away.

Popular amenities for Cypress Lake holiday rentals

When is the best time to visit Cypress Lake?

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Avg. price$213 AUD$234 AUD$213 AUD$192 AUD$176 AUD$156 AUD$170 AUD$172 AUD$156 AUD$156 AUD$199 AUD$200 AUD
Avg. temp16°C18°C19°C22°C25°C27°C27°C28°C27°C24°C21°C18°C

Frequently Asked Questions

  • Are there family-friendly condo rentals in Cypress Lake?

    Cypress Lake has more than 10 family-friendly condo rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in house rentals in Cypress Lake?

    Experience the best of Cypress Lake with our house 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 house rentals in Cypress Lake?

    Four-legged friends are welcome in Cypress Lake. Choose from more than 20 house 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 apartment rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 10 apartment rentals with pools in Cypress Lake, available on Airbnb. Make a splash and soak up the sun in style!

  • Do house rentals in Cypress Lake have air conditioning?

    Absolutely! We offer over 40 house rentals with air conditioning in Cypress Lake. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Cypress Lake have a kitchen?

    Absolutely! We offer over 40 house rentals with a kitchen in Cypress Lake. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Cypress Lake have wifi?

    Absolutely! We offer over 20 apartment rentals with wifi in Cypress Lake. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Cypress Lake have free parking?

    Absolutely! We offer over 20 apartment rentals with free parking in Cypress Lake. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for House Rentals in Cypress Lake?

    Enhance your stay in our House Rentals with the most popular amenities: over 40 homes with wifi, over 40 homes with a kitchen, over 40 homes with air conditioning, over 40 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about holiday rentals in Cypress Lake

  • Total holiday rentals

    Explore 100 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 2,630 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

    80 properties feature pools

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

  • Wi-Fi availability

    100 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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