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
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
Apartment in Fort Myers
4.89 out of 5 average rating, 136 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
Home in Fort Myers
4.96 out of 5 average rating, 50 reviews

Mermaids Cove, don't miss this listing!

Mermaid's Cove is a private tropical retreat ready for guests to relax and refresh! It is a beautifully decorated home with a private pool & bedroom /bathroom on opposite ends of the home. The kitchen is fully equipped open concept. It is located in a friendly, family neighborhood near everything Ft. Myers has to offer. If you enjoy palm trees swaying as you float in the pool or sitting under a patio umbrella while grilling dinner, then this home is for you. Come and renew at Mermaid's Cove!

Guest favourite
Home in Fort Myers
5 out of 5 average rating, 10 reviews

4BR Waterfront Home w/ Heated Pool & Private Dock

Waterfront Coastal Retreat | Heated Private Pool + Dock | 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

Top Guest favourite
Home in Fort Myers
5 out of 5 average rating, 18 reviews

Palm Tree & Gulf Getaway 2 bedrooms 3 bed &Sunroom

Highly desired historical McGregor location. A peaceful and central-located home. Just a few miles from the redeveloped River District and only a short drive to the beaches that line the Gulf. You will be surrounded by lots of dining/shopping options, boat marinas, public golf courses, and entertainment options like the Broadway Palm. The Sunroom is an extra added room with Ping Pong, TV and beautiful natural light during the day. Plenty of indoor and outdoor space to enjoy.

Top Guest favourite
Home in Fort Myers
4.96 out of 5 average rating, 23 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.

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, 389 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
A spacious outdoor area is showcased, featuring a shimmering pool surrounded by palm trees. A cabana with bar seating is visible, offering a shaded area for relaxation. Several lounge chairs are placed nearby, creating a welcoming space for leisure and social gatherings.
Home in Fort Myers
4.95 out of 5 average rating, 20 reviews

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.

Top Guest favourite
An aerial view of a gated community pool area featuring a rectangular swimming pool surrounded by lounge chairs. A structure with a thatched roof can be seen adjacent to the pool, with well-maintained green lawns and palm trees, alongside a serene pond in the background.
Townhouse in Fort Myers
4.95 out of 5 average rating, 20 reviews

Townhouse in Fort Myers

Enjoy Fort Myers at its finest while staying in this newly renovated 2 bedroom, 2 bathroom townhome. This quiet gated community offers a pool and spa directly across the parking lot from this unit. LOCATION! LOCATION! LOCATION! Sanibel Island, Fort Myers International airport and downtown Fort Myers all within a 20 minute drive. A variety of activities like putt putt golf, trampoline park, family fun center and lots of shopping only a few minutes away.

Guest favourite
Home in Fort Myers
4.91 out of 5 average rating, 142 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 Fort Myers
5 out of 5 average rating, 50 reviews

Ocean Blue - Luxurious 4BR home w/heated pool

Skip the "same old, same old" vacation routine and dive into sunshine-infused bliss at our 4-bedroom, 3-bath Fort Myers haven. This isn't your standard close-to-the-beach rental – it's a gateway to epicurean feasts, Outside dining areas, family game nights by the fire, Peloton fitness, and endless days soaking up the Florida Vitamin D (poolside, naturally).

Top Guest favourite
Home in Cape Coral
4.98 out of 5 average rating, 130 reviews

Dolphin Villa | Pool | Sleeps 8 | Cape Coral

Welcome to Dolphin Villa — a relaxing 3BR/2BA private pool home in SE Cape Coral, perfect for families, couples, or friends seeking a laid-back Florida escape. Enjoy stylish interiors, indoor-outdoor living, and great summer value in a quiet, convenient location.

Popular amenities for Cypress Lake holiday rentals

When is the best time to visit Cypress Lake?

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Avg. price$209 AUD$230 AUD$209 AUD$188 AUD$173 AUD$154 AUD$168 AUD$169 AUD$154 AUD$154 AUD$195 AUD$197 AUD
Avg. temp16°C18°C19°C22°C25°C27°C27°C28°C27°C24°C21°C18°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 $60 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 vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 80 vacation homes 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 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 40 house 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 Condo Rentals in Cypress Lake?

    Enhance your stay in our Condo Rentals with the most popular amenities: over 20 homes with free parking, over 20 homes with wifi, over 20 homes with a kitchen, over 20 homes with air conditioning, 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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  2. United States
  3. Florida
  4. Lee County
  5. Cypress Lake