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
The modern kitchen is equipped with white cabinetry and stainless-steel appliances. A circular table with seating for four is positioned near a large glass sliding door that allows natural light and offers views of the outdoor space. A ceiling fan adds comfort to the room.
Guesthouse in Fort Myers
4.98 out of 5 average rating, 202 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!

Guest favourite
Apartment in Fort Myers
5 out of 5 average rating, 8 reviews

Beautifully Remodeled 2 Bedroom With Water View 1G

Welcome to Coral Waters 1G! Close to Hammond Stadium & beaches! This beautifully remodeled 2 bed 2 bath apartment is situated perfectly for you to relax & enjoy the water view in your back yard. Take a dip in the heated pool or play a game of shuffleboard. You will love this fresh, clean, recently remodeled home w/ everything you need for a relaxing time in sunny SW Florida! Golf courses, restaurants, grocery stores, shopping & MN Twins spring training close by! (Unit is on 2nd level w/ stairs).

Guest favourite
Apartment in Fort Myers
4.9 out of 5 average rating, 118 reviews

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.

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

Gather By The Sea! Close to the beach! Heated Pool

Large Heated Pool! Catch your favorite sports game or movie from the outdoor tv while floating in the pool! Large outdoor dining area and outdoor grill to cook for large families! Very close to the worlds most beautiful beaches! Close to amazing restaurants! This home is completely remodeled on the inside! Everything is brand new! The home includes tons of supplies for all your pool and beach trips! The kitchen is fully stocked to handle cooking for larger families! Pet & family friendly!

Top Guest favourite
The charming exterior of the cottage is highlighted by a blue facade with white trim. Flower boxes adorn the windows, filled with lush greenery. A red door serves as a welcoming entrance. The patio area features stone pavers, surrounded by various plants and comfortable seating.
Tiny home in Fort Myers
4.93 out of 5 average rating, 880 reviews

Garden Cottage - Tiny House

PLEASE NOTE: The cottage is separate from our house and living quarters. The bathroom is in the back of the main house, just a few steps from the cottage, private and not shared with anyone. We take special precautions to thoroughly clean and disinfect the bedroom and bathroom after each guest. You’ll love our place because of the location, the ambiance, the outdoor space, and the neighborhood. We have a dog and a cat. Our place is good for couples, solo adventurers, and business travelers.

Guest favourite
A spacious living room is furnished with a sectional sofa and decorative pillows. A large window fills the space with natural light, surrounded by indoor plants. A flat-screen TV is positioned on a red table, offering local and national programming options.
Home in Fort Myers
4.81 out of 5 average rating, 313 reviews

Amazon Bungalow near Sanibel & Fort Myers Beach

Tropical setting. Peaceful/quite neighborhood. Bunche Beach 2 miles, Sanibel Island 3.5 miles, Fort Myers Bch 5 miles. Home is set up as a duplex, with TWO COMPLETELY SEPERATE & PRIVATE entrances, kitchens, living rooms, bedrooms, bathrooms & laundry rooms for COMPLETE PRIVACY. The Bungalow is a 1 King bed, 1 full bathroom & shower with large living room, kitchen & porch. Perfect for Couples! • 1/2 mile to Restaurants and Shopping • Close to Shellpoint Golf-Course • FREE Wi-Fi and Cable-TV

Top Guest favourite
A spacious pool area features a sparkling water surface, complemented by a large umbrella providing shade. Two bright turquoise chairs are positioned in the shallow end, enhancing the inviting atmosphere of the shared heated pool, surrounded by a fenced yard.
Home in Cape Coral
5 out of 5 average rating, 75 reviews

5 Star, Heated Pool, Twin Home Located D-town Cape

Step into your personal Oasis Dream Getaway! Nestled in the heart of downtown Cape Coral, our chic Twin home provides an unforgettable escape. Discover the allure of this vibrant area, brimming with an eclectic mix of restaurants and bars just steps away. Indulge in spacious comfort with this 3 bedroom and 2 bath and pull-out sofa bed, providing the ideal retreat for groups of up to 6 guests. Step outside to our pristine (shared) heated pool with outdoor seating and abundant lounge space.

Guest favourite
Campervan/RV in Fort Myers
4.92 out of 5 average rating, 38 reviews

Backpackers Delight Close to Beaches and Hospitals

Unique 17' R-pod: Budget-friendly, clean, and cozy. Memory foam queen bed, twin bed, work space option. Perfect for active adventurers on the go that just need a place to rest and prepare meals. You will feel cozy and welcome with your private outdoor space and working grill, small refrigerator and relaxing space. You'll be connected to the high speed internet, but disconnected from stress, as the beach is easy to access in 10 minutes. Enjoy nightlife downtown with a quick Uber ride.

Top Guest favourite
A well-lit guest room features a spacious bed with light bedding. Natural light streams through two windows, adorned with sheer curtains, providing a bright atmosphere. A small desk with a lamp stands near the window, and a cozy rug lies on the floor.
Home in Fort Myers
5 out of 5 average rating, 26 reviews

The Stillness Suite

Welcome to The Stillness Suite, your quiet escape in the heart of Fort Myers. This serene and cozy private room features a separate entrance, spacious King sized bed, clean bathroom, and includes homey amenities so you feel right at home. You’ll be in the perfect location to shop, dine, and enjoy the nightlife of Downtown Ft. Myers or take a short trip and enjoy our Gulf Coast beaches. Whether on a business trip or traveling as a couple, our private suite will fit your needs perfectly.

Top Guest favourite
A comfortably appointed living area features a light-colored tufted sofa adorned with decorative cushions. A dark coffee table occupies the center of the space, which is illuminated by a ceiling light. In the background, a glimpse of the kitchen is visible.
Home in Fort Myers
4.94 out of 5 average rating, 205 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.

Guest favourite
Home in Fort Myers
4.94 out of 5 average rating, 370 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 stylish living area features a comfortable beige sofa and a coffee table with storage. A round dining table accommodates four, and decorative plants enhance the ambiance. Soft lighting illuminates the space, which includes a large wall mirror and wall art, creating a welcoming atmosphere.
Home in Fort Myers
4.91 out of 5 average rating, 139 reviews

Peaceful Retreat #3

This Property is located in the Sought after McGregor Corridor, A Wonderful walking or Biking neighborhood that’s located less than 2 miles to the Historical Downtown River District, The Downtown area brings back the old world Charm with its quaint boutiques, brick paved roads, amazing restaurants, and places grab a drink. Perhaps a little Golf on the Same course that Thomas Edison use to play on. Parking for #1 car Only. No commercial or oversized vehicles.

Popular amenities for Cypress Lake holiday rentals

When is the best time to visit Cypress Lake?

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Avg. price$230 NZD$250 NZD$255 NZD$225 NZD$206 NZD$183 NZD$200 NZD$201 NZD$183 NZD$183 NZD$233 NZD$235 NZD
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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.

  • 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 50 homes with wifi, over 50 homes with air conditioning, over 40 homes with a kitchen, over 50 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • 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.

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

    Experience the best of Cypress Lake with our apartment rentals, starting at about $20 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.

  • 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.

  • 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!

  • 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.

  • Do apartment rentals in Cypress Lake have wifi?

    Absolutely! We offer over 10 apartment 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.

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 $33 NZD 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, 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!

  1. Airbnb
  2. United States
  3. Florida
  4. Lee County
  5. Cypress Lake