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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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Guest favourite
Home in McGregor
5 out of 5 average rating, 5 reviews

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

Top Guest favourite
A spacious room features a king-sized bed with a light quilt, flanked by bedside tables with decorative lamps. A wall-mounted television is positioned over a mini-fridge. Two bar stools are placed at a small table, complemented by wooden flooring and soft wall decor.
Farm stay in Fort Myers
4.99 out of 5 average rating, 243 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.

Superhost
Apartment in Cypress Lake
4.88 out of 5 average rating, 129 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
The outdoor area showcases a large pool surrounded by stone patio flooring. Comfortable lounge chairs are positioned beside the pool. Lush greenery and palm trees frame the space, contributing to a private and tranquil setting.
Home in Fort Myers
4.94 out of 5 average rating, 155 reviews

Paradise on Estero Bay

Welcome to Mullock Creek a Boater's dream! Southwest views boasting breathtaking sunsets overlooking gulf access canal from your spacious backyard, just minutes away from shopping and dining at Coconut Point, and Gulf Coast Town Center. This stunning Key West Style home has been beautifully maintained and updated offering a lovely front entrance, fully equipped kitchen, spacious Living Room, dining room, Wi-Fi, private driveway with access to the open garage, fully furnished and private pool.

Top Guest favourite
A bright living room is presented with light yellow walls and tiled flooring. Two comfortable sofas are positioned facing a coffee table adorned with decorative items. Natural light fills the space through a large window adorned with patterned curtains, while artwork on the walls adds visual interest.
Home in Iona
4.94 out of 5 average rating, 125 reviews

White Swallow Cabanas ! Relax close to the beach.

Our home is close to the beaches, art and culture, restaurants and dining, shopping. Five minutes to Sanibel Island & 10 minutes to Ft. Myers Beach. You’ll love our place because it's situated in an old traditional neighborhood. Great ambiance, WiFi, washer & dryer, fully stocked and outdoors space. Our place is geared for couples or snowbirds who want to relax or the solo adventurer and business traveler who is tired of staying in hotels and needs a space to unplug. Screened in porch too!

Top Guest favourite
A resort-style pool area is showcased with a stone patio, featuring several lounge chairs and two shaded umbrellas. Palm trees stand nearby, and a rock formation is visible within the pool's edge, complementing the serene outdoor setting.
Home in Iona
4.92 out of 5 average rating, 120 reviews

Experience of a lifetime

Get ready for the experience of a lifetime at this hidden gem! As you walk through the front door you will begin your journey into the best vacation of a lifetime. Keep on going through the sliders & that will lead you to the incredible resort style pool that will leave you in awe!!! Here you are in the heart of it all. Shopping-dining-entertainment is all within a 5 minute drive. The beautiful beaches just 7 miles away. If you enjoy boating & relaxing this is the place for you.

Guest favourite
Home in Cypress Lake
5 out of 5 average rating, 16 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
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 Cypress Lake
4.94 out of 5 average rating, 217 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 McGregor
4.94 out of 5 average rating, 377 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.

Top Guest favourite
A welcoming kitchen and dining area features a round wooden table surrounded by stylish white chairs. Brightly colored flowers are displayed in a vase on the table. The kitchen, equipped with modern appliances, is visible in the background, complemented by light-toned walls and flooring.
Home in Cypress Lake
4.93 out of 5 average rating, 111 reviews

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.

Top Guest favourite
A screened-in lanai features a tranquil heated pool with a spa, surrounded by paver stones. The sunset reflects on the water, providing a picturesque backdrop. Palms sway gently in the breeze, enhancing the serene setting suitable for relaxation and enjoyment.
Home in Cape Coral
4.97 out of 5 average rating, 299 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.

Guest favourite
Home in Fort Myers
4.77 out of 5 average rating, 132 reviews

Philips Creek Villa. Fort Myers

Wake up surrounded by trees, not traffic — your private Old Florida retreat starts here. Tucked beneath leafy canopies in a quiet Old Florida setting, it offers a peaceful retreat with easy access to Philips Creek. Enjoy relaxed interiors, a private putting green, and a shaded circular drive. Wildlife and tropical landscaping create a calm escape, yet beaches, Lakes Park, spring training ballparks, and dining are just minutes away.

Popular amenities for Cypress Lake holiday rentals

When is the best time to visit Cypress Lake?

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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.

  • 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.

  • 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 90 vacation homes with pools in Cypress Lake, available on Airbnb. Make a splash and soak up the sun in style!

  • Do condo rentals in Cypress Lake have air conditioning?

    Absolutely! We offer over 20 condo 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 condo rentals in Cypress Lake have wifi?

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

  • Do condo rentals in Cypress Lake have free parking?

    Absolutely! We offer over 20 condo 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 wifi, over 20 homes with free parking, over 20 homes with air conditioning, over 20 homes with a kitchen, 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 $28 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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