Vacation rentals in Cypress Lake

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Top-rated vacation rentals in Cypress Lake

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
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
4.96 out of 5 average rating, 135 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

Guest favorite
Townhouse in Fort Myers
5 out of 5 average rating, 7 reviews

Lakeview Oasis- Condo Near Sanibel/Ft Myers Beach

Welcome to your Florida escape! This cozy 2nd floor condo / townhouse is the perfect retreat off McGregor Blvd & only 10 minutes from Sanibel & Ft Myers Beach. Savor morning coffee on the screened porch overlooking a tranquil lake, swaying palms, & local wildlife. Unwind at the resort style pool, enjoy pickleball, tennis & the putting green. Or, stay fit in the clubhouse gym. Close to golf, a marina, fine dining, boutiques, and coastal adventures- perfect for seasonal snowbirds or weekly stays.

Top guest favorite
A serene pool area is showcased at dusk, featuring a screened lanai with a tranquil pool reflecting the colorful sunset sky. The surrounding patio is paved, with a tropical cabana visible in the background, creating a welcoming atmosphere for relaxation.
Home in Fort Myers
4.97 out of 5 average rating, 33 reviews

Private Poolside Oasis for Fun and Wellness

Welcome to Aqua Blue, the perfect getaway in sunny Fort Myers, tucked away in a hidden neighborhood. This coastal-styled home was just completely remodeled, offering a stylish, updated, and serene environment with plenty of common space for gathering with friends & family. The backyard is a true oasis offering an expansive patio, pool with screened lanai, a tropical cabana, cozy white lights, a fire pit and outdoor patio, & seating for your entire group to spend time relaxing and dining outside.

Guest favorite
Apartment in Cypress Lake
4.89 out of 5 average rating, 141 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 favorite
A living area is featured, displaying a neutral-colored sofa complemented by colorful cushions. A wooden coffee table holds a decorative plant and coastal-themed items. Two patterned chairs provide additional seating, while warm light filters in, adding a welcoming ambiance to the space.
Home in Cypress Lake
4.96 out of 5 average rating, 52 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 favorite
Home in Fort Myers
5 out of 5 average rating, 12 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 favorite
An outdoor seating area is featured on a wooden deck, with a cozy arrangement of chairs and a table. The sky is filled with vibrant colors as the sun sets, and tall palm trees provide a tropical backdrop. The boathouse architecture showcases large windows reflecting the evening light.
Guesthouse in Fort Myers
4.96 out of 5 average rating, 26 reviews

Sleep over the water- Boathouse with Private Dock

This 1920s boathouse offers a once-in-a-lifetime stay directly over Whiskey Creek, where the gentle sound of water beneath your feet lulls you to sleep. With a private entrance, dock and waterfront views, this isn't just a room--it is an unforgettable Florida experience. This boathouse has been ungraded with all modern conveniences and is centrally located close to downtown, restaurants and shopping. Sip your morning coffee on the dock as herons and bald eagles glide across the creek.

Top guest favorite
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.

Guest favorite
Home in Cypress Lake
4.96 out of 5 average rating, 25 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 favorite
An expansive open kitchen and dining area showcases sleek white cabinetry and a large kitchen island. Wooden barstools provide seating at the island, while contemporary lighting fixtures hang above. Large windows enhance the airy atmosphere, revealing a modern living space in the background.
Home in Fort Myers
4.99 out of 5 average rating, 98 reviews

Modern City Loft in Downtown River District

Welcome to Gun-Loft, a custom-designed modern sanctuary in the Downtown River District. This expansive 3500 square foot city loft is tailored for those seeking to embrace the cosmopolitan lifestyle, with the perfect blend of urban luxury and cultural richness. Whether it's a leisurely stroll to the Edison Ford Home, an exciting night out, or a culinary adventure in the restaurants nearby, Gun-Loft offers an unparalleled experience in the city's most coveted location.

Top guest favorite
Home in Fort Myers
4.95 out of 5 average rating, 392 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 favorite
A spacious living room features a sectional sofa positioned on a large blue rug adorned with turtle patterns. A ceiling fan rotates above, and a mounted TV is visible on the wall. Stairs lead to an upper level with a dining area and additional seating.
Townhouse in Cypress Lake
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.

Popular amenities for Cypress Lake vacation rentals

When is the best time to visit Cypress Lake?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$31,368 GYDG$34,504 GYDG$31,368 GYDG$28,231 GYDG$25,930 GYDG$23,003 GYDG$25,094 GYDG$25,303 GYDG$23,003 GYDG$23,003 GYDG$29,276 GYDG$29,485 GYD
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 vacation rentals in Cypress Lake

  • Total vacation rentals

    Explore 100 vacation rentals in Cypress Lake

  • Nightly prices starting at

    Cypress Lake vacation rentals start at G$4,182 GYD per night before taxes and fees

  • Verified guest reviews

    Over 2,630 verified reviews to help you choose

  • Family-friendly vacation rentals

    80 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 30 rentals that welcome pets

  • Vacation 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 vacation 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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