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 area features a well-maintained gravel landscape, framed by lush greenery and palm trees. A round table with four vibrant red chairs offers a place for gathering, set against a backdrop of a pastel-colored guest house with a distinctive turquoise door and awning.
Guesthouse in Fort Myers
4.99 out of 5 average rating, 113 reviews

Private guest house—minutes to the best beaches!

Experience the charm of Fort Myers in this quaint, private guest house located in the historic district. Perfectly situated near Fort Myers Beach (12 miles), Sanibel Island (16 miles), downtown (4 miles), some of the areas best restaurants (some even walking distance), grocery stores, & convenience stores. Easy access to Southwest Florida International Airport & FGCU. Uber and Lyft are easy access. The neighborhood is peaceful, safe, & walk friendly. Book now for a convenient and memorable stay.

Top guest favorite
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, 186 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 favorite
Home in Fort Myers
5 out of 5 average rating, 7 reviews

Palm Palace - Main House

PLEASE NOTE THIS LISTING IS FOR JUST THE MAIN HOUSE ON THE PROPERTY! The main house is 3 bedrooms, 8 beds (1 king, 1 queen, 2 double bunk beds, 2 sofa beds) & 2.5 bathrooms. It sleeps up to 16 people. We offer this as a lower-priced option for groups who do not need both houses. THE SECOND SMALLER HOUSE ON THE PROPERTY WILL NOT BE RENTED, IT WILL JUST REMAIN LOCKED DURING YOUR STAY! IF YOU WANT BOTH HOUES, USE THE LISTING LINK FOR "PALM PALACE - TWO HOUSE COMPOUND SLEEPS UP TO 22!" TO BOOK.

Superhost
Apartment in Fort Myers
4.88 out of 5 average rating, 100 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.

Guest favorite
Camper/RV in Fort Myers
4.91 out of 5 average rating, 34 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.

Guest favorite
A spacious living area features a large sectional sofa complemented by a patterned throw and decorative cushions. A round coffee table is centrally placed, surrounded by a warm area rug. Natural light fills the room through plantation shutters, enhancing the inviting ambiance.
Home in Fort Myers
4.89 out of 5 average rating, 9 reviews

* Great Location! Stunning Remodel, King Beds

*Newly listed* Stunning renovation in 2024. House offers a relaxing, inviting, professionally decorated interior. Tropical landscaped exterior offers the perfect place for barbecues & outdoor games. Escape to your own private oasis and enjoy the outdoor fire pit, seating area, screened lanai and outdoor photo area. Foosball, ping pong, board games, beach chairs, umbrellas, cooler, bikes and beach towels also provided. Conveniently located. Memories will be made that will last forever.

Guest favorite
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, 13 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.

Guest favorite
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, 185 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 favorite
Home in Fort Myers
4.94 out of 5 average rating, 356 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 favorite
A serene backyard showcases a sparkling pool surrounded by light-colored pavers. Five lounge chairs with colorful striped towels are positioned poolside, inviting relaxation. Lush greenery and a wooden fence frame the area, creating a private and tranquil outdoor space.
Home in Fort Myers
5 out of 5 average rating, 10 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.

Guest favorite
A bright living space is presented with light-colored walls and modern furnishings. A large television displays a vibrant underwater scene. A cozy blue chair and a gray sofa with patterned cushions provide seating, while a wooden coffee table holds decorative items. Natural light illuminates the area.
Home in Fort Myers
4.91 out of 5 average rating, 119 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 favorite
A serene pool area is highlighted by a spacious lounge chair positioned beside a sparkling pool. The water is illuminated in soft turquoise tones, with decorative lighting enhancing the atmosphere as a vibrant sunset sky is visible through the screen enclosure.
Home in Fort Myers
4.97 out of 5 average rating, 35 reviews

Sunny Coastal Getaway w/ Heated Pool Near Beaches

Welcome to The Mermaid Lounge! Your sunny coastal getaway with a private heated pool, minutes from beautiful beaches and family-friendly dining. We’ve thought of everything — 3 coolers, 6 beach chairs, wagons, pool floats, toys, games, and baby gear so you can pack light. Enjoy mornings with coffee by the pool and evenings with bubbly while the kids play. Relax, connect, and make lasting memories!

Popular amenities for Cypress Lake vacation 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.

  • 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 air conditioning, over 20 homes with a kitchen, over 20 homes with free parking, over 20 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • 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.

  • 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 $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 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 condo rentals in Cypress Lake have a kitchen?

    Absolutely! We offer over 20 condo 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 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.

Quick stats about vacation rentals in Cypress Lake

  • Total vacation rentals

    Explore 110 vacation rentals in Cypress Lake

  • Nightly prices starting at

    Cypress Lake vacation rentals start at $20 per night before taxes and fees

  • Verified guest reviews

    Over 2,340 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!

Destinations to explore

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  3. Florida
  4. Lee County
  5. Cypress Lake