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
4.95 out of 5 average rating, 126 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

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

Mini Golf • Heated Pool • Near Beach Prime

Welcome to SELBY GOLF HOME – Your Luxury Getaway in Fort Myers .12 mins to Downtown Fort Myers .18 mins to Fort Myers Beach .30 mins to Sanibel & Captiva Islands .Less than 5 mins to nearby golf courses .Sleeps up to 10 guests .3 King beds + 2 Full beds .Private pool .Fast Wi-Fi .Washer & dryer .Safe & quiet neighborhood .Free parking .Self check-in for easy access .Pool table .Ping pong table .Mini golf area .Poker table .Kids play area .Outdoor grill .Fire pit lounge Private patio & terrace

Top guest favorite
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, 244 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 favorite
Apartment in Fort Myers
4.89 out of 5 average rating, 132 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 Fort Myers
4.96 out of 5 average rating, 48 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!

Top guest favorite
A well-maintained canal property is highlighted by palm trees and a spacious lanai. A 50-foot dock is visible, accommodating watercraft with a boat lift. Colorful Adirondack chairs are placed along the dock, enhancing the outdoor experience beside the tranquil water.
Home in Cape Coral
4.99 out of 5 average rating, 180 reviews

Escape to the "Oasis"!

DISCOUNTS: Weeks...1=10%, 2=15%, 3=20%, 4=25%. Welcome to the "Oasis"! Escape to the water and stay on a canal in beautiful Cape Coral! Enjoy this 3 bedroom, 2 bath home. Swim in the pool, sit on the patio, fish from the dock, sit at the tiki bar for a drink, or take a nap on the lanai to get away from it all! There is a 50 foot long dock with 30 and 50 amps, so bring your boat! The Gulf is accessible by boat and Ft Myers Beach & Sanibel/Captive Island activities and beaches nearby!!

Top guest favorite
A clear blue pool is framed by a screened patio, providing a spacious area for relaxation. White lounge chairs are positioned beside the water, and palm trees are visible in the background, enhancing the tropical feel. A boat dock is seen in the distance.
Home in Cape Coral
4.98 out of 5 average rating, 54 reviews

Close to Cape Harbour western pool and dock, golf

Talk about location! This house is located in southwest Cape Coral close to everything great that Cape Coral has to offer including marina, restaurants, shopping, bike trails, kayaks included etc. Right across the street from Cape Coral's most exclusive neighborhood Cape Harbour. This house has a heated pool facing west for sun all day long and fantastic sunsets, new hot tub, boat dock, and completely remodeled check out the primary bath and all brand-new furnishings including kids stuff.

Guest favorite
Home in Fort Myers
5 out of 5 average rating, 8 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, 24 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.

Guest favorite
Home in Fort Myers
4.95 out of 5 average rating, 20 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 favorite
Home in Fort Myers
4.95 out of 5 average rating, 383 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 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, 138 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.

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.

  • 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 80 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 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 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 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 House Rentals in Cypress Lake?

    Enhance your stay in our House Rentals with the most popular amenities: over 40 homes with a kitchen, over 40 homes with free parking, over 40 homes with air conditioning, over 40 homes with wifi, 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 ﺩ.ﺇ73 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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