
Vacation rentals with a pool in Cypress Lake
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Top-rated rentals with a pool in Cypress Lake
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

LAST Minute! NEW Villa-Heated Saltwater Pool & Spa
Experience Cape Coral like never before all from this gorgeous 3bedroom, 3bath villa. This elegant villa boasts a vibrant interior decorated with Italian furniture and fully equipped kitchen. Begin your day with a few laps in the private pool before heading to the Yacht Club Public Beach, Sun Splash Family Waterpark or Pine Island to soak up some sun! After adventurous days, continue making memories back home with a family barbecue and a soak in the hot tub or have a movie night with loved ones!

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

LUX Villa w/ Private Salt Water Pool, Lanai, Canal
Are you looking to swim, relax outdoors, fish and take in beautiful sunsets on a wide gulf access canal? If so you will fall in love with this stunning newly constructed custom built home! The 2750 square foot home is bright & airy with two main bedroom on-suites & a separate family wing! The gourmet kitchen, dining room & great room open via large sliders to the lanai & pool w/ views of the canal in much desired SW Cape! Beach inspired villa! Large captains walk & Tiki! Check out our 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.

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!

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

Yacht Club Villa | Gulf Access & Heated Pool
Experience the ultimate Florida lifestyle in our stunning, modern ranch-style villa, perfectly situated in the prestigious Yacht Club Area. Completely remodeled with a "split floor plan," this 3-bedroom, 2-bathroom home offers the perfect balance of privacy and togetherness. Whether you're a boating enthusiast or a sun-seeker, this home is designed for you. The heart of the house is the spacious, open-concept living area featuring a new gourmet kitchen and a large dining space.

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.

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.

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.

“Dream Vacation”Pool.Near airport&baseball
A few short miles from RSW International Airport, beaches, Twins/ Miracle's baseball, and downtown Ft. Meyers (McGregor). Walking distance to FSW Sunpark stadium. Safe and quiet neighborhood. Private pool *NOT HEATED*. Lanai TV has streaming service so you can log into your account. Click on our picture to view our five homes in Cape Coral/Ft. Myers/Delray Beach. All beautiful & with exceptional Super-host service and care.

Hideaway at Hidden Palms Cove
Nestled in the exclusive Davis Preserve, this inviting vacation home boasts 3 spacious bedrooms and all the comforts of home. Perfect for families, friends, and even pets, it offers easy access to Sanibel and Captiva Islands, along with Fort Myers Beach. Enjoy the community's serene lake, attracting Florida's exotic birds, and a bespoke swimming pool surrounded by chic furniture and a convenient covered cabana.
Popular amenities for Cypress Lake rentals with a pool
House rentals with a pool

Luxury Canal Villa•Heated Pool•Dock•Fishing•Kayaks

Private pool 4 bedroom vacation home

Wellington Escape

Boater’s Paradise-Stunning Sunsets! Games Room!

Heated Pool & Hot Tub - Sea Breeze Oasis

Dive into Luxury: Stunning Tropical Home & Pool

Villa Sunset Serenade II

A tropical boaters pet friendly paradise!
Condo rentals with a pool

Rare walkout condo on Sanibel beach

Beachfront fully equipped apartment

Ft Myers Beach & Lovers Key State Park- FANTASTIC!

Cathy Condo

2nd Floor Beachfront Condo Sanibel Harbour

Lovers Key Beach Club Private Beach

Amazing Condo-1 mile from Bonita Beach

Luxury Condo by Cape Harbor and Excellent Dining!
Other vacation rentals with a pool

3 bed/2 bath Saltwater Pool House Near Everything

Last Minute-Villa Aesthetic-elegant with pool, spa

Luxury Monthly Rental: 3 Bedrooms, 2 bath, sleep 6

Palm Breeze | 10 PPL | Pool | Games|BBQ & Fire Pit

Copa Cabana, House/Cabana, WiFi, close to River

Robin's Nest on a Canal with River and Gulf access

The White House

Gather By The Sea! Close to the beach! Heated Pool
When is the best time to visit Cypress Lake?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ679 | ﺩ.ﺇ698 | ﺩ.ﺇ716 | ﺩ.ﺇ580 | ﺩ.ﺇ507 | ﺩ.ﺇ437 | ﺩ.ﺇ477 | ﺩ.ﺇ474 | ﺩ.ﺇ474 | ﺩ.ﺇ496 | ﺩ.ﺇ558 | ﺩ.ﺇ602 |
| Avg. temp | 16°C | 18°C | 19°C | 22°C | 25°C | 27°C | 27°C | 28°C | 27°C | 24°C | 21°C | 18°C |
Quick stats about vacation rentals with a pool in Cypress Lake

Total vacation rentals
Explore 80 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 1,390 verified reviews to help you choose

Family-friendly vacation rentals
70 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wi-Fi availability
80 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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