
House holiday rentals in Cypress Lake
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Top-rated house rentals in Cypress Lake
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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.

Palm Palace - Two House Compound Sleeps up to 22!
This property listing includes full access to two separate on-property houses, both with full access to the pool and giant screened lanai! The main house has 3 bedrooms, 2.5 bathrooms and 8 total beds (1 king, 1 queen, 2 double bunk beds & 2 sofa beds). The smaller "pool house" has an additional full kitchen, living room, 2 additional bathrooms & 3 more beds (2 queen & a sofa bed)! This property frequently is booked by multi-generational families, large groups and even entire sports teams!

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

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.

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.

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.

Dive into Luxury: Stunning Tropical Home & Pool
Escape to a tropical paradise in this stunning 1952 midcentury modern home, perfectly located in the heart of historical McGregor Boulevard - home to the famous palm trees planted by Thomas Edison. Indulge in delicious meals at local restaurants like McGregor Cafe and McGregor Pizza, or tee off at the nearby public golf course. And if you're looking to hit the beach or explore downtown, both are just a short drive away.

Coastal Modern Retreat with Heated Pool and Spa
Retreat to paradise in this extra clean and beautifully renovated home centralized to all major Southwest Florida attractions. Splash and play in your private, year-round heated pool or relax and unwind in the bubbles of the jacuzzi. Heating included in price! Less than a 10 minute drive gets you to RSW airport, tons of excellent restaurants, three supermarkets and 4 major shopping malls.
Popular amenities for Cypress Lake house rentals
House rentals with a pool

Luxury Riverfront Retreat • Pool & Spa • 60ft Dock

Mini Golf • Heated Pool • Near Beach Prime

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

Blue Beach Bungalow

Heated Pool & Hot Tub - Sea Breeze Oasis

Villa510~3 En-Suites~Gulf Access, Heated spa~pool

Experience of a lifetime

Intervillas Florida - Pura Vida Villa
Weekly house rentals

Luxury House in Cape Coral

Beach Breeze Getaway

Spacious house in quiet and nice neighborhood

Perfect Location! Heated Pool! It’s a vibe!

Water Front | Modern Open Concept | Beach Vibes

The Tarpon Bay - Cape Coral

5 Star Experience, Heated Pool close to Everything

Lovely home nestled near Sanibel & Ft. Myers Beach
Private house rentals

Lakeside Sunset / Heated Pool + Sleeps 10

Last Minute-Villa Aesthetic-elegant with pool, spa

Hidden Gem-Walking Distance to Downtown Cape Coral

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

Heated Pool/ King Bed’s - Cozy Cape Coral Home!

The White House

Pool, Beach, Yacht Club, Island & Much More!

Bella Vida Harbor
When is the best time to visit Cypress Lake?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $331 NZD | $343 NZD | $345 NZD | $299 NZD | $271 NZD | $243 NZD | $249 NZD | $240 NZD | $228 NZD | $236 NZD | $268 NZD | $311 NZD |
| 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 house rentals in Cypress Lake

Total holiday rentals
Explore 40 holiday rentals in Cypress Lake

Nightly prices starting at
Cypress Lake holiday rentals start at $86 NZD per night before taxes and fees

Verified guest reviews
Over 1,970 verified reviews to help you choose

Family-friendly holiday rentals
40 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 20 rentals that welcome pets

Holiday rentals with a pool
30 properties feature pools

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
40 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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