
House holiday rentals in Cypress Lake
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Top-rated house rentals in Cypress Lake
Guests agree: these houses are highly rated for location, cleanliness and more.

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

Boater’s Paradise-Stunning Sunsets! Games Room!
Renovated lanai! This 3 bed/4 bath home is on the nicest canal with 200+ ft of frontage & gorgeous views of the canal & sunset. The pool, tiki hut & docks have full sun all day. Each bedroom has a private bath & there's a 2 pc powder room off the laundry. The primary has a king bed & walkout to pool. The 2nd bedroom has a queen bed & pool access. Bedroom 3 has a queen & private bath. Fully equipped kitchen with everything you need. And a games room! Enjoy stunning sunsets under the tiki hut.

Amazon Bungalow near Sanibel & Fort Myers Beach
Tropical setting. Peaceful/quite neighborhood. Bunche Beach 2 miles, Sanibel Island 3.5 miles, Fort Myers Bch 5 miles. Home is set up as a duplex, with TWO COMPLETELY SEPERATE & PRIVATE entrances, kitchens, living rooms, bedrooms, bathrooms & laundry rooms for COMPLETE PRIVACY. The Bungalow is a 1 King bed, 1 full bathroom & shower with large living room, kitchen & porch. Perfect for Couples! • 1/2 mile to Restaurants and Shopping • Close to Shellpoint Golf-Course • FREE Wi-Fi and Cable-TV

* 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.

Waterfront Oasis•Heated Pool•Dock•Kayaks•Fishing
We designed Sprocket Boathouse as our dream waterfront escape, filled with bright open spaces, thoughtful details, and everything you need (plus a few things you didn’t know you needed). From the heated pool that catches all day sun, to the retro arcade machines, vinyl records, and kayak adventures off your own private dock, every moment here feels easy and relaxed… and make sure to keep a look out for all the wildlife, you can spot iguanas, turtles & herons on the waterfront!

Blue Beach Bungalow....
3 large bedrooms (3 king sized beds) with TV in everyroom, plus a full den, laundry room, HEATED pool and the house has its own beach with an in-ground fire pit that seats 12, lounge chairs, and sunset views! Walking distance to shopping centers, great restaurants, 20 minutes to RSW Airport and Fort Myers' white-sand beaches, perfect for a romantic get-away and 10 minutes from downtown Fort Myers Completely remodeled in July of 2021 with brand new appliances electronics,

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.

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.
Popular amenities for house rentals in Cypress Lake
House rentals with a pool

Luxe Riverfront Retreat~Pool~Spa~Bar~Tropical Yard

Coastal Hideaway

Intervillas Florida - Villa Xanadu

Luxury Oasis with Private Pool!

Water's Edge Retreat: 4 bedroom*Heated Pool*Boat L

Riverside Retreat 4/3 Yacht Club

Cape Serenity- Luxury Waterfront Residence

2 Kings, Pool, Gulf Canal, Game Room and Kayaks
Weekly house rentals

Waterfront Escape w/ Kayaks, Luxe Kitchen, Hot Tub

Waterfront • MiniGolf • Game Room • Heated Pool !

Inn Season Cottage-Cozy Florida Living

Sunnyside - Pool, Hot Tub& Direct access to River

Coral Waters Modern Escape | Pool Home

Beach Bliss @Jane’s

Tiny Treasure

La Isla Bonita by Saetas Group
Private house rentals

New Listing Discount 3/2 w/pool

Waterfront Cape Coral Oasis+ Heated Pool | Kayaks

5 Star, Heated Pool, Twin Home Located D-town Cape

Pool, Hot Tub, Kayaks, Dock & Canal w/ Gulf Access

Exclusive Waterfront Retreat Pet Friendly & Dock

Luxury King Bed Home w/ Pool, Hot Tub & Fire Pit

DOG friendly vacation home/3BR/2.5BA/heated pool

Vietnam-Inspired Cape Villa
When is the best time to visit Cypress Lake?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £142 | £142 | £141 | £129 | £117 | £105 | £108 | £104 | £99 | £112 | £112 | £136 |
| 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 50 holiday rentals in Cypress Lake

Nightly prices starting at
Cypress Lake holiday rentals start at £30 per night before taxes and fees

Verified guest reviews
Over 1,720 verified reviews to help you choose

Family-friendly holiday rentals
40 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
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

Wifi availability
50 of Cypress Lake holiday rentals include wifi 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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