
Holiday rentals with outdoor seating in Cypress Lake
Find and book unique rentals with outdoor seating on Airbnb
Top-rated rentals with outdoor seating in Cypress Lake
Guests agree: these rentals with outdoor seating 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

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.

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!

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.

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.

Garden Cottage - Tiny House
PLEASE NOTE: The cottage is separate from our house and living quarters. The bathroom is in the back of the main house, just a few steps from the cottage, private and not shared with anyone. We take special precautions to thoroughly clean and disinfect the bedroom and bathroom after each guest. You’ll love our place because of the location, the ambiance, the outdoor space, and the neighborhood. We have a dog and a cat. Our place is good for couples, solo adventurers, and business travelers.

Golf & Pool Views! Close to FGCU and Airport.
Perfectly located 2 Bedroom 2 Bath condo! Nestled on a public golf course with a wonderful pool area, it is the perfect combination for a peaceful vacation. The condo is centrally located by everything one needs to relax and enjoy the Fort Myers area. We have gone the distance to make your vacation memorable. The spacious condo has adjustable beds, which will provide you sweet dreams. Close to the beaches, shopping, airport, golf, and tons of restaurants. Guests can also enjoy the pool area.

Green Palm Cottage-Sweet Apt-Sweet Price!
Green Palm Cottage is located on the property of our personal residence. If you want a private getaway, this is the spot! Close to everything , but with the sense of seclusion on our lush, eye-catching property, nestled at the end of our brick paved driveway. Spacious studio with Queen bed, comfy sofa etc. Skip the extra luggage fees - we provide everything you need~ washer/dryer, beach towels, beach sheet, beach equipment, coolers, chairs, umbrellas, bikes & more. No animals or pets allowed

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!!

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.
Popular amenities for outdoor seating rentals in Cypress Lake
House rentals with outdoor seating

Modern Oasis pool paradise

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

AquaLux Smart Home

Serene Modern Oasis | Private Pool in Fort Myers

Fern-A Cozy Coastal Cottage near the Beach

Peaceful Retreat #4

Exclusive Waterfront Retreat Pet Friendly & Dock

Robin's Nest on a Canal with River and Gulf access
Apartment rentals with outdoor seating

Fall Specials! Island Paradise Walk to the Beach

Blackstone Villa

Modern Room • Private • Outdoor Space • MiniGolf

Garden Villa

Marvelous Get Away In The Heart Of Fort Myers

Suite with lake view.

Blue Fish Apt 4- Downtown Blue Resort-Heated Pool

Private Apartment with sunny pool
Apartment rentals with outdoor seating

Lovely Gulf Access/Kayak, Beach, Tiki Bar & Grill.

Cozy Coastal Escape. Close to FMB and Sanibel

Rare walkout condo on Sanibel beach-Fully Restored

Gulf Views Estero Beach Tennis 206C + 2 bikes

Bonita Beach and Tennis 5807

Ground Floor Lake-Front Condo on 5 ac private lake

Bonita Beach and Tennis 3907 - Ocean Views

Casa Bonita - Relax @ The Beach (Newly Remodeled)
When is the best time to visit Cypress Lake?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 146 | € 153 | € 152 | € 122 | € 122 | € 103 | € 104 | € 103 | € 87 | € 113 | € 108 | € 153 |
| 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 holiday rentals with outdoor seating in Cypress Lake

Total holiday rentals
Explore 60 holiday rentals in Cypress Lake

Nightly prices starting at
Cypress Lake holiday rentals start at € 35 per night before taxes and fees

Verified guest reviews
Over 1,770 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
40 properties feature pools

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wifi availability
60 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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