House holiday rentals in Cypress Lake

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.

4.95 out of 5 average rating, 120 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

A clear blue pool is surrounded by a spacious patio, featuring comfortable loungers partially immersed in the water. The inviting outdoor space overlooks the serene canal, while the covered lanai offers additional seating options. Lush palm trees sway gently in the background under a bright sky.

4.97 out of 5 average rating, 130 reviews

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.

A spacious living area features a leather sofa with a wooden coffee table at its center. Large windows invite natural light, complemented by a ceiling fan above. To the rear, the open layout leads to a dining area and kitchen, enhancing the bright and airy atmosphere.

4.98 out of 5 average rating, 116 reviews

Spring Sale! Hot Tub+Beach Gear+Just 5 min to Town

-5 min to Downtown Cape/10 min to Yacht Club Beach, 20 min to Causeway Beach, 25 min to Ft Myers & Sanibel Beach -Tropical fenced backyard w/ pool, hot tub, gas firepit, swing chair, hammock & Blackstone grill -Beach essentials, boogie boards, umbrellas, beach wagon, cooler & chairs -Board games, ping-pong, corn-hole, darts, 2 kayaks+life jackets -2 Beach Cruiser bikes + helmets -Relaxing enclosed covered patio + string lights, neon sign & grass wall -Canal access for kayak launch 5 min away!

A spacious living room is furnished with a sectional sofa and decorative pillows. A large window fills the space with natural light, surrounded by indoor plants. A flat-screen TV is positioned on a red table, offering local and national programming options.

4.81 out of 5 average rating, 313 reviews

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

A spacious living area is filled with natural light, featuring a large sectional sofa and a media console with a flat-screen TV. The open layout connects to a dining area with a round table and modern chairs, leading into a well-equipped kitchen with warm wooden cabinets.

4.98 out of 5 average rating, 118 reviews

Hot Tub/ King Bed - Cozy Home in Cape Coral!

Welcome to our Cozy Cape Coral Getaway! Step into a spacious, open layout that welcomes all families & friends with open arms! Nestled in a perfect central location, our place was designed with your convenience in mind! Whether you're whipping up delicious meals in the full kitchen, enjoying quality time in the game-filled living space, or hanging out in the jacuzzi/ private fenced backyard. We are committed to transforming every moment here into unforgettable memories! *PET FRIENDLY*

4.97 out of 5 average rating, 147 reviews

A bright dining area is highlighted by a round wooden table surrounded by blue chairs. Natural light fills the space through large sliding glass doors, showcasing a peaceful lake view framed by trees. A television displaying a beach scene adds to the coastal ambiance.

Home in Fort Myers Beach

Charming Lake View Home, Close to 3 Beaches!

"Come relax by Florida's best beaches and sunsets—no damage from Hurricane Milton, and power/internet are on! This beach-style vacation home is minutes from Ft. Myers Beach and 15 minutes from Sanibel. You'll be spoiled by beach choices and amenities that make you feel like you're in paradise. In the evening, hop on the trolley to watch the sunset, enjoy cocktails, and the best beachside seafood. Just bring your sunglasses & flip flops. Forgot something? Shops are a 5-min walk."

A spacious living area is displayed with light-colored laminate flooring and neutral-toned furnishings. Two soft blue armchairs and a matching sofa are positioned around a coffee table. A ceiling fan and wall-mounted television enhance comfort. A bar table with stools is visible in the background.

4.94 out of 5 average rating, 189 reviews

So Beachy! Pet friendly and free early check-in!

Welcome to SO Beachy!! This family and pet friendly 1200 sqft home has been fully renovated and beautifully decorated, featuring everything you need to relax and enjoy our location that is within 5 miles of Sanibel, Fort Myers Beach, and 1 mile from Bunche Beach! Enjoy the beautiful sunsets on the beach and stay with us knowing you have all the beach supplies and basic necessities you could need for your stay! I allow free early check-in as soon as I am finished cleaning:)

A comfortably appointed living area features a light-colored tufted sofa adorned with decorative cushions. A dark coffee table occupies the center of the space, which is illuminated by a ceiling light. In the background, a glimpse of the kitchen is visible.

4.94 out of 5 average rating, 205 reviews

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.

4.94 out of 5 average rating, 370 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.

A stylish living area features a comfortable beige sofa and a coffee table with storage. A round dining table accommodates four, and decorative plants enhance the ambiance. Soft lighting illuminates the space, which includes a large wall mirror and wall art, creating a welcoming atmosphere.

4.91 out of 5 average rating, 139 reviews

Peaceful Retreat #3

This Property is located in the Sought after McGregor Corridor, A Wonderful walking or Biking neighborhood that’s located less than 2 miles to the Historical Downtown River District, The Downtown area brings back the old world Charm with its quaint boutiques, brick paved roads, amazing restaurants, and places grab a drink. Perhaps a little Golf on the Same course that Thomas Edison use to play on. Parking for #1 car Only. No commercial or oversized vehicles.

A welcoming kitchen and dining area features a round wooden table surrounded by stylish white chairs. Brightly colored flowers are displayed in a vase on the table. The kitchen, equipped with modern appliances, is visible in the background, complemented by light-toned walls and flooring.

4.92 out of 5 average rating, 100 reviews

SWFL: Lake McGregor House - 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.

A screened-in lanai features a tranquil heated pool with a spa, surrounded by paver stones. The sunset reflects on the water, providing a picturesque backdrop. Palms sway gently in the breeze, enhancing the serene setting suitable for relaxation and enjoyment.

4.97 out of 5 average rating, 290 reviews

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.

Popular amenities for Cypress Lake house rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

A sparkling pool is surrounded by a spacious deck featuring lounge chairs and a shaded seating area with an umbrella. The clear blue sky complements the tranquil setting, while a fence provides privacy for guests enjoying the outdoor space.

4.89 out of 5 average rating, 275 reviews

Modern Oasis pool paradise

4.97 out of 5 average rating, 132 reviews

Cozy in the Cape, Water views & private salt pool

A screened lanai features a rectangular pool surrounded by tropical greenery. Outdoor dining furniture is visible near a glass table, offering a place to enjoy meals. Colorful pool floats and lounge chairs add to the inviting space, with the waterfront just beyond the pool area.

4.84 out of 5 average rating, 112 reviews

Peaceful Oasis

5 out of 5 average rating, 99 reviews

Endless relaxation! 5*house/SE/3BR/2BA/bikes/pool

A spacious lanai features a heated saltwater pool surrounded by lounge chairs, each equipped with rolled towels. The screened enclosure allows for an unobstructed view of the canal and surrounding area, while decorative string lights add ambiance above.

5 out of 5 average rating, 36 reviews

Sunny Days-Canal Home w/pool & spa

A serene backyard showcases a sparkling pool surrounded by light-colored pavers. Five lounge chairs with colorful striped towels are positioned poolside, inviting relaxation. Lush greenery and a wooden fence frame the area, creating a private and tranquil outdoor space.

5 out of 5 average rating, 16 reviews

NEW Coastal, Eclectic, Pool & Bikes, Sleeps 9

Superhost

4.84 out of 5 average rating, 190 reviews

Blue Beach Bungalow

A heated pool is visible, surrounded by a spacious deck that accommodates lounge chairs and includes views of the river and palm trees. The water's surface reflects the clear blue sky, creating a serene outdoor atmosphere.

5 out of 5 average rating, 20 reviews

Riverview@EndPoint -Sunrises+Sunsets - Heat Pool

Weekly house rentals

A spacious pool area features a sparkling water surface, complemented by a large umbrella providing shade. Two bright turquoise chairs are positioned in the shallow end, enhancing the inviting atmosphere of the shared heated pool, surrounded by a fenced yard.

5 out of 5 average rating, 75 reviews

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

Superhost

5 out of 5 average rating, 4 reviews

Palm Breeze | 10 PPL | Pool | Games | Top Location

A modern living area features a sleek sofa and stylish armchairs, arranged around a contemporary coffee table. A large screen displays a celebratory message, while a well-equipped kitchen with bar seating is visible in the background. Natural light brightens the space through sliding glass doors.

4.85 out of 5 average rating, 80 reviews

Central Cape Casita

5 out of 5 average rating, 94 reviews

The welcoming entrance of the cottage features a light blue door and decorative white trim. Lush green plants and colorful flowers surround the doorway, enhancing the inviting atmosphere. A small hanging planter adds a touch of nature to the facade, with trees in the background completing the exterior view.

Home in Sunset Park

Inn Season Cottage-Cozy Florida Living

A charming beach-themed home is depicted, featuring vibrant blue siding and a welcoming front porch. A brightly painted surfboard rests against the white lattice, while palm trees and white pebbles create a coastal atmosphere.

4.94 out of 5 average rating, 67 reviews

The Boat House Fort Myers Beach & Sanibel

5 out of 5 average rating, 19 reviews

Near Beach | Canal Access | Walk to Shops & Dining

The exterior of a single-story home is displayed, featuring a light-colored facade and a double garage. A smooth driveway leads to the house, surrounded by well-maintained grass and palm trees. Clear blue skies create a bright and inviting setting.

4.9 out of 5 average rating, 81 reviews

Amazing Home in the Heart of Fort Myers

4.96 out of 5 average rating, 23 reviews

A spacious room features two queen beds with white linens and wooden frames. A ceiling fan is mounted above, and natural light enters through the nearby window. A kitchenette with modern appliances is visible in the background, complemented by light-colored tile flooring.

Home in Fort Myers Beach

Bungalow 4ppl, 500ft to beach, BBQ, Beachgear

Private house rentals

A view of the tranquil canal is presented, framed by several turquoise Adirondack chairs arranged in a semi-circle. Lush greenery and palm trees are visible in the background, while a clear blue sky is overhead, enhancing the serene setting.

5 out of 5 average rating, 22 reviews

Waterfront Escape w/ Kayaks, Luxe Kitchen, Hot Tub

A serene outdoor space is featured, showcasing a tropical pool area with a thatched-roof Tiki hut. Two lounge chairs are positioned near the water, surrounded by lush palm trees. The crystal-clear pool reflects the blue sky and offers a scenic view of the canal.

4.87 out of 5 average rating, 52 reviews

Villa Dolphin's Surf - extraordinary, pool & spa

A spacious pool area is showcased with a heated pool, surrounded by a screened lanai. Lush tropical landscaping is visible beyond the pool, providing a tranquil backdrop for outdoor living. The expansive area invites relaxation and enjoyment of the surrounding nature.

5 out of 5 average rating, 51 reviews

Backyard Dream-Oasis! - Heated Pool

4.97 out of 5 average rating, 38 reviews

The exterior of the property features a paver driveway leading to a two-car garage, framed by lush palm trees and manicured green lawn. The home's stucco facade is complemented by a terracotta tile roof and outdoor seating area, all set against a clear blue sky.

Home in North Fort Myers

Waterfront Deal: Hot Tub, Kayaks & Fishing - Pets

Superhost

5 out of 5 average rating, 3 reviews

The Chill House-Pool & Game nights

The exterior of the home showcases a modern design with a symmetrical facade. The driveway leads to a large garage, and landscaped flower beds add a touch of greenery. The surrounding lawn is expansive, complementing the clean lines of the property.

5 out of 5 average rating, 18 reviews

Modern Canal Home with Lanai

A modern villa is presented with a sleek facade, featuring a combination of white walls and dark garage doors. Lush green grass and a variety of plants frame the entrance, while a stone pathway leads to the front door under a clear blue sky.

5 out of 5 average rating, 22 reviews

Modern New-Build Luxury Villa!