Pet-friendly 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.

4.96 out of 5 average rating, 148 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

Outdoor spacesPetsLaundry

Apartment in Cypress Lake

Prime Location w/ Private Patio + Outdoor Kitchen

The best location, period. This very quiet and private one bedroom apartment has paved & shaded parking . Black out rolls on windows. Private courtyard with Gas grill, side burner sink and counter. Kitchenette with Microwave and supplies. 1 block from Publix, 3 from Costco. Walk to FSW College, Barbara B Mann theater & Suncoast Arena. 10 miles to Fort Myers Beach. 17 miles to Sanibel Island . 8 miles to Downtown Fort Myers and just 15 miles to the SWF International Airport. 2 parking spaces.

Outdoor spacesPetsQuiet

4.9 out of 5 average rating, 156 reviews

A spacious screened lanai surrounds a shimmering pool, offering a relaxing environment. Colorful lounge chairs line the poolside, providing ample seating for guests. Lush greenery is visible beyond the screen, enhancing the private retreat ambiance of the outdoor area.

4.9 out of 5 average rating, 115 reviews

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!

Outdoor spacesWalkabilityBeach

The outdoor area showcases a large pool surrounded by stone patio flooring. Comfortable lounge chairs are positioned beside the pool. Lush greenery and palm trees frame the space, contributing to a private and tranquil setting.

4.95 out of 5 average rating, 164 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.

Outdoor spacesNearbyPool

4.96 out of 5 average rating, 101 reviews

Heated Pool + Hot Tub |3BR | Large Pool|Sleeps 10

•Prime Location: Just minutes from Sanibel & Captiva Islands • 10-minute walk to movie theaters, shops, and restaurants • 8 min to Fort Myers • 10 min to Cape Coral Water Park • 25 min to the airport • Perfect for families & remote work • 5 Smart TVs • Fast Wi-Fi • Family-friendly amenities & games • Fully equipped kitchen • Washer & dryer • Sofa bed • Beach towels & bathrobes • Outdoor living: • BBQ grill • Outdoor dining area • FREE onsite parking • Easy self check-in

WalkabilityPetsAccess

A spacious gazebo is shown framing a hot tub, with surrounding patio space visible. The backdrop includes a well-maintained lawn and a second gazebo, providing an inviting outdoor atmosphere. Soft lighting is featured, adding to the serene setting.

4.99 out of 5 average rating, 146 reviews

We want to Be you Host in Cape Coral! Let us show you why you should book with us: - Top Location: - 2 Min to Sun Splash Family Water Park - 20 minutos to Fort Myers Beach - 20 minutos to Sanibel Beach - New Hot Tub - 5 Smart TVs - Fast WIFI - Terrace with Gazebo - Fully equipped kitchen - Dedicated work space - Free Onsite parking - BBQ - Outside dining - Washer & Dryer - Playground - Games Room - Mini Golf - Beach towels - Residential Neighborhood - 24/7 Available Hosts

Outdoor spacesWalkabilityCondition

Superhost

Home in Villas

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,

WalkabilityPetsValue

4.83 out of 5 average rating, 207 reviews

4.99 out of 5 average rating, 100 reviews

Villa in Cape Coral

Sunny days-Yacht Club Beach, owner managed villa!

SunnyBelle is a fully furnished and open concept 3BR/2BA heated pool home in Cape Coral’s Yacht Club area! Featuring canal views, screened lanai, outdoor TV, grill, string lights, and fenced pet-friendly yard- you will feel right at home. Minutes to Yacht Club beach, waterfront dining, marinas, downtown Cape Coral, and quick bridge access to Fort Myers and nearby Gulf beaches. Quiet coastal setting perfect for relaxing stays. Endless summer and swaying palms await you!

Outdoor spacesPetsDecor

4.99 out of 5 average rating, 104 reviews

An expansive open kitchen and dining area showcases sleek white cabinetry and a large kitchen island. Wooden barstools provide seating at the island, while contemporary lighting fixtures hang above. Large windows enhance the airy atmosphere, revealing a modern living space in the background.

Townhouse in Fort Myers

Modern City Loft in Downtown River District

Welcome to Gun-Loft, a custom-designed modern sanctuary in the Downtown River District. This expansive 3500 square foot city loft is tailored for those seeking to embrace the cosmopolitan lifestyle, with the perfect blend of urban luxury and cultural richness. Whether it's a leisurely stroll to the Edison Ford Home, an exciting night out, or a culinary adventure in the restaurants nearby, Gun-Loft offers an unparalleled experience in the city's most coveted location.

PetsWalkabilityDecor

4.95 out of 5 average rating, 407 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.

PetsOutdoor spacesKitchen

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, 126 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.

PetsOutdoor spacesAmenities

4.78 out of 5 average rating, 134 reviews

Philips Creek Villa. Fort Myers

Wake up surrounded by trees, not traffic — your private Old Florida retreat starts here. Tucked beneath leafy canopies in a quiet Old Florida setting, it offers a peaceful retreat with easy access to Philips Creek. Enjoy relaxed interiors, a private putting green, and a shaded circular drive. Wildlife and tropical landscaping create a calm escape, yet beaches, Lakes Park, spring training ballparks, and dining are just minutes away.

PetsOutdoor spacesHospitality

Popular amenities for Cypress Lake pet-friendly home rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

4.9 out of 5 average rating, 130 reviews

Cape Serenity- Luxury Waterfront Residence

WalkabilityOutdoor spacesCondition

4.95 out of 5 average rating, 104 reviews

Bohemian Bungalow / Washer + Dryer / Private

WalkabilityPetsAir conditioning

A spacious living area features a dark sectional sofa positioned around a light-colored area rug. A large flat-screen TV is on a white media console. Natural light enters through a large window, complemented by sheer curtains. Decorative plants and a dining space are also visible.

4.98 out of 5 average rating, 49 reviews

Sunny Fort Myers Home with Convenient Location

WalkabilityPetsBeach

4.97 out of 5 average rating, 35 reviews

Swimsational Golf views

WalkabilityAmenitiesCleanliness

A fenced-in screened patio encloses the outdoor pool, showcasing clear blue water under a bright sky. Lush greenery lines the background, enhancing the tranquil outdoor space while the pool ladders offer easy access for enjoyment.

4.9 out of 5 average rating, 40 reviews

Luxury Oasis with Private Pool!

LayoutBeachParking

A spacious living area features a comfortable sofa adorned with decorative pillows. A coffee table and ottoman provide additional seating. Light from a nearby lamp creates a warm ambiance, while a colorful painting adds a focal point to the wall. A dining area is visible in the background.

4.94 out of 5 average rating, 18 reviews

Water View villa in Fort Myers（A）

Outdoor spacesWalkabilityAmenities

Superhost

5.0 out of 5 average rating, 5 reviews

Deep Lagoon Hideaway

AccuracyFamilyLocation

4.96 out of 5 average rating, 24 reviews

Renovated 4/4 with Fishing, Pool, Boating, Beach

Outdoor spacesPoolGetting around

Pet-friendly home rentals with a pool

5.0 out of 5 average rating, 7 reviews

Townhouse in Fort Myers

Lakeview Oasis- Condo Near Sanibel/Ft Myers Beach

Outdoor spacesLocationFamily

4.96 out of 5 average rating, 45 reviews

Guesthouse in Fort Myers

Saltwater Pool • Canal Front • Kayaks Provided

WalkabilityOutdoor spacesKitchen

4.85 out of 5 average rating, 26 reviews

TikiTime Tropical Riverfront Retreat

Outdoor spacesCheck-inHot tub

5.0 out of 5 average rating, 16 reviews

Home in Pelican

Newly Remodeled 4BR Home with Private Heated Pool

ConditionComfortAccess

5.0 out of 5 average rating, 26 reviews

Home in Villas

3 bed/2 bath Saltwater Pool House Near Everything

WalkabilityOutdoor spacesIndoor spaces

An inviting pool area is surrounded by a screened enclosure, allowing natural light to illuminate the sparkling water. Comfortable lounge chairs are positioned alongside, while a dining space with a table and chairs is visible in the background, enhancing the outdoor experience.

5.0 out of 5 average rating, 55 reviews

Serene Modern Oasis | Private Pool in Fort Myers

WalkabilityOutdoor spacesBeach

A serene outdoor space is viewed with a heated pool in the foreground, surrounded by lounge chairs. Lush palm trees line the water's edge, where a private dock extends into the Caloosahatchee River, offering a tranquil setting for relaxation.

4.97 out of 5 average rating, 31 reviews

Cape Coast Retreat | Waterfront - Pool - Sleeps 13

Outdoor spacesHospitalityGetting around

4.91 out of 5 average rating, 90 reviews

A spacious open-concept living area is showcased, featuring a modern kitchen with an island and sleek cabinetry. Large glass doors provide abundant natural light and views of the outdoors. Rustic wooden beams contrast with the contemporary décor, highlighting both elegance and comfort.

Home in Pelican

AquaLux Smart Home

Outdoor spacesPetsLong stay

Private, pet-friendly home rentals

5.0 out of 5 average rating, 23 reviews

Palm Tree & Gulf Getaway 2 bedrooms 3 bed &Sunroom

PetsAmenitiesIndoor spaces

Superhost

4.78 out of 5 average rating, 49 reviews

Spacious house in quiet and nice neighborhood

PetsOutdoor spacesAccuracy

4.98 out of 5 average rating, 45 reviews

Modern Heated Pool Oasis

WalkabilityPetsCleanliness

4.81 out of 5 average rating, 21 reviews

The image captures a well-maintained private yard surrounded by a white lattice fence. Tropical plants, including palm and leafy ferns, provide lush greenery, while a butterfly decoration adds a touch of charm. Bright sunlight illuminates the scene, enhancing the vibrant colors.

Townhouse in Villas

Tropical Townhouse Close to Dining•Shops•Pet Ok

WalkabilityPetsKitchen

5.0 out of 5 average rating, 15 reviews

Home in Villas

Fort Myers Pool Home | Pet Friendly | Near Beaches

PetsDecorBeach

5.0 out of 5 average rating, 37 reviews

A cozy living area contains a comfortable beige sofa and a black reclining chair. A white coffee table is situated in front of the sofa. Natural light filters through the window curtains, illuminating the space. A ceiling fan and wall-mounted TV enhance the inviting atmosphere.

Home in Iona

Impulse 25 Beach Cottage

PetsOutdoor spacesCondition

4.95 out of 5 average rating, 21 reviews

Family-Friendly 3BR | Near Baseball, Beaches & RSW

PetsBathroomQuiet