Pet-friendly holiday rentals in Estero

4.88 out of 5 average rating, 123 reviews

The modern exterior of the home is highlighted by a manicured lawn and tropical landscaping, featuring palm trees and colorful shrubs. A paved driveway leads to a two-car garage, while a covered entrance invites guests into the villa.

Villa in Cape Coral

Heated Pool | Canal | Modern | New | Southern Exp.

Welcome to the brand new, absolutely stunning, Villa Southbreeze! This 3 bedroom, 2 bathroom vacation rental is fully furnished &equipped. Stunning high ceilings, huge 72" fireplace, office, laundry room all Samsung stainless-steel appliances, and much more. Out by the huge screened-in pool area you'll find a private electric heated pool, BBQ propane grill, several loungers, large table + chairs. The heated pool features two fountains and a shallow "beach area". Welcome to the villa Southbreeze!

4.93 out of 5 average rating, 116 reviews

A clean outdoor pool is surrounded by a safety fence, with clear blue water reflecting the sky. Several lounge chairs are positioned nearby for relaxation, while lush greenery and an open landscape are visible in the background, creating a serene atmosphere.

Flat in Fort Myers

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.

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*

The exterior of a two-story house is framed by palm trees, showcasing a welcoming entry with steps leading up to a spacious deck. Lush green foliage surrounds the home, providing a tropical feel beneath a clear blue sky.

4.86 out of 5 average rating, 143 reviews

#Closest2Beach - 3BD/3BA Oasis by RITZ BEACH GOLF

CLOSEST RENTAL HOME TO BEACH in Naples Park. Sleeps 6 with possibility of up to 10 by adding the additional Private Suites if available. Great Home for Large Family Vacations located near Ritz Carlton Beach Resort in Naples. Short Stroll to soft white sands at Vanderbilt Beach-Restaurants-Shops-Boats! See other listings for options: #Closest2Beach - 4BR/4BA Lux by RITZ- BEACH & GOLF #Closest2Beach - 4BR/4BA Cabana by RITZ BEACH GOLF #Closest2Beach - Huge 5BR/5.5BA by Ritz & Beach

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.

4.93 out of 5 average rating, 179 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:)

Shipping container in Fort Myers

4.83 out of 5 average rating, 12 reviews

Container Tiny Home, Yard, FGCU & Pet Friendly

Stay at our Zen Container Tiny Home on the edge of Fort Myers and Estero — minutes from malls, supermarkets, FGCU, outlets, restaurants, state parks, kayaking, Hertz Arena, and 15-20 minutes to the beach ! Modern wabi-sabi decor, brand new appliances, rain shower, and cozy living space with 75” TV. Fully fenced grassy yard with a mulberry tree, fire pit, and plenty of room for your pet to play. Peaceful, safe street yet close to everything. Perfect for a relaxing getaway

4.83 out of 5 average rating, 186 reviews

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,

4.94 out of 5 average rating, 362 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 spacious living area is presented with two gray sofas and two blue armchairs arranged around a decorative coffee table. A large television is mounted on the wall, and natural light filters through the plantation shutters, illuminating the room's light-colored tile flooring.

5 out of 5 average rating, 126 reviews

Bonita Retreat: Heated Pool - Minutes to Beach

We know that you’ll love it here – whether you spend your time lounging by our pool, or at beautiful Barefoot Beach, less than 3 miles away. Our home is close to everything, so many beautiful beaches, great shopping and world class restaurants. If dining-in is more your thing, you will have a fully stocked kitchen with every amenity you could wish for. This is our own vacation home, so we’ve made every effort to make it as comfortable and convenient as possible.

4.9 out of 5 average rating, 164 reviews

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.

A heated pool is surrounded by a screened-in lanai, showcasing clear blue water reflecting sunlight. Two lounge chairs with striped cushions are positioned nearby under a spacious umbrella, offering shade against the bright sky. Lush greenery is visible in the background, enhancing outdoor privacy.

4.91 out of 5 average rating, 170 reviews

555 Royal Palm Villa | Luxury Heated Pool Home

Luxury resides at this 3 Bed/2 Bath with Heated Pool. You'll surely be happy spending your stay at this single family home located on the most desired block of the popular Naples Park neighborhood, only a 3 minute drive from Vanderbilt Beach and Wiggins Pass Beach. Xfinity Comcast Cable & Internet service Free to our guests. Beach chairs, umbrellas and towels are available to make your trip to the beach an easy one.

The screened-in pool area features a sparkling swimming pool surrounded by a spacious deck. Natural light filters through the mesh enclosure, reflecting off the water. Outdoor seating is provided by a small table and chairs, with trees framing the serene backdrop.

4.95 out of 5 average rating, 131 reviews

Waterfront Home w/ Pool. Minutes to Sanibel

Where prime location meets tropical paradise. Welcome to your very own lakefront, poolside oasis, less than 10 minutes from the beach! Close to Sanibel Island, Fort Myers Beach & Bunche Beach, as well as local shopping, amazing restaurants, fun nightlife in Downtown Fort Myers and the winter homes of Thomas Edison & Henry Ford. Fully renovated throughout. The perfect destination for a family or friends vacation!

Popular amenities for Estero pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

Superhost

An outdoor seating area is illuminated by ambient lighting under a large, white umbrella. A cozy fire pit surrounded by stones provides warmth and atmosphere, while a grill is positioned nearby. Lush greenery and a privacy fence enhance the secluded feel of the space.

4.93 out of 5 average rating, 73 reviews

Cozy Home | 20 min to Beach | Private Backyard

A welcoming living area features a white sectional sofa adorned with neutral pillows. A glass-top coffee table sits at the center, showcasing a decorative centerpiece. Large windows provide a view of the lush garden and private pool area through bright, natural light.

5 out of 5 average rating, 9 reviews

Paradise in the Park - Heated Pool

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.

4.91 out of 5 average rating, 68 reviews

AquaLux Smart Home

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

A private pool is surrounded by palm trees and a spacious patio area. Several lounge chairs are positioned for relaxation, and decorative string lights are visible in the background. The scene is framed by a wooden fence, providing a sense of privacy.

4.98 out of 5 average rating, 111 reviews

Midweek Jan Sale! HotTub+Beach Gear+5 min to Town

4.92 out of 5 average rating, 53 reviews

Villa Bonita - Pool, Hot Tub, Fire Pit

Superhost

4.8 out of 5 average rating, 5 reviews

Coral Waters Modern Escape | Pool Home

The private, heated pool is surrounded by a screened enclosure, showcasing lush tropical landscaping. Soft lighting reflects off the water's surface, while an inviting jacuzzi is situated beside the pool. Two lounge chairs are positioned for relaxation in this serene outdoor space.

4.96 out of 5 average rating, 135 reviews

Coastal Modern Retreat with Heated Pool and Spa

Pet-friendly home rentals with a pool

Superhost

A private, screened-in backyard features a heated swimming pool surrounded by two lounge chairs with a small table. A BBQ grill is positioned nearby, and string lights illuminate the area, enhancing the outdoor relaxation space.

5 out of 5 average rating, 4 reviews

Private Spa Oasis: 5 min Beach/Heated Pool/Firepit

5 out of 5 average rating, 15 reviews

Flat in Fort Myers

Luxury II

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.

4.94 out of 5 average rating, 149 reviews

Paradise on Estero Bay

A modern living area is showcased with sleek white seating arranged around a glass coffee table. The glossy tile floor reflects natural light, while a textured rug adds visual interest. The open layout transitions smoothly into a contemporary kitchen visible in the background.

4.95 out of 5 average rating, 19 reviews

Luxury Living Naples Park Pool Home close to beach

The outdoor pool area is enclosed by a screened lanai, showcasing a tranquil setting with palm trees and water views. Comfortable lounge chairs line the poolside, while the surface reflects the colors of the sunset, providing a serene atmosphere.

5 out of 5 average rating, 11 reviews

Luxurious 4-Bed Pool Home with Dock & Gulf Views,

A serene saltwater pool is featured within a screen-enclosed lanai, surrounded by lush greenery and palm trees. A spa is integrated beside the pool, while comfortable seating and a shaded umbrella complete the outdoor space, inviting relaxation under the blue sky.

4.97 out of 5 average rating, 34 reviews

Heated Pool & Spa, Near Beach, Naples Luxury Home

A private outdoor space features a saltwater pool and hot tub, surrounded by lush greenery. Comfortable seating arrangements include a fire pit and outdoor dining area, all sheltered under a screened enclosure, providing a tranquil setting for relaxation.

4.97 out of 5 average rating, 207 reviews

LUXE: Beach Home w/ Screened Pool & Spa, BBQ

An outdoor area features a private pool surrounded by light-colored patio tiles. Chaise lounges are positioned near the pool, with a covered dining area and outdoor television visible in the background. Lush trees provide a natural border, complementing the twilight sky.

5 out of 5 average rating, 16 reviews

Serene Pool Retreat - BBQ, Games, Outdoor TV

Private, pet-friendly home rentals

4.92 out of 5 average rating, 13 reviews

A heated pool is surrounded by a screened-in enclosure that enhances outdoor enjoyment. An integrated spa complements the pool area, while a tiki hut with a thatched roof offers shaded seating. Lounge chairs are positioned on the tiled deck, providing space for relaxation.

Flat in Fort Myers Beach

Gorgeous Beach Residence with Pool, Spa, and Bikes

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.

4.84 out of 5 average rating, 68 reviews

Central Cape Casita

Cottage in Bonita Springs

The exterior of a cottage is shown, featuring a brown shingled roof and a garage door with a wood-like finish. Vibrant flower beds with hibiscus plants line the walkway, which is made of smooth concrete leading to the entrance.

4.89 out of 5 average rating, 36 reviews

A Cozy Cottage Close to Beach and Downtown

4.97 out of 5 average rating, 31 reviews

A bright living area showcases comfortable seating arranged around a coffee table. Large windows allow natural light to fill the space, complemented by a bold floral accent wall. The fully equipped kitchen features a generous countertop with seating for four.

Flat in Naples

Beachy Escape: 2BR/2BA w./ Pool, Gym, and Theater

Tiny home in Bonita Springs

A single-story house with a light exterior is presented, featuring turquoise awnings above the windows. A welcoming front porch area is adorned with potted plants. Lush green grass surrounds the home, framed by tropical shrubs and trees, creating a serene outdoor setting.

5 out of 5 average rating, 46 reviews

1952 Old Florida Cottage Between Downtown & Beach

Two glasses of water are served with orange garnishes, resting on a metal side table. The screen-in lanai frames a view of a clear pool, surrounded by lounge cushions. Lush greenery and palm trees are visible beyond the pool.

4.93 out of 5 average rating, 86 reviews

Sunny Pool Beach/Island Escape in Comfy Canal Home

5 out of 5 average rating, 25 reviews

A spacious living area is presented with soft neutral tones and a textured carpet. Large windows furnished with sheer curtains allow natural light to enter. A comfortable sectional sofa occupies one corner, while an entertainment unit holds a flat-screen television, creating a cozy space for relaxation.

Home in Fort Myers Beach

Seabreeze Hideaway

A tropical backyard oasis features a thatched tiki hut surrounded by lush greenery. Comfortable seating is arranged under the shade, while a patio area paved with large stones is visible. Palm trees rise in the background, creating a serene outdoor setting.