Pet-friendly holiday rentals in Estero Island

Holiday home in Fort Myers Beach

An airy kitchen and dining area showcases light wood flooring and a spacious island with bar seating. White cabinetry contrasts with a vibrant blue backsplash. A dining table with blue chairs is accented by natural light from large windows, creating a bright and open space.

5 out of 5 average rating, 13 reviews

Heated pool, canal, outdoor kitchen & walk 2 Beach

Relax with the whole family at this peaceful place to stay on Fort Myers Beach. Fully renovated with 3 BR & 2 full bath. New central AC/ Heating unit. Enjoy a day in the heated pool or on your private dock looking out to the bay. 10 minute walk to the beach, Publix or the mid-island restaurants at the marina behind Publix. 3 BR, 2 bath with one room being a twin trundle bed. Enjoy one of the most quiet areas on the island to take walks or morning bike rides. Fully renovated since Ian & Milton

An aerial view showcases a colorful bungalow surrounded by palms, situated just steps from the beach. The home is highlighted by a vibrant exterior and is positioned among other residences in a coastal setting, with the ocean prominently visible in the background.

5 out of 5 average rating, 9 reviews

‘Coconuts on the Beach’ House + Hot Tub

Relax with the whole family at our peaceful bungalow, just steps from the beautiful white sands of Ft. Myers Beach. Drink your coffee on the upper deck while gazing into the endless waters of the gulf. Fish from the beach or on the opposing end of the road off of “back beach” pier. Ride our beach cruisers to Time Square with countless dining and shopping opportunities or spend the day at MargaritaVille Resort. Publix grocery within walking distance. Covered parking for 3 vehicles/gulf carts.

An aerial view of a coastal duplex home positioned near a tranquil canal. The residence features a pool surrounded by loungers and palm trees. Two kayaks are visible along the dock, suggesting access to water activities. Bright blue accents add a cheerful touch to the exterior.

5 out of 5 average rating, 16 reviews

Blue Sky Beach Escape * beach, pool and relaxation

Escape to Fort Myers Beach and experience a classic Florida getaway at this stunning 3-bedroom duplex vacation home, located on one of the quiet canals on the Bayside of the island. This recently remodeled & furnished home, offers the perfect combination of comfort, convenience and relaxation, ideal for friends or families. One of 2 homes that share a pool and dock, YOU MUST BE PREPARED TO SHARE THE OUTSIDE POOL SPACE. The 2 houses are also available to rent together if you have a larger group.

Apartment in Fort Myers Beach

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.

4.94 out of 5 average rating, 16 reviews

Gorgeous Beach Residence with Pool, Spa, and Bikes

Welcome to Margarita Mansion! This intimate four-condo development features a large heated pool, spa, and bikes, all within walking distance to the beautiful white sandy beaches of Fort Myers Beach, FL. This listing is for unit 3 at Margarita Mansion, which is a 2/2 apartment with kitchen and pool/spa access. Pet friendly with a sleeping capacity of up to four guests, this property is perfect for those seeking an amenity rich accommodation with private patio and close proximity to the beach!

4.93 out of 5 average rating, 56 reviews

The exterior showcases a modern home with a spacious driveway and lush landscaping under a vibrant sky. A cozy outdoor seating area adorned with tropical plants and a pool presents a serene waterfront view, complemented by a well-lit interior featuring a stylish dining area.

Home in Cape Coral

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

This modern and clean 3 BR, 2.5BA waterfront home boasts direct Gulf access, perfect for the avid boater. Step inside to find a beautifully decorated oasis with natural colors and high-end finishes throughout. The fully stocked kitchen is a chef's dream, while the dedicated workspace offers a quiet area to focus on work or relaxation. Located centrally within walking distance to shops/restaurants, this home offers guests easy access to all that Cape Coral has to offer. We are dog-friendly!

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.

5 out of 5 average rating, 25 reviews

Seabreeze Hideaway

Located in Sun Retreats Fort Myers Beach (formerly Indian Creek), just 3 miles from Fort Myers Beach, Bunche, and Sanibel Island, and Margaritaville. The property offers amenities, including pools, pickleball, tennis, and numerous activities. It’s a great location, away from the main beach traffic but still close to shopping. The trolley also stops right at the entrance. The bungalow features a fully equipped kitchen and allows one pet up to 20 pounds. An occupant must be 35 or older.

Superhost

Apartment in Fort Myers Beach

4.83 out of 5 average rating, 36 reviews

Sun & Fun | Beach Front Condo, Pool, Tennis

Your ideal Fort Myers Beach getaway awaits. Wake up to the Gulf breezes, stroll along the beach, lounge by the pool and end your day with unforgettable sunsets! This comfortable condo has everything you need for a laid-back, sunny escape in a highly sought-after location! *Balcony w/ seating *Beach is at your doorstep *Pool, tennis & pickleball *Prime location at Estero Beach & Tennis Club *King bed, well-equipped kitchen *Laundry *Easy ride to shops, restaurants + local attractions

Superhost

A calming beach scene is captured just before sunset, displaying soft pastel hues in the sky. The sandy shore appears tranquil, with gentle waves meeting the horizon. A single figure can be seen in the distance, adding a sense of scale to the vast landscape.

Guesthouse in Fort Myers Beach

4.81 out of 5 average rating, 112 reviews

Beachside Living – Walk to the Water!

Escape to our cozy one-bedroom beach retreat! Located on the lower level with a private entrance, enjoy your own living room, bathroom, and peaceful privacy. Just a 5-minute walk to the beach and 10 minutes to the island center. Relax outdoors with seating and a refreshing outdoor shower. Parking is available, plus boat parking on the canal. The perfect mix of comfort and convenience for your island getaway. Book now and enjoy sun, sand, and serenity just steps away!

4.94 out of 5 average rating, 371 reviews

Home in Fort Myers

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.

5 out of 5 average rating, 45 reviews

Grace by The Sea · 2025 Build · Steps to Beach

This stylish coastal home offers a brand-new experience with a spacious lanai and backyard, all with just a 6-minute walk to the sugar sand beach. Start your morning with coffee on the covered front porch, enjoying Gulf breezes. Relax by the pool with a book throw something on the blackstone grill, play corn hole or enjoy cozy outdoor seating for lounging and dining. End the day with a sunset stroll or a short drive to nearby bars and restaurants.