Pet-friendly holiday rentals in Estero Island

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, 7 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.

The outdoor area features a heated pool and spa surrounded by a spacious patio. Lounge chairs are positioned beside the pool, providing a relaxing atmosphere. Sunlight reflects off the water, with palm trees and a canal visible in the background.

5 out of 5 average rating, 7 reviews

Walk to Beach! Updated home w/ POOL & SPA

Walk to beach- Classic 1950's beach cottage updated with modern conveniences, including newer HEATED pool & spa! Home has 2 bedrooms w/ King & Queen beds, new queen sofa sleeper, updated and fully-equipped kitchen with granite and new stainless appliances, as well a huge island with a wine refrigerator and coffee/bar with a dual Kuerig coffee maker, any glass you will need, juicer for fresh OJ and a beverage refrigerator! TV's in all bedrooms, LR, outdoor TV, firepit & more! FMB Reg#2256

5 out of 5 average rating, 27 reviews

Just Beachy • Pool • 2 Kings+ • 3 Min to Beach

Personally hosted by Paul & Alicia of Dancing Palms Vacations, this brand-new home offers Gulf views from the front porch—just steps from the white-sand beach. The 3BR/2BA retreat sleeps 8 with 2 KING bedrooms, a private heated pool, and a fenced outdoor living/dining area with TV and boutique coastal hotel vibe. Enjoy all-new furnishings, games, and beach gear. Open-concept living/kitchen/dining with 85” smart TV. Family-friendly and walkable to bars, restaurants, shops, and the marina.

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.

Apartment in Fort Myers Beach

4.86 out of 5 average rating, 35 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

Guest suite in Fort Myers Beach

A modern kitchen features stainless steel appliances, including a refrigerator and oven. White cabinetry contrasts with a textured brown rug. Natural light flows through large windows, enhancing the bright atmosphere. Potted plants add a touch of greenery to the space.

4.89 out of 5 average rating, 288 reviews

Charming suite w/ private deck Downtown FMB

Discover the perfect blend of modern and tropical charm at our 1BR/1BA loft apartment in Downtown Fort Myers Beach. Just a 2-minute walk to the white sands, this upscale retreat is walking distance to the beach, Times Square, restaurants, bars, and shops. Enjoy water sports, kayaking, parks, and more. Ideal for couples, snowbirds, or anyone seeking a tropical escape, The Loft FMB combines modern comforts with island relaxation truly designed to feel like your home away from home.

Condo in Fort Myers Beach

4.91 out of 5 average rating, 11 reviews

Gorgeous condo with pool and spa

Welcome to Margarita Mansion! This intimate four-condo development features a large heated pool, spa, free bikes and is within walking distance to the beautiful white sandy beaches of Fort Myers Beach, FL. This listing is for unit 5 at Margarita Mansion, which features two bedrooms and two bathrooms. Pet friendly with a sleeping capacity of up to seven guests, with a patio and bikes this listing is perfect for guests seeking an amenity rich experience that is close to the beach!

4.97 out of 5 average rating, 149 reviews

A refreshing heated saltwater swimming pool is surrounded by a screened enclosure, featuring two sun loungers partially submerged in water. An oversized teal umbrella provides shade, while a small floating tray holds drinks. The serene canal views are visible in the background.

Home in Cape Coral

Heated Pool & Game Room Waterfront Family Retreat

★ New 4BR/2BA Waterfront Home ★ Top-Rated for Cleanliness & Comfort ★ Heated Saltwater Pool & Hot Tub ★ Screened Lanai + Grill + Sunset Views ★ Fully Stocked Kitchen & Game Room ★ Spacious Open Floor Plan – Sleeps 12 ★ Fishing, Fire Pit & Outdoor Dining ★ Relax Under Palms by the Waterfront ★ Minutes to Cape Coral Beach & Dining ★ Close to Fort Myers, Sanibel & Gulf Fun ✨ Villa Belleriva: Where comfort, style & Florida sunshine meet for an unforgettable stay in paradise.

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

4.8 out of 5 average rating, 106 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, 368 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.

4.9 out of 5 average rating, 10 reviews

Across the beach, free parking, bbq, fits 4, pets

Stay just 600 ft from the beach and a 10-min walk to downtown Fort Myers Beach, with bars and restaurants like Mr. Waves Island Bar. This cozy bungalow sleeps 4 with 2 queen beds, a full kitchen, and a luxurious shower in the full bathroom. Enjoy the patio, grill-ready back porch, and a large garden perfect for outdoor games. We provide beach chairs, umbrella, cooler, and towels—everything you need for a perfect beach day.

A charming single-story retreat is surrounded by lush landscaping and palm trees. The exterior is painted in a soft blue hue, complemented by a metal roof. A spacious driveway leads to the entrance, offering a welcoming first impression.