Apartment holiday rentals in Estero Island

A sparkling pool features a waterfall and is surrounded by palm trees. Lounge chairs are positioned around the pool area. In the background, views of the bay are visible under a clear blue sky, creating a serene vacation atmosphere.

4.92 out of 5 average rating, 211 reviews

Ft Myers Beach & Lovers Key State Park- FANTASTIC!

BEACHES ARE OPEN! Beautiful Views, large unit, Enjoy the sun, beach, and excitement of Florida. Lovers Key State Park, beautiful beaches, hiking & biking trails, Ft Myers Beach, white sand, many activities. Views of the gulf & bay area. Exercise room, wifi, great swimming pool- the beaches & trails you come to Florida for. Ft Myers beach has the white sand you think of when visiting Florida. The Gulf Coast Beach, and Lovers Key State Park are there for your enjoyment. Great place for Memories

4.95 out of 5 average rating, 110 reviews

A panoramic view of a sandy beach stretches out towards the horizon under a clear blue sky, dotted with white clouds. Beach chairs are set up along the shore, with lush green vegetation in the foreground, leading to the water's edge.

Apartment in Sanibel

100+ 5 Star Reviews and Right on The Beach!

We are a Superhost for a reason! Sanibel Siesta looks amazing! Immaculate beachfront, 2BR, 2BA w/garage, nicely updated beachy unit at sand's edge. Cooks kitchen. Amazing views of the Gulf w/5 star ratings! 3-day min. New hurricane windows, nicely furnished with ELEVATOR IN BUILDING! Discount for weekly/mo. rentals. BR 1:King bed ensuite, smart TV. BR 2: 2 tw. beds, smart TV. Qn. sofa bed in LR. Pool, golf course, bikes, laundry on site. No food or condiments stored in unit. May allow sm. dog.

Superhost

A spacious pool area is visible, featuring lounge chairs arranged around a clear blue pool. Palm trees provide a tropical feel, and the beach is accessible through a wooden pathway in the background. Clear skies contribute to the inviting atmosphere.

4.9 out of 5 average rating, 79 reviews

3BR BeachCondo | Gulfside Pool | Hot tub | Sleep 8

Welcome to GullWing 202! Experience the comfort of our OWNER-MANAGED 3-bedroom, 2-bath condo situated on Estero Island's broadest white-sand beach. Unwind and bask in the sunshine on the beach or beside the pool, all while supporting the restoration of Fort Myers Beach! Our pool area is ready for enjoyment, featuring brand-new loungers and fresh BBQ grills. Plus, with Publix and CVS open, as well as a growing selection of restaurants, you'll have all the essentials for an ideal getaway.

A glass filled with a refreshing drink is held against a vibrant sunset backdrop. Soft golden light reflects off the surface of the drink, while wispy clouds scatter across the sky, indicating a serene beachfront setting.

4.93 out of 5 average rating, 46 reviews

Vacation Villas #132 Second Floor Beachfront Condo

We are back! Everything in the apartment is all brand new - be the first to experience our newly renovated space! Vacation Villas is the northernmost building on the island, with a secluded beachfront for your enjoyment, but only a short one mile walk to 'Times Square' - the heart of the island. Outdoor living at its best: on the beach, at the pool, on the private lanai, or cooking in the grilling area. Sink your toes in the powdered sugar sand and you will never want to go anywhere else!

4.91 out of 5 average rating, 46 reviews

The Shores Penthouse Gulf 100% ocean Gulf front

All windows face beach. As close as you can get to the ocean. Under building parking.Enjoy your island vacation in this spacious and tastefully decorated, Florida motif, direct Gulf-front, one bedroom condo. The Shores is currently having elevator rebuild since hurricane Ian. The condo features a patio area with tiki huts and deck. If you want a secluded beach experience, Lovers Key State Park is a beautiful stretch of sand surrounded by mangroves and tidal lagoons. Breathtaking sunsets..

Superhost

4.92 out of 5 average rating, 12 reviews

**Luxury Beach Front Condo w/ Pool in heart of FMB

You'll absolutely love this 2 bed / 2 bath beachfront condo that includes: *Direct access to the powder white sand on Ft. Myers Beach * Pool and hot tub are OPEN! New furniture is being delivered and we will have updated photos soon! * Less then a mile to all of the shops and restaurants in Times Square * Fully stocked gourmet kitchen * Dedicated free parking space included * Elevator for easy access * Beach towels and chairs provided * Fantastic views from the private balcony

A light-filled living area features a comfortable sofa, accented with decorative pillows. A large flat-screen television is mounted on the wall, and a stylish coffee table sits on an area rug. Sliding glass doors open to a balcony, providing views of the surrounding greenery.

4.92 out of 5 average rating, 72 reviews

Paradise and waterfront views await!

Enjoy the best of island living in this beautifully situated condo on Fort Myers Beach’s Estero Island. Nestled along a peaceful canal, this residence offers stunning water views right from your private balcony—perfect for morning coffee or sunset cocktails. Just a short walk brings you to the pristine sandy shores of the Gulf, where you can swim, sunbathe, or enjoy a beachfront stroll. The condo’s location combines tranquil waterfront living with easy access to restaurants, and shops.

A clear view of a high-rise condominium is shown, with white sand beaches and palm trees in the foreground. The water reflects vibrant turquoise tones under a partly cloudy sky, indicating a pleasant beach environment. Beachgoers can be seen enjoying the shoreline.

4.92 out of 5 average rating, 106 reviews

Lovers Key Beach Club Private Beach

Minimum age to book is 25 please. 7 night minimum Lovers Key beach front, with all of Lovers Key State Park just across the street which also has beautiful white, sand beaches. Beach...Dolphins...Fishing...Kayaking...Biking...right out your door! Beautiful sunrise and sunsets from the condo. Private beach with private pool. Next door to multiple beaches, restaurants and bars within short distance. Private enough to be out of the hustle and bustle.

4.83 out of 5 average rating, 121 reviews

206C Gulf Water Views + 2 bikes + beach gear

Beachfront & Gulf Water Views at Estero Beach & Tennis Club 206C Wake up to unobstructed Gulf views in this 5-star Fort Myers Beach condo! Enjoy early check-in, no checkout chores, and every comfort—from a king GhostBed, full kitchen with dishwasher, free high-speed WiFi, heated pool, tennis/pickleball courts, BBQ grills, free parking, and stocked beach gear. Steps from the sand with sunsets you’ll never forget.

5 out of 5 average rating, 5 reviews

Vacation Villas #331

Step into beachfront comfort with this beautifully maintained 2-bedroom, 2-bathroom condo in the desirable Vacation Villas on Fort Myers Beach. This spacious unit boasts breathtaking views of the Gulf, visible from the private screened-in balcony—perfect for relaxing with morning coffee or evening sunsets. Onsite management provided by #1 rated: Fort Myers Beach Vacation Rentals.

A cozy living room features a light-colored sofa and an accent chair, complemented by a wooden coffee table. A piece of coastal artwork decorates the wall. The space opens to large sliding glass doors, providing views of the ocean and access to an outdoor balcony.

5 out of 5 average rating, 10 reviews

Seaside Resort Unit 309

This property requires a 7 night minimum from December- April Welcome to Seaside Oasis, your beachside getaway on the Gulf of America. This newly remodeled 2-bedroom, 2-bathroom condo situated right on the white sandy beaches of Fort Myers Beach is the perfect place for your getaway, offering spectacular beach views, water views and amazing sunsets!