Vacation rentals in Estero Island

4.97 out of 5 average rating, 119 reviews

A compact living area features a light-colored sofa and wooden accents. A sturdy ladder leads to a lofted sleeping area. Natural light fills the space, highlighting a well-equipped kitchenette with modern appliances and a small dining area. A door offers access to the outside.

Tiny home in Cape Coral

Private Hot Tub | King Bed Loft | Hammock Swings

🛜500mbps+ WiFi 🏠Fully private + Private entrance 🌴Hammock Swings ☀️ Outdoor Patio 🦩Private Hot Tub 🥑Kitchenette w/ electric hot plate 😴King Size Bed Loft 📚Work Desk 📺 55 inch Smart TV + Roku ❄️ Cold A/C 🚘 1 parking space Ask about our optional Romantic Occasion Package perfect for anniversaries or a couples getaway ✨❤️ NOTE: Accessing the bed requires climbing a ladder. While sturdy and secure, it may not be suitable for guests with mobility limitations, so please consider this before booking.

Superhost

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, 198 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

An open-concept living space is highlighted by a modern kitchen featuring white cabinetry, a large center island with seating, and stainless steel appliances. A comfortable seating area includes soft chairs and a sectional sofa, with natural light streaming in through an arched window.

4.98 out of 5 average rating, 115 reviews

Island Oasis Steps From the Sugar Sand Beach

Important Note: This apartment had no damage from hurricanes in 2024. Everything is perfect here. Beaches are beautiful, pool is relaxing and welcoming. Thankfully the island restaurants and bars are also back up and going in fun island style! Beaches are beautiful and our brand new pool is complete and ready to enjoy. Be one of the first to enjoy this complete remodel renovation. No expense was spared here. Top quality memory foam mattresses with high end bed linens for a restful sleep. F

5 out of 5 average rating, 8 reviews

Home in Fort Myers Beach

Bayfront Bliss

Forget your worries in this spacious & serene home. Boat lift available for renters’ use, able to accommodate up to 24’! Truly relax while watching dolphins and manatees in the back bay of Fort Myers Beach with unmatched panoramic views. The sunrises over the bay are stunning! Take a very short stroll to the other end of the street & find the white sands of FMB where you can enjoy warm sunny days & amazing sunsets! Property is located midland-only 5 streets from Publix! Live like a beach local!

An open-concept space is displayed, featuring a well-equipped kitchen with gray cabinetry and a turquoise tile backsplash. A dining table with light-colored chairs is set for four. Expansive windows allow natural light and provide a view of the balcony overlooking the Gulf.

4.98 out of 5 average rating, 40 reviews

Beach Sanctuary Condo

Wake up to the Gulf's gentle breezes and breathtaking views from your private balcony! Sip morning coffee or unwind with a cocktail while a stunning sunset paints the sky. Keep an eye out for playful dolphins and watch the fascinating dance of pelicans and seabirds in the protected sanctuary below – it's nature's daily show! Our beach sanctuary is ready for you, although the island is still rebuilding, convenience is just moments away. Book your escape now and experience the magic of the Gulf!

An open concept living space features a modern kitchen with a gray countertop and bar seating. Natural light fills the room through large windows, illuminating the soft blue and neutral decor. A comfortable couch is positioned nearby, creating an inviting space for relaxation.

5 out of 5 average rating, 24 reviews

Beach view Pool Home

Escape to our newly remodeled 1-bedroom home with a pool, just steps from the beach. Renovated post-hurricane Ian, it offers easy access to white sand beaches, Lover’s Key State Park, and the lively FMB district. Enjoy the fully stocked kitchen, dishwasher, washer/dryer, and unwind in the serene surroundings. Walk to bay beaches, dine at new restaurants, and experience a perfect blend of relaxation and adventure. High-speed WiFi ensures you stay connected. Book your beachside retreat now!

5 out of 5 average rating, 27 reviews

A modern kitchen is displayed with sleek white cabinetry and stone countertops. Stainless steel appliances and a spacious island with seating are featured. Large windows allow natural light and views of the outdoor patio, enhancing the inviting atmosphere.

Home in Fort Myers Beach

Luxury Beachside House W/ Heated Pool & Elevator

261 Key West is a luxurious Oceanside single-family pool home with private elevator that will satisfy the most exquisite taste. You will not only enjoy the fine quality and style of the home, you will enjoy the Gulf waters and the soft white sandy beaches of the Gulf just footsteps from your door. Your stay will include beach chairs, umbrellas, sand toys, fishing rods, kayak, paddle boards, and bicycles for your enjoyments. Enjoy a stylish experience at this centrally-located place.

4.97 out of 5 average rating, 108 reviews

2 Kings, Pool, Gulf Canal, Game Room and Kayaks

Unwind Cape Coral welcomes you to sunny southwest Florida, close to magnificent beaches, fishing, shelling, Minnesota Twins Spring Training & much more. Come enjoy this new construction home with heated pool, Kayaks, heated and cooled game room (PlayStation 5), gulf access - salt water canal, 4k oled tv's & many more refreshing amenities. You will love this clean & bright home with lovely décor. Located in the highly sought after Pelican neighborhood of Southwest Cape Coral!

A shaded outdoor seating area is featured under a gazebo, furnished with a long bar-style table and six chairs. A television is mounted on the back wall, and surrounding tropical plants add greenery to the inviting space.

4.98 out of 5 average rating, 118 reviews

Ready to Enjoy again! Everything is brand new!

This vacation rental unit has been totally rebuilt and is now ready to welcome guests again! Nearly everything is brand new and it is likely one of the nicest studio apartments now available on the entire island. Skip the dated condos and hotels and get ready to enjoy this newer, nicer option, located just 1 short block (800 feet) from the sand. As you’ll see from the reviews it had a great track record before the storm, and it’s been rebuilt even better! Enjoy NEW!

Superhost

A serene beach scene captures the sun setting over the horizon, casting warm hues of orange and pink across the sky. Silhouettes of distant figures are seen walking along the sandy shore, with gentle waves lapping at the water's edge.

Guesthouse in Fort Myers Beach

4.85 out of 5 average rating, 61 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!

Guest favorite

A serene coastal view captures a sandy beach stretching into the distance, bordered by lush greenery. A lighthouse stands prominently along the shoreline, while a few figures can be seen walking along the beach. The tranquil blue waters reflect the clear sky.

Home in Fort Myers

4.87 out of 5 average rating, 649 reviews

Vacation House Next To Sanibel Island And Captiva

Stay on adventure's doorstep! Biking distance (5 miles) to FMB and Sanibel island (beaches, salt water fishing, paddle boarding, kayaking ). Are guests enjoy free amenities: 1. Coffee, tea and water 2. Bikes, Paddle boards 2 3. Beach chairs (Rio - Beach) 4. Beach umbrella 5. Cooler and beach towels 6. Secured Wi-Fi 7. Amazon TV, Hulu, Disney +, ESPN + and Netflix 8. Parking for two cars 9. Washer and dryer 10. BBQ 11. Kids toys and books and more....

Superhost

5 out of 5 average rating, 4 reviews

Seaside 302 - Beachfront 2BR/2BA - Solmate on FMB

Solmate is a well-appointed, breathtaking beach front condo located mid-island on beautiful Fort Myers Beach, FL. This is a 2br/2ba third floor unit with direct beach front views. The condo sleeps up to 6 people. The full kitchen has everything you need from pans to an air fryer and everything else in between. The bedrooms and living room have flat screen 4K HD Smart Tvs for your entertainment. Supermarket is located literally across the street.

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Popular amenities for Estero Island vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great vacation rentals in Estero Island

An open and modern kitchen features sleek granite countertops and white cabinetry. Stainless steel appliances are available, including a coffee maker and a double sink. Natural light fills the space through large windows, enhancing the minimalist design.

4.99 out of 5 average rating, 69 reviews

Cape Eternal Paradise

MeganRating, 5 stars2 weeks ago

We had the most wonderful stay here! The house was beautiful, clean and absolutely perfect! The pool was amazing! We absolutely LOVED our stay and wanted to stay an extra day! Joeldys was the best host..so responsive and absolutely amazing! Highly recommend staying here and we will be back! Thank you so much!

A breathtaking sunset reflects on the calm ocean waters, with vibrant colors blending from deep blue to warm orange and purple. The sandy beach stretches out in the foreground, offering a serene and peaceful atmosphere as the day transitions into evening.

5 out of 5 average rating, 9 reviews

Beachfront @ Elevate in the Sun!

TaylorRating, 5 stars3 weeks ago

There were extensive directions, which made everything very easy! The host also checked in with us after we got there and was super responsive. We loved how close and accessible the beach was! We would stay here again!

5 out of 5 average rating, 6 reviews

This gem is just steps to most beautiful beach!

HeidiRating, 5 stars1 month ago

We had such a great time. Cindy's condo was perfect for the two of us. Estero Beach was our favorite beach from the whole vacation, and what was best it was right outside!! We found so many shells,and saw dolphins. It's a great place to stay. Cindy was always just a text away,and responded right away. We would definitely stay there again!

A spacious bedroom features a king-sized bed adorned with a coastal-themed quilt and decorative pillows. Two large artwork pieces depicting marine life are displayed above the bed. A bench sits at the foot of the bed, and a sliding glass door provides access to the balcony with ocean views.

5 out of 5 average rating, 3 reviews

Casa Playa (Beach House) #705 - Casa Bay

ElizabethRating, 5 stars3 months ago

We were first-timers to this area of Florida and we enjoyed it very much. We liked that the Casa Playa is away from the busy Times Square area but still very easily walkable. Great restaurants and all offered entertainment all day long. The island has free shuttles running from the north end of the island to the Library (just south of Times Square) from morning until night so if you didn't feel like walking/driving, that is a nice feature. Casa Playa is on the beach so you walk out from the elevator, take about 20 steps and you are on the beach. Loved the available chaise lounges, adirondack chairs, side tables, umbrellas, ice machine, also coolers/beach towels provided in the room were a plus. If we had to complain about anything, it would be the elevator. It worked the night we arrived and the next day it did not, but was fixed that same day, within a couple of hours. We will be back next year, and will stay longer in an ocean view room, rather than bay side, which was still lovely.

Guest favorite

A modern kitchen area is highlighted with a spacious island topped with light-colored granite. Three woven barstools sit casually at the island, and ample cabinetry surrounds the space, complementing the bright, open feel of the room.

5 out of 5 average rating, 5 reviews

Rose Garden (Arcade and Large Hot Tub)

JuliaRating, 5 stars2 weeks ago

Amazing stay. The house is super comfy, we loved the hot tub spa, games in the garage, loved the kitchen. Everything was clean and a lot of light coming from the windows which we loved. We didn’t get the time to grill but that grill looked amazing too. Definitely recommended. ⭐️⭐️⭐️⭐️⭐️

A spacious villa is surrounded by tranquil waters, palm trees, and a private dock featuring a tiki hut. The property displays a large screened lanai, enhancing open-air living. The serene water view complements the retreat-like atmosphere of this unique corner lot.

5 out of 5 average rating, 24 reviews

A tropical boaters pet friendly paradise!

CoryRating, 5 stars2 months ago

Tracy was an excellent host. Super helpful and very responsive. House was spotless when we arrived and everything was as advertised. Location was beautiful with plenty of great bars and restaurants nearby. The family loved the pool/hot tub and the gazebo on the water. I would highly recommend this place to stay.

A spacious outdoor patio area is visible, featuring a dining table surrounded by chairs. Lush palm trees offer shade, while the expansive view of the Caloosahatchee River is prominent. The surface is tiled, and a distant dock is partly visible along the water's edge.

4.98 out of 5 average rating, 41 reviews

Beautiful River Front House with Pool and Hot Tub

SheriRating, 5 stars1 week ago

The house was perfect and the view was amazing! Perfect place to make memories! Already looking to book again next year!

An aerial view showcases the coastal neighborhood of Fort Myers Beach. The blue structure indicates the property location amidst greenery, residential buildings, and proximity to the coastline. The ocean sparkles in the background, while the layout of nearby roads and homes is visible.