Beachfront holiday rentals in Estero Island

A contemporary living space features a comfortable sofa and a coffee table adorned with decorative items. Large glass doors open to a private balcony with ocean views, allowing natural light to fill the room. Soft colors and minimalistic decor create an inviting ambiance.

4.98 out of 5 average rating, 47 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!

4.95 out of 5 average rating, 133 reviews

A serene beach scene features soft, white sand leading to gentle waves. A long wooden pier extends into the calm water, framed by a vibrant sunset sky filled with hues of orange and purple. The atmosphere conveys tranquility as clouds float overhead.

Home in Naples

Beach Bliss Haven | Steps to Vanderbilt | Hot Tub

Welcome to your Naples getaway, just steps from Vanderbilt Beach! Our home combines comfort & convenience, perfect for families or couples. Inside, enjoy a fully-equipped kitchen, cozy living space, and plush bedrooms. Outdoors, your private hot tub awaits—ideal for unwinding after a day at the beach. Amenities include high-speed Wi-Fi, washer/dryer, and beach essentials. Within walking distance, you'll find great dining, shopping, and water activities. Book now for the ultimate Florida escape!

A private balcony offers a panoramic view of the Gulf of Mexico at sunset. The tranquil water reflects hues of orange and pink, while the distant shoreline features a pier extending into the bay. Two lounge chairs are positioned to enhance the outdoor experience.

4.94 out of 5 average rating, 35 reviews

Beachfront Gulf View Lovers Key Beach Club #1002

Our beautiful 1BR condo is located directly on a private, white sugar-sand beach with beautiful Gulf and bay views from a private balcony. Modern amenities and new furnishings including two 40" flat screen smart TVs. Enjoy the heated swimming pool, gas grills and our uncrowded beach, with lovely Lovers Key State Park Beach connected directly to ours. Easy access to shopping, dining, and the trolley. There are many activities/watersports here or simply relax. Keep an eye out for the dolphins!

A living area is seen featuring large glass doors that offer a view of the waterfront. Rattan furniture, including a sofa and coffee table, complements the room. Decorative sea-themed artwork adorns the walls, creating a bright and airy atmosphere.

4.96 out of 5 average rating, 114 reviews

Romance! Awesome Beach & Views! 5 Stars

Feeds the senses & nourishes the soul! Away from the crowds and noise is this spectacular, waterfront (on the beach) 5 Star corner condo allowing you private unobstructed views of the Gulf, San Carlos Pass, Fort Myers Beach, City Lights, Back Bays, wildlife and is on Lover’s Key State Park Beach (#4 in US & 3 miles of pristine white sand shelling beach and 700 acres of nature). Don't risk your chance for a lifetime memorable experience anywhere else. There is bridge construction currently.

5 out of 5 average rating, 53 reviews

A serene saltwater pool is framed by stylish pavers, featuring a built-in seating area. Sun loungers are positioned nearby, surrounded by minimalist landscaping with decorative gravel and tropical plants, creating a calm atmosphere for relaxation.

Home in Fort Myers Beach

Beyond The Sea · Walk to Beach-Town

A stylish coastal home with lush banana and palm trees only a 6 min walk to the powdery sugar sand beach. In the morning, enjoy sipping coffee on the covered front porch with the bay breeze. During the day, relax by the saltwater heated pool on sun loungers with a good book! At night, enjoy the tropical backyard and grill out on our comfy outdoor living set with an evening fire! The best part.. you can take a sunset stroll to the beach bars, open air restaurants or local ice cream shoppes🍦

A clear swimming pool is framed by tropical palm trees, surrounded by lounge chairs. The sunset casts a warm glow over the scene, reflecting off the water's surface. The two adjacent buildings feature balconies with white railings, enhancing the inviting atmosphere.

5 out of 5 average rating, 15 reviews

Beachfront condo on 10 acres of pristine beach.

Enjoy the Beach Life! This beautiful one-bedroom condo on the beach with partial ocean views for breathtaking sunsets situated on 10 acres of beauty. Estero Beach & Tennis is ready for a new vacation experience BRAND NEW- heated pool, lobbies, laundry rooms, pool area, BBQ areas, tennis courts, pickleball and bocce ball. Across the street from Santinis Plaza! Our Island is 7 miles of paradise, plenty to do here-enjoy walks on the beach, fishing & watching the dolphins & shelling! Paradise

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.

4.94 out of 5 average rating, 36 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!

5 out of 5 average rating, 37 reviews

A private heated saltwater pool is surrounded by vibrant palm trees and lounge chairs. The tranquil water reflects the sunny sky, while a small canal runs alongside the area. The outdoor grill is positioned nearby, ready for meals by the poolside.

Home in Fort Myers Beach

Ultimate Beach Getaway - Pool, Hot Tub & Kayaks

Welcome to your dream vacation home — a stunning 5-bedroom 4-bath, canal-front oasis just minutes from the soft sands of Fort Myers Beach. Heated saltwater pool, 8 person hot tub, two kayaks & bike. Fun games for families shuffleboard, ping-pong, pool table & pool basketball! Located directly on a gulf canal, you can watch dolphins and manatees in your backyard. It’s just a 4-minute walk to the beach for some of the most amazing sunsets you have ever seen in your life. .

4.83 out of 5 average rating, 185 reviews

Home in Fort Myers

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,

A spacious living area is presented with light-colored sofas and a decorative bronze coffee table. Soft textiles, including patterned throw pillows and a green knit blanket, add comfort. Natural light flows in through the window covers, enhancing the inviting ambiance.

5 out of 5 average rating, 18 reviews

GullWing 1006: Gulf View, Beach Front, Pool & Spa!

🌴 Welcome to Island Time Too! This bright 10th-floor 3-bed, 2-bath condo sets you right on Fort Myers Beach’s quiet south end with epic Gulf views and nightly sunsets. Sip coffee on the screened balcony, stroll the boardwalk to sugar-white sand, or dive into the heated pool and spa. Walk to Villa Santini Plaza, hop the trolley to Times Square, or explore Lovers Key, Sanibel, Captiva, and Naples—your coastal adventure starts here!

4.89 out of 5 average rating, 248 reviews

A serene view of the Gulf of Mexico features soft waves lapping against a sandy shore, with clear turquoise water meeting an expansive blue sky. The adjacent image shows the condo's exterior with lush green landscaping, highlighting multiple units in a welcoming and well-maintained setting.

Apartment in Sanibel

Rare walkout condo on Sanibel beach-Fully Restored

FULLY RESTORED AND READY FOR YOUR SANIBEL VACATION! Everything you need in this recently updated, comfortable 2 bedroom, 2 bath condo on beautiful Sanibel Island, Breakers West Unit A-6. Rare ground floor location; private walk-out patio leaves you just steps to the pool and less than a 2 minute walk to the world famous Sanibel beach on the Gulf of Mexico.