Beachfront holiday rentals in Estero Bay

4.98 out of 5 average rating, 43 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!

4.82 out of 5 average rating, 112 reviews

Oceanfront Views + Balcony Sunsets Bikes Included

“Caihlin, you were a phenomenal host.” – Sandy, May 2025 ☀️ What You’ll Love: • Unbeatable Views: Floor-to-ceiling glass sliders open to the Gulf—watch dolphins, sunsets, and seabirds from your private balcony. • Free Beach Bikes: Cruise the beach or explore nearby Lovers Key with the 2 bikes we provide. • Updated Interior: Modern kitchen, stainless appliances, granite countertops, and a cozy living area with coastal decor. • Comfy King Bed: Sleep to the sound of waves in a plush king-size

4.95 out of 5 average rating, 129 reviews

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!

4.94 out of 5 average rating, 34 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!

4.95 out of 5 average rating, 111 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.

Top guest favourite

Home in Fort Myers Beach

5 out of 5 average rating, 13 reviews

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

Brand new home with Gulf views from the front porch—just steps to the white-sand beach. This 3BR/2BA retreat has 2 KINGS+ sleeps 8 and features a private heated pool, fenced outdoor living and dining area with TV, and a coastal boutique hotel vibe. Designed with all-new furnishings, games, and beach gear. Open concept living/kitchen/dining with 85" smart TV. Family-friendly and fully walkable to bars, restaurants, shops, and the marina. Experience Fort Myers Beach in style and comfort.

4.93 out of 5 average rating, 106 reviews

Apartment in Captiva

South Seas Resort Beach Villa 🌴 On The Beach !

South Seas 2527 is located in the Beach Villas area of the South Seas Resort, the Gulf of Mexico and pool can be viewed from the private lanai. This second floor unit has one king size bed located in the bedroom and pull out queen size sleeper sofa. The kitchen is fully stocked, there is an inside and outside dining table for your enjoyment. Beach chairs, umbrella and beach towels are provided with this unit since resort amenities are not available when you rent through an owner.

Apartment in Bonita Springs

4.75 out of 5 average rating, 77 reviews

Lovely 1 BR Condo steps away from Bonita Beach!

Welcome to our Bonita Beach Paradise that we would love to share with your family! This unit is newly renovated and all appliances, furniture, and fixtures are brand new! Enjoy ocean & 🌴 views from the condo! Equipped with all the furnishes you need to enjoy your vacation! 1 Bedroom + 1 Bath. Along with a pull out sleeper couch. Refrigerator, Oven/Range, Microwave, and in unit washer and dryer. Exactly a .25 mile walk to the beach, and within walking of local restaurants!

4.84 out of 5 average rating, 176 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,

4.92 out of 5 average rating, 103 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.