Beach house holiday rentals in Estero

4.9 out of 5 average rating, 109 reviews

A modern single-story home is set against a cloudy sky, featuring a welcoming front porch with white columns. Lush green grass surrounds the property, and palm trees frame the entrance, adding to the inviting curb appeal of the residence.

Home in Cape Coral

Pelican House 4 bedrooms Free Heated Pool

Welcome to Pelican House, a bright and spacious Florida getaway designed for family fun and total relaxation. This beautiful 4-bedroom, 2-bathroom home features a free heated pool and a sunny open layout, perfect for enjoying Cape Coral’s tropical lifestyle. Large sliding doors from the dining room, great room, kitchen, and master bedroom fill the home with natural light and provide direct access to the pool area — where you can swim, sunbathe, or enjoy meals al fresco. The screened lanai and c

4.87 out of 5 average rating, 149 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 Park

Beach Bliss Haven|Steps to Vanderbilt | Hottub

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!

5 out of 5 average rating, 6 reviews

Home in Cape Coral

Amazing Location by CC Beach! | Hot Tub & Bar w/TV

Escape to this stylish mid-century modern cozy retreat in SE Cape Coral! Recently renovated with modern decor, this colorful getaway offers fast WiFi, coffee/tea, bikes and beach gear, 65” TV plus smart TVs in every bedroom, ready to stream. Relax in the 4-person hot tub, unwind at the outdoor bar with TV, & enjoy one of the comfy lounge chairs and firepit. Perfect for couples or families, this home blends comfort & design for an unforgettable stay near beaches, dining & downtown entertainment.

Guest favourite

A heated swimming pool area features lounge chairs surrounded by palm trees and tropical plants. The clear water glistens under the sun, while a private dock extends nearby along the canal, offering a serene waterfront view.

4.97 out of 5 average rating, 37 reviews

Island getaway, canal, heated pool, walk to beach

Experience Fort Myers Beach by staying in this spacious 1BR 1Bath home (within a triplex), situated in the serene, peaceful neighborhood right on the canal. Its prime location offers a relaxing retreat in a resort like setting while allowing quick access to beautiful, sunny beaches. The stylish design and rich amenity list will satisfy your every need. ✔ 1 Comfy BR w/Queen Bed ✔ Full Kitchen ✔ Patio ✔ Heated Pool ✔ High-Speed Wi-Fi ✔ Workstation ✔ 2 Smart TVs ✔ Free Parking See More below!

Guest favourite

A screened-in pool area features a sparkling blue pool accompanied by a relaxing spa. Comfortable lounge chairs are arranged around the pool, and tropical plants provide a lush backdrop. Soft lighting casts a warm glow as sunset colors fill the sky.

Home in Naples

4.94 out of 5 average rating, 31 reviews

Tivoli Paradise Salt Pool & Spa Villa with a Water

Step into the comfort of this luxurious 4BR 3Bath waterfront pool villa in Naples, FL. Situated in a tranquil, family-friendly neighborhood of Briarwood, it promises a serene retreat, close to golf & country clubs, restaurants, and numerous attractions. ✔ 4 Comfy BRs (3 BR w King beds! 1 BR w two TWIN XL Beds) ✔ Salt Spa and Pool ✔ Lake view ✔ Bicycles ✔ High-Speed Wi-Fi PETS REQUIRE APPROVAL PRIOR TO BOOKING ($300/small dog). Pool heat $25/night June 1-Sept 30, $35/night Nov 1-May 31

5 out of 5 average rating, 81 reviews

Home in Naples Park

Stylish & Cozy ★ Walk to Beach ☀ Pool ♕ King Beds

Welcome to Aquarelle Beach House (ABH), built in 2019 & located on the 500 block of Naples Park! ABH is furnished in modern, coastal style, the perfect space to enjoy your beach vacation & everything Naples has to offer: → Short 1 mile walk/ride to beach → Private, heated pool → Drip coffee, Espresso maker, Keurig →Stocked kitchen with beverage/wine fridge → Dine poolside in the covered back patio → Minutes from dining, shopping, and supermarkets! Click the ❤ to add to wishlist!

An open balcony area is furnished with blue cushioned seating and a light wooden table. Scenic views of the Gulf are visible through the railing, framed by palm trees. A ceiling fan hangs above, ensuring comfort in this inviting outdoor space.

4.92 out of 5 average rating, 13 reviews

Gulf views, Steps to the Beach - Beach Sanctuary

Welcome to Beach Sanctuary, a Gulf-front paradise with breathtaking views of the Gulf, beach, and nature preserves. This 4-bedroom home sleeps 10 and offers three balconies, beach access, a luxurious interior, and outdoor BBQ dining. Enjoy nearby fishing, water sports, and island adventures. Disclaimers: No pets, minimum age of 25 to book, and no smoking. AC is set to 74°F during the day, with an option to adjust at night. Property books Saturday to Saturday. License # R250139

4.83 out of 5 average rating, 192 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,

4.98 out of 5 average rating, 59 reviews

A heated saltwater pool is enclosed by a spacious screened area, allowing for relaxation and sun exposure. Lounge chairs and vibrant orange seating are positioned beside the water, with views of a tennis court visible through the mesh walls and lush landscaping beyond.

Home in Sanibel

Coastal Chic Island Escape

Just 150 yards from Sanibel's peaceful beach, our home offers unmatched luxury: direct beach access, a heated saltwater pool, private pickleball/tennis court, and sea-view dining. A king suite, additional king bedroom, playful bunk room, and separate apartment provide comfort for all. Perfect for those seeking a serene escape, our home is not suited for loud gatherings or parties. Please help us preserve the tranquility of this special place. 28-day minimum.

Guest favourite

A spacious covered patio features comfortable seating of light blue upholstery with decorative pillows. A wooden table sits in the center, accompanied by dining chairs. The patio offers panoramic views of the beach and ocean, illuminated by bright sunlight, with palm trees swaying in the gentle breeze.

Home in Bonita Beach

4.79 out of 5 average rating, 14 reviews

Tommy Bahama House | 3-Bedroom Beachfront Retreat

The one and only Tommy Bahama House, bedrooms and three bathrooms, located directly on Bonita Beach in Bonita Springs, Florida. The elegance and beauty of Tommy Bahama House is apparent when you turn off Hickory Blvd. onto the paver driveway and see the ginger bread trim and lattice garage door's. You will immediately know why you choose to spend your vacation or Holiday on this beach front treasure. Look no more for that perfect beach front private home!

5 out of 5 average rating, 45 reviews

Grace by The Sea · 2025 Build · Steps to Beach

This stylish coastal home offers a brand-new experience with a spacious lanai and backyard, all with just a 6-minute walk to the sugar sand beach. Start your morning with coffee on the covered front porch, enjoying Gulf breezes. Relax by the pool with a book throw something on the blackstone grill, play corn hole or enjoy cozy outdoor seating for lounging and dining. End the day with a sunset stroll or a short drive to nearby bars and restaurants.