Holiday rentals in Estero

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Top-rated holiday rentals in Estero

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
A modern living area features a sectional sofa in light gray, positioned beside a glass coffee table. A wall-mounted television is displayed above an electric fireplace, adding a touch of warmth. Large windows allow natural light to fill the space, offering views of the outdoor surroundings.
Home in Fort Myers
4.82 out of 5 average rating, 126 reviews

Cozy Home: 2min to FGCU, 10min to Airport

Excellent Location in San Carlos Fort Myers and minutes away to: -college 🏫 -Hertz -RSW airport✈️ -Walmart -Restaurants 🧑‍🍳 Professionally Managed, Cleaned & Sanitized 🧽 ✔️Driveway parking fits 2 cars ✔️Very Fast Wifi ✔️Fully Stocked kitchen ✔️Central A/C & Heat ✔️Fully stocked Bathroom ✔️Coffee and tea (decaf & regular) ✔️Private entrance ✔️BBQ (with BBQ utensils) ✔️Netflix ✔️Washer/dryer in unit (with laundry ✔️detergent) ✔️Smart TV ✔️Electrical fireplace ✔️King bed ✔️Queen bed ✔️water & food bowl for pet

Top guest favourite
A spacious room features a king-sized bed with a light quilt, flanked by bedside tables with decorative lamps. A wall-mounted television is positioned over a mini-fridge. Two bar stools are placed at a small table, complemented by wooden flooring and soft wall decor.
Farm stay in Fort Myers
4.99 out of 5 average rating, 244 reviews

Private farmhouse stay at Dim Jandy Ranch.

Take it easy at this unique and tranquil getaway. A beautifully appointed bed and bath in a separate building from the house. We have goats, donkeys and chickens and a Highland cow, all super friendly. Sit and relax on your private, beautiful lanai or any of our farm tables placed around the property. Join us as we feed the animals. Or even join in one of our Goat Yoga classes! We're easily located close to I-75, airports, shopping, beaches, downtown. Perfect for couples or solo travelers.

Top guest favourite
Flat in Fort Myers
4.93 out of 5 average rating, 122 reviews

Resort Style Pool Adj Beds-Wilder Sunset Views!

Perfectly located 2 Bedroom 2 Bath condo! Nestled on a public golf course with a wonderful pool area, it is the perfect combination for a peaceful vacation. The condo is centrally located by everything one needs to relax and enjoy the Fort Myers area. We have gone the distance to make your vacation memorable. The spacious condo has adjustable beds, which will provide you sweet dreams. Close to the beaches, shopping, airport, golf, and tons of restaurants. Guests can also enjoy the pool area.

Top guest favourite
Home in Fort Myers
4.94 out of 5 average rating, 157 reviews

Paradise on Estero Bay

Welcome to Mullock Creek a Boater's dream! Southwest views boasting breathtaking sunsets overlooking gulf access canal from your spacious backyard, just minutes away from shopping and dining at Coconut Point, and Gulf Coast Town Center. This stunning Key West Style home has been beautifully maintained and updated offering a lovely front entrance, fully equipped kitchen, spacious Living Room, dining room, Wi-Fi, private driveway with access to the open garage, fully furnished and private pool.

Top guest favourite
Home in Bonita Springs
4.98 out of 5 average rating, 81 reviews

Tropical Oasis: Stunning Pool Home in Bonita

Welcome to your tropical getaway in Bonita Springs! This stunning 4-bedroom, 2-bathroom home features a heated pool with a sunshelf, offering the perfect spot to soak up the Florida sunshine. Centrally located near the Coconut Point Mall, you'll have easy access to shopping, dining, and you're located just 15 minutes from Bonita Beach. Inside, enjoy spacious, coastal-themed living areas ideal for gatherings with family and friends. Your private oasis awaits—book now for a memorable stay!

Guest favourite
The spacious living area features a modern design with a sleek grey couch and a decorative abstract wall piece. A cozy fireplace is positioned beneath a large television. Natural light floods the room through large windows, enhancing the inviting atmosphere.
Home in Bonita Springs
4.9 out of 5 average rating, 31 reviews

Renaissance Oasis Retreat

Welcome to a unique, stylish modern home where families can create lasting memories. Dive into the private pool or gather around the barbecue grill for unforgettable outdoor meals with loved ones. Located just minutes from Bonita Beach and the popular Coconut Point Mall, enjoy the perfect mix of relaxation and convenience with easy access to top-notch restaurants, shopping, and entertainment. This beautiful home offers the ultimate setting for both family fun and peaceful retreats.

Top guest favourite
Home in Fort Myers
5 out of 5 average rating, 21 reviews

Fort Myers Pool Home

***New Listing*** coastal decor home located in the heart of Fort Myers minutes from RSW, I75 and the coastal areas. Enjoy the pool and outdoor living area along with an open kitchen layout. Perfect place to stay while on vacation or peacefully enjoy a business trip for a few days away from all the hotel life. The rate listed is for 4 guest. Additional guest over 4 will be $100 extra per guest per night. The rate is aggressively priced for smaller groups and solo guest.

Top guest favourite
A spacious living area is presented with two gray sofas and two blue armchairs arranged around a decorative coffee table. A large television is mounted on the wall, and natural light filters through the plantation shutters, illuminating the room's light-colored tile flooring.
Home in Bonita Springs
5 out of 5 average rating, 136 reviews

Bonita Retreat: Heated Pool - Minutes to Beach

We know that you’ll love it here – whether you spend your time lounging by our pool, or at beautiful Barefoot Beach, less than 3 miles away. Our home is close to everything, so many beautiful beaches, great shopping and world class restaurants. If dining-in is more your thing, you will have a fully stocked kitchen with every amenity you could wish for. This is our own vacation home, so we’ve made every effort to make it as comfortable and convenient as possible.

Guest favourite
A spacious living room features modern furnishings, including a large gray sofa and two blue chairs. Natural light enters through sliding glass doors, leading to an outdoor area. Contemporary light fixtures hang from the ceiling, and a sleek coffee table is positioned at the center.
Home in Fort Myers
4.96 out of 5 average rating, 102 reviews

Brand New Vacation Home| Game Room | 2 King Beds

🏡 About this space Enjoy a stress-free and peaceful getaway in this newly built home in the heart of San Carlos Park. Just minutes from shops, restaurants, Gulf Coast Town Center, and Florida Gulf Coast University, this property has everything you need for a relaxing Florida stay. The fully fenced private backyard with BBQ and lounge seating is perfect for unwinding. Plus, enjoy high-speed 1GB internet, making it an excellent choice for remote work.

Guest favourite
A well-lit living room features a spacious sectional sofa offering ample seating. A large smart TV is mounted on the wall, showcasing a beach scene. Natural light streams through arched windows, with decorative plants adding a touch of greenery. A coffee table sits centrally in the space.
Home in Fort Myers
4.93 out of 5 average rating, 169 reviews

The Family’s Nest

Have fun with the whole family at this stylish home! Whether you are visiting Fort Myers for a family vacation or an extended stay, our home is the perfect space for you. Located near Fort Myers most popular destinations, there is no shortage of activities! Looking for the beach? Our home is just 20 minutes away from Sanibel Island; renowned for its gorgeous white sand beaches, deep-sea fishing excursions, championship golf courses, shops, and more!

Top guest favourite
A screened-in lanai houses a private pool with clear blue waters, complemented by light-colored deck tiles. Sunlight filters through the mesh enclosure, casting playful shadows on the patio furniture, which includes reclining lounge chairs and a shaded seating area for relaxation.
Home in Estero
5 out of 5 average rating, 16 reviews

Relaxing Riverside Pool Home

Relax and recharge in this spacious 3-bedroom, 2-bath home with a private pool and flexible den space. Located in a quiet riverfront community with private boat ramp and dock access, perfect for boating, fishing, kayaking, and paddleboarding. Enjoy the outdoor shower, fire pit, and peaceful backyard oasis. Close to beaches, parks, shopping, and dining — the ideal getaway for relaxation or adventure in sunny Southwest Florida.

Guest favourite
Flat in Fort Myers
4.93 out of 5 average rating, 156 reviews

Villa Sosa

This property is located at San Carlos Park, is a quiet and beautiful neighborhood, near I-75 between exit 123 - 128. We are located close to three different malls (Gulf Coast Town Center, Miromar Outlets and Coconut Point). We also have a university campus about 12 minutes (FGCU) . You will be close to everything . We are very close to beaches as Fort Myers Beach and Bonita Beach, both are to 10 miles from our home.

Popular amenities for Estero holiday rentals

When is the best time to visit Estero?

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Avg. price$252 SGD$256 SGD$231 SGD$223 SGD$203 SGD$196 SGD$201 SGD$194 SGD$170 SGD$194 SGD$213 SGD$227 SGD
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Frequently Asked Questions

  • Where should I stay in Estero?

    Make yourself at home in Estero by choosing from our most frequently booked neighborhoods. We have over 230 vacation rentals in The Villages at Country Creek, over 260 vacation rentals in Corkscrew Woodlands, and over 30 vacation rentals in Bella Terra.

  • How much does it cost to stay in apartment rentals in Estero?

    Experience the best of Estero with our apartment rentals, starting at about $60 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there vacation rentals with a dedicated workspace in Estero?

    Yes! Work meets play with ease at over 100 vacation rentals in Estero featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there Estero apartment rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 20 apartment rentals with pools in Estero, available on Airbnb. Make a splash and soak up the sun in style!

  • Are there family-friendly condo rentals in Estero?

    Estero has more than 30 family-friendly condo rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Are there pet-friendly vacation rentals in Estero?

    Four-legged friends are welcome in Estero. Choose from more than 50 vacation rentals for guests traveling with pets.

  • Do apartment rentals in Estero have air conditioning?

    Absolutely! We offer over 30 apartment rentals with air conditioning in Estero. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Estero have wifi?

    Absolutely! We offer over 90 house rentals with wifi in Estero. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Estero have a bbq area?

    Absolutely! We offer over 20 house rentals with a bbq area in Estero. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Estero have a gym?

    Absolutely! We offer over 20 apartment rentals with a gym in Estero. Enjoy a tailored experience with all the comforts you desire.

Quick stats about holiday rentals in Estero

  • Total holiday rentals

    Explore 200 holiday rentals in Estero

  • Nightly prices starting at

    Estero holiday rentals start at $63 SGD per night before taxes and fees

  • Verified guest reviews

    Over 2,480 verified reviews to help you choose

  • Family-friendly holiday rentals

    160 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 50 rentals that welcome pets

  • Holiday rentals with a pool

    170 properties feature pools

  • Rentals with dedicated workspaces

    100 properties have a dedicated workspace

  • Wifi availability

    190 of Estero holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Gym, BBQ grill and Laptop-friendly workspace across Estero rentals

  • 4.9 Average rating

    Estero stays are highly rated by guests – averaging 4.9 out of 5!

Destinations to explore

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  5. Estero