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 screened-in pool area features comfortable seating arranged around a fire table. The heated pool is visible in the background, framed by lush greenery outside the screened enclosure. A grill is located nearby, enhancing the outdoor space for relaxation and entertainment.
Home in San Carlos Park
4.92 out of 5 average rating, 63 reviews

Welcome Ft Myers 3br/2ba pool vacation- dogs ok

Welcome to your vacation with open floor plan and walk-out to the heated pool with Weber grill, comfortable seating and fire table. This home sleeps 9 with 3 BR and 2 baths. Quiet neighborhood where you can hear the palm trees in the backyard. Just 20 minutes to Ft. Myers Beach, Bonita Beach, Barefoot Beach. All beach supplies available including chairs, umbrella, cooler and towels. Very close to baseball stadiums, shopping and FGCU. Can't wait for you to enjoy all this location offers. Welcome!

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, 243 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
The outdoor area showcases a large pool surrounded by stone patio flooring. Comfortable lounge chairs are positioned beside the pool. Lush greenery and palm trees frame the space, contributing to a private and tranquil setting.
Home in Fort Myers
4.94 out of 5 average rating, 155 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.

Guest favourite
The exterior showcases a charming house accented with teal details and surrounded by lush palm trees. A stone pathway leads to a cozy seating area with a small table and chairs, offering a welcoming entrance to the home.
Home in Bonita Springs
4.91 out of 5 average rating, 105 reviews

* Heart of Bonita Beach, Games, Gym, Gulf Beaches

Enjoy a premier beach vacation in this newly renovated house, located just under 4 miles from Bonita Beach and Barefoot Beach. A short walk brings you to downtown Bonita Springs with its lively mix of restaurants, parks, and breweries. The spacious backyard features a patio and a new gazebo with outdoor seating and a fire table for ultimate relaxation. Beach chairs, towels, and umbrellas are provided for your convenience. Experience a blend of comfort and coastal charm at this ideal retreat!

Top guest favourite
A vibrant living area displays an orange accent wall adorned with a colorful bird artwork. A comfortable sofa with assorted cushions is positioned alongside a stylish coffee table, topped with a decorative arrangement of colorful items. A green armchair and lamps provide additional seating and lighting.
Home in San Carlos Park
4.95 out of 5 average rating, 186 reviews

Colorful condo with heated pool and private WiFi

We welcome you to stay in this amazing vacation home with all the amenities and comforts of home in Southwest Florida. Enjoy relaxing in this wonderful two bedroom (one king, one queen), two full bathroom unit with a private patio and a spacious kitchen. Spend your days relaxing by the pool or playing tennis and shuffleboard. Check out some local attractions of Ft Myers Beach, Naples, and Sanibel Island all within just a short drive of the home. This will truly be a home away from home!

Top guest favourite
A screened patio overlooks a serene swimming pool surrounded by lush greenery. Two lounge chairs are positioned nearby, with a small table featuring colorful drinks. A few inflatable toys float in the water, offering a casual ambiance for relaxation.
Home in Bonita Springs
4.97 out of 5 average rating, 116 reviews

3BR w/HUGE 2k sq ft Lanai & Seasonally Heated Pool

Welcome to your peaceful Bonita Springs retreat, perfectly located near Naples, Ft. Myers, shopping & beaches! This isn’t just a rental, it’s our 2nd home and we treat it as such. You'll experience "exceptional" the minute you enter this stunning, open concept interior. Further, it boasts a striking 2000 sq ft screened-in lanai w a seasonally heated pool. This outdoor oasis doubles your living space and offers a flying pest barrier and significant UV protection. Breathe/Smile/Unwind

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, 29 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 Bonita Springs
4.96 out of 5 average rating, 28 reviews

Family Oasis | Heated Pool + Beach Gear, Kid Ready

Escape to this stylish, family-friendly 4-bedroom, 3-bath retreat with a heated pool and sunshelf, perfect for soaking up the Florida sunshine. Located minutes from Coconut Point Mall, the Hyatt Regency Coconut Point, and a short drive to Bonita Beach, you’ll have the best of shopping, dining, and the coast at your fingertips. Inside, boho-inspired spaces provide plenty of room to relax, gather, and create lasting memories. Your private getaway awaits, book today!

Top guest favourite
Home in Bonita Springs
4.98 out of 5 average rating, 129 reviews

Perfect Location On Pond 2.9 Mile To Gulf Beach

Close to Beaches. This house was completely renovated in 2020, It has large spacious kitchen sub zero refrigerator and large living room. Full size Washer and Dryer & Appliances. The Living Room has a beautiful View of a Pond Beaming with Life, Turtles, Ducks, Egrets & Fish. The House sits by itself on a very large cul-de-sac. Private back yard with a privacy Fence and Pond, for your use. (No shared areas.) Guests say pictures do not do this unit justice.

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 San Carlos Park
4.93 out of 5 average rating, 165 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, 14 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.

Top guest favourite
The private, heated pool is surrounded by a screened enclosure, showcasing lush tropical landscaping. Soft lighting reflects off the water's surface, while an inviting jacuzzi is situated beside the pool. Two lounge chairs are positioned for relaxation in this serene outdoor space.
Home in San Carlos Park
4.96 out of 5 average rating, 137 reviews

Coastal Modern Retreat with Heated Pool and Spa

Retreat to paradise in this extra clean and beautifully renovated home centralized to all major Southwest Florida attractions. Splash and play in your private, year-round heated pool or relax and unwind in the bubbles of the jacuzzi. Heating included in price! Less than a 10 minute drive gets you to RSW airport, tons of excellent restaurants, three supermarkets and 4 major shopping malls.

Popular amenities for Estero holiday rentals

When is the best time to visit Estero?

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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 270 vacation rentals in Corkscrew Woodlands, and over 30 vacation rentals in Bella Terra.

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

    Experience the best of Estero with our condo rentals, starting at about $80 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

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

    Yes! Work meets play with ease at over 10 apartment rentals in Estero featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there Estero house rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 80 house rentals with pools in Estero, available on Airbnb. Make a splash and soak up the sun in style!

  • Are there family-friendly house rentals in Estero?

    Estero has more than 90 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Are there pet-friendly house rentals in Estero?

    Four-legged friends are welcome in Estero. Choose from more than 40 house rentals for guests traveling with pets.

  • Do house rentals in Estero have air conditioning?

    Absolutely! We offer over 100 house rentals with air conditioning in Estero. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Estero have wifi?

    Absolutely! We offer over 20 apartment 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 house rentals in Estero have a gym?

    Absolutely! We offer over 40 house 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 210 holiday rentals in Estero

  • Nightly prices starting at

    Estero holiday rentals start at € 51 per night before taxes and fees

  • Verified guest reviews

    Over 2,290 verified reviews to help you choose

  • Family-friendly holiday rentals

    160 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 60 rentals that welcome pets

  • Holiday rentals with a pool

    180 properties feature pools

  • Rentals with dedicated workspaces

    100 properties have a dedicated workspace

  • Wifi availability

    200 of Estero holiday rentals include wifi access

  • Popular amenities for guests

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

  • 4.8 Average rating

    Estero stays are highly rated by guests – averaging 4.8 out of 5!

Destinations to explore

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  4. Lee County
  5. Estero