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, 116 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

Superhost
The guesthouse exterior features a modern design with a metal roof and a two-car garage. Landscaped front yard with green grass and decorative plants is visible, creating a welcoming entrance. A secluded porch area with seating is present, surrounded by trees and shrubs.
Guest house in Fort Myers
4.88 out of 5 average rating, 110 reviews

Hezekiah's 2 Story Guesthouse with Pool

Hezekiahs Guesthouse a perfect getaway in sunny SWFL! You will be staying in the guest house with a private entrance. This property has a living room and kitchenette downstairs and a spacious bedroom with master bathroom upstairs. This Airbnb is attached to our home. You will have access to the pool and our outside grill area. Complimentary coffee, water, soda and more.. Lots of nearby restaurants and shopping. Minutes away to Fort myers or Bonita beach, FGCU and RSW Airport and Hertz Arena.

Top guest favourite
The charming exterior of the cottage is highlighted by a blue facade with white trim. Flower boxes adorn the windows, filled with lush greenery. A red door serves as a welcoming entrance. The patio area features stone pavers, surrounded by various plants and comfortable seating.
Tiny home in Fort Myers
4.93 out of 5 average rating, 880 reviews

Garden Cottage - Tiny House

PLEASE NOTE: The cottage is separate from our house and living quarters. The bathroom is in the back of the main house, just a few steps from the cottage, private and not shared with anyone. We take special precautions to thoroughly clean and disinfect the bedroom and bathroom after each guest. You’ll love our place because of the location, the ambiance, the outdoor space, and the neighborhood. We have a dog and a cat. Our place is good for couples, solo adventurers, and business travelers.

Top guest favourite
A clean outdoor pool is surrounded by a safety fence, with clear blue water reflecting the sky. Several lounge chairs are positioned nearby for relaxation, while lush greenery and an open landscape are visible in the background, creating a serene atmosphere.
Flat in Fort Myers
4.93 out of 5 average rating, 118 reviews

Golf & Pool Views! Close to FGCU and Airport.

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
4.99 out of 5 average rating, 107 reviews

Comfy 3 BR-Group Friendly-Pool Access-BBQ-FGCU

Everything your group needs to be comfortable. 2 car garage w/remote Plenty of FREE on-site driveway parking for large work vehicles Logo vehicles ok Screened lanai w/ seating & BBQ Washer/Dryer Free, secure WiFi Smart TV in all rooms & 65” TV in Living Room Electric fireplace Well-stocked kitchen Keurig & Drip coffeemaker Toaster/crockpot Soap (laundry, dish, body, hair) Bathroom Items (Hair dryer, flat iron) Pantry items Community Pool Access 1 mile-Low fee Pack & Play & baby bath support

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, 115 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
Home in Fort Myers
4.86 out of 5 average rating, 63 reviews

VillaBella • NearAirport & Beach’s • PrivateAparmt

✨ Your Perfect Getaway in Fort Myers ✨ Enjoy a unique stay in a spacious, comfortable, and spotlessly clean home—perfect for relaxing after a day full of adventures. Located in a quiet and safe neighborhood, you’ll have the peace you need while staying close to everything that makes this area special. Just minutes away, you’ll find paradise beaches like Sanibel, Captiva, and Fort Myers Beach, as well as a wide variety of restaurants, cafés, bars, and shopping centers for every taste.

Guest favourite
A modern bedroom features a comfortable king-sized bed topped with soft light blue pillows. A small lamp sits on a nightstand beside the bed, and a minimalist mirror is mounted on the wall. A cozy chair and window allow natural light to brighten the space.
Place to stay in Fort Myers
4.8 out of 5 average rating, 100 reviews

Charming Brand new Private Efficiency

Welcome to our charming efficiency just a short 20-minute drive from the beach! This cozy and modern space is perfect for solo adventurers or couples seeking a peaceful getaway near the ocean. Featuring a comfortable king-sized bed, or 2 Twin beds a well equipped kitchen, and a private bathroom. Kick back and relax in the cozy living. Conveniently located, 7 min at the Airport and all the biggest mall around the area We strive to make your stay as comfortable as possible.

Guest favourite
Home in Fort Myers
4.94 out of 5 average rating, 370 reviews

Whole cozy house

Entire cozy house just for you friends and family. Perfect to spend a pleasant and relaxed moment. If you plan to have a party or event, this place is NOT for you. The neighbors are very strict in terms of noise and large groups of people. Well maintained house. CLEAN POOL BUT NOT HEATED. Walk in to a living area and separated dining. 20 minutes to airport, 25 minutes to the beach, fine dining and entertainment. For a virtual tour, click on the cover photo twice.

Guest favourite
Guest house in Estero
4.92 out of 5 average rating, 75 reviews

Adorable Cottage with Heated Pool -Jaccuzi - Sauna

Come and relax in this calm, stylish space located one acre property full of pines and fruit trees, with access to the House Heated Pool with Jacuzzi and the sauna. Modern design will make you feel comfortable. Close to Bonita, Ft.Myers, Lovers key and Sanibel beaches & fishing piers. Cottage is 12 miles away (19 km) from RSW airport, about 20 min of driving. We are happy to meet our guests, but also respect your privacy. Your comfort is our priority.

Top guest favourite
A pyramid-shaped home is seen with a sloped white exterior, set against a clear blue sky. The entrance features large glass windows that reflect the surrounding greenery. Lush plants and vibrant flowers border the pathway, creating a natural and inviting entrance.
Home in Fort Myers
4.93 out of 5 average rating, 270 reviews

*Unique Pyramid home with natural spring water

*Great location for exploring all of southwest Florida *Refreshing spring water lake for all guests to enjoy *located approximately 15 miles from most beaches *easy access to FGCU, shopping, sightseeing, RSW airport *self check in with lock box *Private and relaxing community *each pyramid has two private patios with private gas grill *free wifi/ roku tv, beach gear * superhost with 10 total properties *Fully stocked unit with all the amenities of home

Top guest favourite
A cozy sleeping area features a queen size bed dressed in a nautical-themed quilt. A small refrigerator and microwave are visible, along with a dresser and television. Light enters through a shuttered window, complementing the soft blue walls.
Apartment in Bonita Springs
4.83 out of 5 average rating, 232 reviews

Cozy studio 1.3 miles to Barefoot Beach

Very inexpensive way to get close to the beach and still have complete privacy! Whole unit-Share nothing. Small and cozy studio/room 12x19 with a refrigerator, microwave, air conditioner, full bath, suitable to more or less sleep. Queen size bed. Closet and dresser. This is a separate guest room with a private entrance not connected to another unit. Located in an adorable tropical feel complex in a seafoam green building.

Popular amenities for Estero holiday rentals

When is the best time to visit Estero?

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Avg. price$253 SGD$293 SGD$264 SGD$225 SGD$204 SGD$198 SGD$203 SGD$195 SGD$171 SGD$195 SGD$214 SGD$228 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 270 vacation rentals in Corkscrew Woodlands, and over 30 vacation rentals in Bella Terra.

  • 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 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.

  • Are there Estero vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 160 vacation homes with pools in Estero, available on Airbnb. Make a splash and soak up the sun in style!

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

    Experience the best of Estero with our condo rentals, starting at about $40 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • 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.

  • 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 self check-in?

    Absolutely! We offer over 10 house rentals with self check-in in Estero. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly house rentals in Estero?

    Estero has more than 80 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • What are the most popular amenities for House Rentals in Estero?

    Enhance your stay in our House Rentals with the most popular amenities: over 30 homes with a gym, over 20 homes with a bbq area, over 10 homes with self check-in, and more. Indulge in the ultimate retreat, tailored to your preferences.

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 $77 SGD 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

  1. Airbnb
  2. United States
  3. Florida
  4. Lee County
  5. Estero