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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Top guest favourite
A private patio area features a smooth surface bordered by lush tropical plants and colorful flowers. A three-tiered blue water fountain adds a calming element, accompanied by comfortable seating arrangements. The space is set against a backdrop of vibrant greenery, presenting a serene outdoor escape.
Guest suite in Naples
4.97 out of 5 average rating, 407 reviews

Tropical Garden Studio Cottage (2 miles to beach)

Studio beach cottage experience in North Naples. Take one of the two complementary bicycles on an easy 15 min bike ride to the beautiful Wiggins Pass State Park or Vanderbilt beach. Just 3 miles from the popular Mercado shops, restaurants and theater. Prefer to walk? It's less than 10 mins walking to multiple great restaurants, grocery stores, and even paddle board/boat rentals, fishing trips, dolphin eco sunset & tours. Feeling adventurous? Take one of double kayaks from the dock to the beach.

Guest favourite
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
4.91 out of 5 average rating, 107 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, 868 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
4.94 out of 5 average rating, 115 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, 102 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 TVs in bedrooms & Living Room Full size appliances & well-stocked kitchen Keurig & Drip coffeemaker Toaster/crockpot Soap (laundry, dish, body, shampoo/conditioner) Bathroom Items (Hair dryer, flat iron) Pantry items Community Pool Access 1 mile-Low fee New Pack & Play

Top guest favourite
Home in Fort Myers
4.94 out of 5 average rating, 359 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.

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, 124 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.

Top guest favourite
Home in Bonita Springs
4.97 out of 5 average rating, 111 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 Fort Myers
4.93 out of 5 average rating, 157 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!

Guest favourite
A modern bathroom features sleek tile walls and a glass shower enclosure. A floating vanity is positioned next to a round mirror, and a compact toilet is included. Decorative elements include a small plant and textured bath mat, enhancing the space's contemporary design.
Flat in Fort Myers
4.95 out of 5 average rating, 117 reviews

Blackstone Villa

This apartment is a quiet and relaxing place to stay; we are located 14 minutes to the Fort Myers Airport and 10 minutes to the I-75; we are close to several malls, including Edison Mall, Gulf Coast Town Center, Miromar Outlet, Coconut Point, and Belt Tower, also near to Popular Universities as FSW and FGCU. Not to mention, we are close to Fort Myers Downtown. We prepared this apartment with everything you need for long and short-term stays.

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, 114 reviews

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

Welcome to our peaceful Bonita Springs vacation retreat! This isn't just a rental, this is our home and we treat it as such: - You won't experience clean, you will experience immaculate. - You won't experience adequate, you will experience exceptional!. Come see for yourself...and you will be back year after year! Perfectly located between Naples, Fort Myers, numerous beaches & amazing shopping at every turn!

Guest favourite
A two-story home with a light exterior is showcased, featuring a spacious yard with freshly laid stepping stones and well-maintained landscaping. Large windows adorn the upper level, allowing natural light to fill the interior. Nearby trees and neighboring houses are visible under a clear sky.
Flat in Fort Myers
5 out of 5 average rating, 9 reviews

Sunny Side Stay- Apartment

Welcome to Sunny Side Stay, a cozy retreat in the heart of Fort Myers! Perfect for a relaxing getaway, our charming home offers a comfortable stay just minutes from beaches, downtown, and local attractions. Enjoy modern amenities, fast WiFi, and a peaceful setting. Whether you're here for sun, sightseeing, or a quiet escape, Sunny Side Stay is the perfect base for your Southwest Florida adventure!

Popular amenities for Estero holiday rentals

When is the best time to visit Estero?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price₹17,811₹20,690₹18,621₹15,832₹14,393₹13,943₹14,303₹13,763₹12,054₹14,393₹17,541₹18,261
Avg. temp18°C20°C21°C24°C26°C28°C29°C29°C28°C26°C23°C20°C

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 210 vacation rentals in The Villages at Country Creek, over 250 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 house rentals in Estero?

    Experience the best of Estero with our house rentals, starting at about $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do condo rentals in Estero have wifi?

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

  • Do condo rentals in Estero have a gym?

    Absolutely! We offer over 30 condo 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 air conditioning?

    Absolutely! We offer over 90 house rentals with air conditioning 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.

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 ₹3,598 per night before taxes and fees

  • Verified guest reviews

    Over 2,110 verified reviews to help you choose

  • Family-friendly holiday rentals

    150 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 50 rentals that welcome pets

  • Holiday rentals with a pool

    160 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 Self check-in, Gym and BBQ grill 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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