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
4.8 out of 5 average rating, 105 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

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
A serene pool area is featured, surrounded by lush tropical greenery. A large umbrella provides shade over two white lounge chairs positioned beside the pool. A covered seating area is visible in the background, adding to the outdoor relaxation space.
Home in Fort Myers
4.88 out of 5 average rating, 24 reviews

The Trellis House With Sauna (Pool not Heated)

Welcome to our charming home located just 5 minutes from RSW airport and close to major shopping centers and restaurants, making it an ideal spot for both business and leisure travelers. Enjoy a quick 15-minute drive to the beach, where you can unwind and soak up the sun. For those visiting for work, the Amazon headquarters is just a short distance away. Whether you're here for a quick getaway or a longer stay, our location offers comfort, convenience, and easy access to everything you need.

Top guest favourite
Home in Fort Myers
4.99 out of 5 average rating, 100 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

Superhost
Home in Fort Myers
5 out of 5 average rating, 4 reviews

Ft. Myers House- FGCU, HotTub, Beaches, Pets OK

Rustic Getaway 3 bedroom, 2 bathroom, 1 bonus room home in Fort Myers, positioned close to the airport, beautiful beaches, and shops. This rustic coastal home is a hidden gem nestled between Fort Myers and Estero, offering quick access to RSW airport, Florida Gulf Coast University and many dining options at Gold Coast Town Center and Coconut Point in Gulf Coast Village. Discover the charm and convenience of this tranquil escape, perfect for those seeking a blend of relaxation stay.

Top guest favourite
The exterior of a single-story house is presented, featuring a large gray garage door and a welcoming entryway. Lush plants and flowers are situated near the entrance, with a well-kept lawn extending to both sides. A paved driveway leads up to the home.
Guest suite in Bonita Springs
4.96 out of 5 average rating, 99 reviews

Cozy guest suite in Bonita Springs.

This is a very nice In-Law unit. Cozy bedroom newly renovated ,comfortable furniture and more. Great house in a great quiet neighborhood located just 1.5 miles from Downtown and minutes from the beach. You have your own bedroom living room and bathroom as well as a little kitchen, microwave, flattop cooker, coffee maker and a fridge. There is free Wi-Fi, Netflix, Prime Video. There is free parking on the driveway. THE SPACE The place is good for 2 people 1 Qeen bed.

Superhost
Home in Bonita Springs
5 out of 5 average rating, 5 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
Guest house in Estero
4.94 out of 5 average rating, 65 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.

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, 115 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 bright living area is decorated with a spacious brown sofa and two light grey chairs. A modern television is mounted on the wall above a dark console. Large glass doors offer views of the outdoor space, framed by light curtains. Fresh greenery is visible in the corner.
Home in Bonita Springs
5 out of 5 average rating, 65 reviews

Modern Coastal Retreat / heated pool and hot tub

Newly furnished, spacious retreat. This home is only 4 years old and has a modern, comfortable feel. Relax and swim in the heated pool and hot tub. High speed internet and TV are available in each room. The whole group will enjoy easy access to everything from this centrally located home. Close to Coconut Point, Hyatt Regency Coconut Point and Estero Bay. 10 minute drive to Miramar Outlets and 20 minutes to Naples / 5th Ave.

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
4.82 out of 5 average rating, 218 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.

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, 112 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!

Popular amenities for Estero holiday rentals

When is the best time to visit Estero?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$258 SGD$299 SGD$269 SGD$229 SGD$208 SGD$202 SGD$207 SGD$199 SGD$174 SGD$208 SGD$254 SGD$264 SGD
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 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 house rentals in Estero have a gym?

    Absolutely! We offer over 30 house rentals with a gym 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.

  • 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 wifi?

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

  • Are there family-friendly apartment rentals in Estero?

    Estero has more than 10 family-friendly apartment 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 $52 SGD 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 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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  3. Florida
  4. Lee County
  5. Estero