
Holiday houses in Estero
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Top-rated holiday rentals in Estero
Guests agree: these stays are highly rated for location, cleanliness and more.

Cozy Fort Myers home minutes from RSW/FGCU!
This cozy home is perfectly situated to make the most of your Fort Myers experience! Just minutes from RSW airport, this spacious retreat offers easy access to Florida Gulf Coast University, Miramar Outlets, Hertz Arena, beaches & more. Experience the open-concept home that is designed for comfort & convenience. The Tesla Solar Roof provides energy to charge your EV & ample living space is ideal for family vacations, offering plenty of room to relax, dine, & create lasting memories together!

Golf & Pool Views! Pet Friendly/Super Hosts
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.

Simply Secluded with beautiful pond view
Escape to comfort at this peaceful home nestled within a resort community it offers beautiful pond views, cozy living spaces, and full access to the resort amenities — perfect for a relaxing getaway or a fun-filled vacation. Wake up to tranquil water views, enjoy breakfast on the patio, then spend your day exploring the resort and the local areas Whether you're planning a family trip, a couple’s escape, or a weekend with friends, you’ll find the perfect mix of comfort and convenience here

Living on the Green
This newly renovated 3 bed 2 bath pool home is located on a lovely golf course. The pool area faces beautiful sunsets and is not heated. During the day the sun warms it to 80 unless the weather is cooler or rainy. The home is near shopping, restaurants at Gulf Town Center and Coconut Point. Beaches in Bonita or Fort Myers Beach close by. Pool table w/ table tennis option in garage. For the summer months I have added a mini-split A/C unit for the master suite for additional comfort.

Container Tiny Home, HUGEYard, FGCU & Pet Friendly
Stay at our Zen Container Tiny Home on the edge of Fort Myers and Estero — minutes from malls, supermarkets, FGCU, outlets, restaurants, state parks, kayaking, Hertz Arena, and 15-20 minutes to the beach ! Modern wabi-sabi decor, brand new appliances, rain shower, and cozy living space with 75” TV. Fully fenced grassy yard with a mulberry tree, fire pit, and plenty of room for your pet to play. Peaceful, safe street yet close to everything. Perfect for a relaxing getaway

Unforgettable Pyramid home in sunny Florida 7046
Don't miss your chance to stay at this unique and exciting pyramid that features a natural spring water lake! ! This home is perfect for couples, families, or close friends who are looking for a fun vacation. We are Located about 15 miles from most beaches and central to all local attractions in a quiet and safe community. Some highlights- * 2 queen bedrooms/ 1 bathroom * self check in * Free WIFI * Beach gear, washer/dryer, full kitchen, private grill, patio

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.

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.

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!

Bonita Springs Coastal Retreat | Pool Home
Relax and unwind in this beautiful 4-bedroom, 3-bath home featuring a heated pool with a sunshelf, perfect for soaking up the Florida sunshine. Centrally located near Coconut Point Mall, you’re just minutes from great shopping, dining, and only 15 minutes from Bonita Beach. Inside, spacious coastal-inspired living areas provide plenty of room for family and friends to gather. Your private getaway awaits, book today for an unforgettable stay!

3BD 1-Acre Oasis: Private Pool Estate near Beaches
✨ Experience the 'Casa Bonita Florida’ Standard—where 1-acre privacy meets 5-star hospitality. ✨ Discover the unrivaled guest experience at Casa Bonita Florida—a secluded 1-acre retreat in Bonita Springs designed for ultimate privacy and coastal luxury. Spotlessly clean, pet-free, and fully stocked, we offer a "Top Shelf" stay backed by a flexible cancellation policy. Book with total confidence and relax in your own private resort!

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.
Popular amenities for Estero holiday rentals
Other great holiday rentals in Estero

Cozy Beach Getaway- Beach in 5!

Landing | Chic 2BD, Clubhouse, Pool

Room NAPLES in Fort Myers * Barra Villa Resort *

Uncle Bernie’s Bungalow

New Villa Alhambra Lake at the lake-gameroom-dock

* Great Location! Stunning Remodel, King Beds

Lovely 2-bedroom condo with resort style pool

Renovated Cottage Steps to Beach
When is the best time to visit Estero?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $342 NZD | $397 NZD | $357 NZD | $304 NZD | $276 NZD | $267 NZD | $274 NZD | $264 NZD | $231 NZD | $264 NZD | $290 NZD | $309 NZD |
| Avg. temp | 18°C | 20°C | 21°C | 24°C | 26°C | 28°C | 29°C | 29°C | 28°C | 26°C | 23°C | 20°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 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 $104 NZD 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 and kid-friendly amenities

Pet-friendly accommodation
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

Wi-Fi availability
200 of Estero holiday rentals include Wi-Fi 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!
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- Naples Beach
- Captiva Island
- Lovers Key Beach
- Englewood Beach
- Stump Pass Beach State Park
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- Bonita National Golf & Country Club
- Heritage Bay Golf & Country Club
- Tigertail Beach
- Edison & Ford Winter Estates
- Esplanade Golf & Country Club of Naples
- Florida Gulf Coast University
- Boca Grande Pass
- Stonebridge Country Club
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- Jetblue Park
- Delnor-Wiggins Pass State Park
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