
Holiday rentals with outdoor seating in Estero
Find and book unique rentals with outdoor seating on Airbnb
Quick stats about holiday rentals with outdoor seating in Estero

Total holiday rentals
Explore 80 holiday rentals in Estero

Nightly prices starting at
Estero holiday rentals start at $65 SGD per night before taxes and fees

Verified guest reviews
Over 1,740 verified reviews to help you choose

Family-friendly holiday rentals
60 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Holiday rentals with a pool
60 properties feature pools

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wifi availability
80 of Estero holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Estero rentals

4.9 Average rating
Estero stays are highly rated by guests – averaging 4.9 out of 5!
Top-rated rentals with outdoor seating in Estero
Guests agree: these rentals with outdoor seating are highly rated for location, cleanliness and more.

McGregor’s Gem• Heated Pool 3BR/2BA River District
🌴 Welcome to McGregor’s Gem—your ideal Southwest Florida retreat! Dive into relaxation in your private heated pool, spread out across three bedrooms and two baths, and enjoy the perfect blend of peaceful tree-lined neighborhood living just minutes from the charming Downtown Fort Myers River District, world-class beaches, and top local attractions.☀️ Whether you’re traveling with family, friends, or on business, this home offers all the modern comforts you need for a relaxing, stress-free stay

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.

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.

Resort Style Pool Adj Beds-Wilder Sunset Views!
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.

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.

*Relaxing and Fun Pyramid Home in Ft Myers (7048)
Get ready for a unique vacation in a fully equipped pyramid home!! Enjoy exploring all of southwest Florida and then return home where you can relax on your own private patio or jump in the natural spring water lake! Located in south Ft Myers, easy distance to most attractions, 15 miles to beaches!! -Free WIFI -washer dryer -full kitchen -2 patios with dining area -self check in with lock box -perfect for families, great friends, couples -Beach gear provided -2 bedrooms/ 1 bathroom unit

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

Beautiful Oasis
Relax at the solar heated pool and enjoy the serenity of the beautiful, and peaceful 0.6 acres of land with a natural pond where different types of birds like egrets, herons, and ducks can be seen. Close to shopping, dining and just 7.5 mi to Bonita Beach Park. If you play Golf, The Bonita Fairways Public Golf Club is 2.8 mi. Or buy a day pass at the Hyatt Regency and spend the day at the lazy river and waterslides. The backyard is all fenced in, ideal to let your dog run.

Intimate Quaint on Imperial River 1.4 mi. 2 Beach
Old Florida Bungalow 50 Steps to the Imperial River. Historic Old Oak Tree w Spanish Moss, Features Excellent Fishing. This Is a Cozy Newly Renovated 2 bedroom 2 Bath Full Kitchen and Full Sized Washer & Dryer. Kayak Launch and a Jetski Floating Dock This is a historic house one of the first on the Imperial River in the 50's. The entire place is about 900 square feet, 2 Full Private Bedrooms with 2 Small Full Baths W Showers. Full Kitchen, Full Sized Washer & Dryer.

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.

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.

Brand New Vacation Home| Game Room | 2 King Beds
🏡 About this space Enjoy a stress-free and peaceful getaway in this newly built home in the heart of San Carlos Park. Just minutes from shops, restaurants, Gulf Coast Town Center, and Florida Gulf Coast University, this property has everything you need for a relaxing Florida stay. The fully fenced private backyard with BBQ and lounge seating is perfect for unwinding. Plus, enjoy high-speed 1GB internet, making it an excellent choice for remote work.
Popular amenities for outdoor seating rentals in Estero
House rentals with outdoor seating

Gulf Access Canal Home with Seasonally Heated Pool

Bonita Beach House-Minutes from Bonita Beaches!

Modern Coastal Retreat / heated pool and hot tub

Gulf Access/Heated Pool & Jacuzzi/Up to 8

Family Oasis | Heated Pool + Beach Gear, Kid Ready

Luxury Pool Home - South Fort Myers

Gulf Access Canal, Kayaks, Bikes, Dock, Wildlife

Entire Residential Home | Cozy, Simple, Convenient
Apartment rentals with outdoor seating

Coconut Palm - Your Tropical Retreat!

Blackstone Villa

Beach/Sunset Bay/Sunrise Relax/Island Living

VillaBellaBlue Stylish 1BR Retreat Near Fort Myers

Modern Room • Private • Outdoor Space

Beach Vacation Getaway

Oasis Naples Condo 2BR/2Bath

Seaside oasis studio with with heated pool
Apartment rentals with outdoor seating

Lovely Gulf Access/Kayak, Beach, Tiki Bar & Grill.

Rare walkout condo on Sanibel beach

Beachfront fully equipped apartment

Lush tropical 1st floor getaway in Naples

Lovers Key Beach Club Private Beach

100+ 5 Star Reviews and Right on The Beach!

Casa Bonita - Relax @ The Beach (Newly Remodeled)

MILLION DOLLAR VIEW.. GULF VIEW
When is the best time to visit Estero?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $271 SGD | $291 SGD | $314 SGD | $295 SGD | $237 SGD | $194 SGD | $212 SGD | $200 SGD | $194 SGD | $211 SGD | $248 SGD | $269 SGD |
| 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 |
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- Naples Beach
- Captiva Island
- Englewood Beach
- Lovers Key Beach
- Tigertail Beach
- Florida Gulf Coast University
- Stump Pass Beach State Park
- Bowman's Beach
- Barefoot beach Bonita Springs,FL
- Bonita National Golf & Country Club
- Jetblue Park
- Montura Ranch Estates
- Boca Grande Pass
- The Naples Pier
- Clam Pass Park
- Edison & Ford Winter Estates
- Yacht Club Public Beach
- Bunche Beach
- Ave Maria University
- Delnor-Wiggins Pass State Park
- Coral Oaks Golf Course
- Coconut Point
- Lovers Key State Park
- Tarpon Bay Beach





