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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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Holiday home in Bonita Springs

4.8 out of 5 average rating, 105 reviews

Amazing home w canal views, a mile from the beach!

New&Amazing location Walk or bike riding distance from the best escape to the most beautiful beach locations in Southwest Florida . This 1-bedroom, 2-bed and fold up bed spacious home has an open floor to allow the family to enjoy time away from home. The porch has seating to watch the sunsets with canal views. Step outside to relax play board games or just enjoy the fireplace while you chat with the family. This great place with lots of room for fun. Short distance to Fort Myers, Naples.Miami2

19–26 Nov

$170 SGD per night

Guest favourite

Guest house in Fort Myers

4.98 out of 5 average rating, 620 reviews

Hints of Key West in Fort Myers' Historic District

Tucked away in tranquil Dean Park Historic District. Built in 1925, this carriage house has been completely renovated in 2016. It is over a garage, there are stairs. Stroll to downtown Fort Myers River District, and enjoy the restaurants, nightlife, and cultural events. Take advantage of all the activities the area has to offer, and at the end of the day come back to this peaceful oasis. Our place can accommodate couples, older child (twin air mattress available), business travelers. No pets.

18–25 Jun

$180 SGD per night

Guest favourite

Guest suite in Naples

4.97 out of 5 average rating, 301 reviews

Tropical Garden Studio Cottage (2 miles to beach)

Studio beach cottage experience in North Naples. Take one of the 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.

3–10 Jun

$194 SGD per night

Home in Fort Myers

4.82 out of 5 average rating, 45 reviews

Mermaid Cottage minutes away from awesome beaches

Beautiful RV resort located in fabulous Fort Myers. You would be staying in a stylish manufactured home decorated with a unique mermaid theme. There are two bedrooms and a futon in the living room allowing 5 to sleep comfortably. Our gorgeous all-age resort includes a heated pool, hot tub, playground, and pickleball courts, all within walking distance of the home. If you leave the resort, nearby beaches include Bonita Beach, Barefoot Beach, and Sanibel for those seeking that FL sunshine!

1–8 Nov

$171 SGD per night

Guest favourite

Guest suite in Fort Myers

4.97 out of 5 average rating, 224 reviews

Clean studio unit with bathroom and living room

Enjoy a cozy stay in our studio. We're centrally-located in the heart of Fort Myers, with the interstate, RSW airport and Gulf Coast Town Center shops right around the corner. The beach is only a 25 minute drive, 10 minutes to the outlets, and 25 minutes to downtown. It's nice and quiet inside, with a place to work, relax to some TV, and has a comfortable queen size bed and a futon for an extra person. We have a full bathroom, mini-fridge, microwave, towels and plates to enjoy a meal.

2–9 Oct

$140 SGD per night

Guest favourite

Campervan/Motorhome in Bonita Springs

5.0 out of 5 average rating, 32 reviews

Spacious Luxury one bedroom RV @ Coconut point.

You won’t forget your time in this romantic, luxurious 1 bedroom RV with indoor fireplace. Just 1.9 miles away from Coconut Point Mall and less than 1 mile away from the Hyatt Regency Resort and Spa. Super spacious with open kitchen floor residential appliances, tall ceilings, large scenic windows areas. Great amount of storage throughout for your food, clothing & bathroom items, and flatscreens TVs in Living and bedroom. Enjoy your stay with complimentary bikes, BBQ grill, cooler.

21–28 Jun

$156 SGD per night

Home in Bonita Springs

4.92 out of 5 average rating, 121 reviews

Modern Spacious studio minutes from beach/downtown

Beautiful newly built spacious studio in downtown Bonita Springs, 7 miles from the world famous Barefoot beach, and only 100 steps away from the popular Riverside park where many events and festivals are held. This spacious studio is modern with a very tall ceiling with exposed wood beams, well lit with giant slider doors, with a full sized kitchen and full patio area. Perfect for a couple on a get-away or even a single person just traveling for leisure or work. Clean at all times.

25 Nov – 2 Dec

$147 SGD per night

Guest favourite

Farm stay in Fort Myers

4.98 out of 5 average rating, 131 reviews

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 peacocks. You can sit and relax on your private, beautiful lanai or any of our farm tables placed around the property. Join us as we feed the goats and donkeys. Or even join in one of our G.O.A.T. Yoga classes! We're easily located close to I-75, airports, shopping, beaches, downtown. Perfect for couples or solo travelers.

8–15 Jan

$195 SGD per night

Guest favourite

Cabin in Bonita Springs

4.91 out of 5 average rating, 274 reviews

Calming, relaxing cabin on the Imperial River

This private cabin surrounded by beautiful Florida landscape is the perfect place to get away from the stress and pressures of life. Unique decor from local artists, water filtration cooler, View birds, otters, manatees, turtles and fish in the river right outside your door. At night, sit on the screen porch under the soothing cafe lights protected from rain and bugs. Pagoda offers seating for 4, gas grill and chaise lounge for dining and relaxing. Come unwind in this gem!

22–29 Jun

$141 SGD per night

Guest favourite

Cottage in Fort Myers

4.93 out of 5 average rating, 126 reviews

Cozy Cottage with heated pool and wifi !

Welcome to the newly remodeled cozy cottage! This home provides everything you will need for a fun, relaxing vacation. Enjoy all the comforts of home with a full kitchen, bathroom, Roku TV, private WIFI, washer/dryer, and community pool. This one bedroom/ one bath unit is perfect for you to explore all the amazing sights in the Fort Myers area. 15 miles from most beaches, convenient to shopping, plenty to see between fort myers, bonita springs, and Naples.

25 May – 1 Jun

$211 SGD per night

Guest favourite

Flat in Fort Myers

4.94 out of 5 average rating, 127 reviews

Peaceful Retreat #2

Welcome to Peaceful Retreat #2. This Large Studio Apartment Offers a plush King Sized Bed, The Kitchenette is complete with Microwave, Mini Fridge, Toaster and Drip Coffee Pot, a fairly large walk in Shower with sitting area and an over sized walk in Closet, cute little dinette set and two relaxing chairs to watch your favorite show, Enjoy your Morning Coffee in the Lushly Landscaped quaint Courtyard with the sound of birds chirping and water cascading.

25 Jul – 1 Aug

$100 SGD per night

Guest favourite

Guest house in Estero

4.88 out of 5 average rating, 25 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.

31 Dec – 7 Jan

$176 SGD per night

Holiday rentals for every style

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Popular amenities for Estero holiday rentals

Free parking on premises

Air conditioning

Stay near Estero's top sights

Coconut Point218 locals recommend

Miromar Outlets349 locals recommend

Hertz Arena44 locals recommend

Hyatt Regency Coconut Point Resort And Spa9 locals recommend

Stoneybrook Golf Club3 locals recommend

Estero Community Park8 locals recommend

Other great holiday rentals in Estero

Guest favourite

Flat in Fort Myers

5.0 out of 5 average rating, 21 reviews

2BR/2BA & KITCHENETTE - FORT MYERS

4–11 Jun

$137 SGD per night

Guest favourite

Home in Bonita Springs

4.95 out of 5 average rating, 76 reviews

Cozy guest suite in Bonita Springs.

8–15 May

$131 SGD per night

Guest favourite

Guest house in Fort Myers

4.79 out of 5 average rating, 33 reviews

Hezekiah's 2 Story Guesthouse

13–20 Sep

$168 SGD per night

Guest favourite

Flat in Fort Myers

4.96 out of 5 average rating, 48 reviews

Golf & Pool Views! Very spacious & cozy. Adj beds!

18–25 Aug

$160 SGD per night

Guest favourite

Flat in Fort Myers

4.95 out of 5 average rating, 59 reviews

Villa San Carlos Park

30 Oct – 6 Nov

$180 SGD per night

Guest favourite

Flat in Bonita Springs

4.94 out of 5 average rating, 17 reviews

Heated Pool•7min->Beach•King•WD•SmartTV

22–29 Aug

$155 SGD per night

Guest favourite

Guest house in Fort Myers

5.0 out of 5 average rating, 8 reviews

Tropical Oasis Loft

12–19 Nov

$148 SGD per night

Guest favourite

Flat in Fort Myers

4.91 out of 5 average rating, 34 reviews

(HEART OF ESTERO)Entire two bedroom condo

$181 SGD per night

Quick stats about holiday rentals in Estero

Total rentals
130 properties
Rentals with a pool
110 properties have a pool
Pet-friendly rentals
30 properties allow pets
Family-friendly rentals
110 properties are a good fit for families
Total number of reviews
1.2K reviews
Nightly prices starting at
$54 SGD before taxes and fees

Destinations to explore