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Orangetree Vacation Rentals

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Our top choices for Orangetree vacation rentals

1. Wiggins Pass Chalet

Wiggins Pass Chalet
4.0 star property
Naples
9.6 out of 10, Exceptional, (285 reviews)
"Overall it was an awesome stay."
United States
Patricio
The price is CA $136
CA $151 total
includes taxes & fees
Sep 21 - Sep 22
Wiggins Pass Chalet

2. Beachy Dream 3BR/2BA w./ Pool, Gym, and Theater

Beachy Dream 3BR/2BA w./ Pool, Gym, and Theater
Rural Estates
10.0 out of 10, Exceptional, (12 reviews)
"The corner location was great and all the amenities fit our needs well."
United States
Mike L.
The price is CA $298
CA $949 total
includes taxes & fees
Sep 3 - Sep 4
Beachy Dream 3BR/2BA w./ Pool, Gym, and Theater

3. 2/1 Hidden Gem

2/1 Hidden Gem
Naples
9.8 out of 10, Exceptional, (18 reviews)
"Exactly what we needed - comfy bed, great location, exceptional hosts! Will definitely stay again!!"
United States
Katherine S.
The price is CA $135
CA $339 total
includes taxes & fees
Sep 3 - Sep 4
2/1 Hidden Gem

4. StudioRes by Marriott Fort Myers Airport

StudioRes by Marriott Fort Myers Airport
3.0 star property
Fort Myers
9.2 out of 10, Wonderful, (127 reviews)
"Great stay."
United States
cynthia
The price is CA $99
CA $110 total
includes taxes & fees
Sep 12 - Sep 13
StudioRes by Marriott Fort Myers Airport

5. Experience your Dream Vacation Home

Experience your Dream Vacation Home
Ave Maria
10.0 out of 10, Exceptional, (21 reviews)
"This property is in a great neighborhood, peaceful, extremely convenient to Ave Maria University. Check-in and check-out instructions were very simple and easy to follow. We had everything we needed for our stay and felt very comfortable in this spacious home. Definitely hope to stay here again!"
United States
Jennifer M.
The price is CA $263
CA $762 total
includes taxes & fees
Sep 3 - Sep 4
Experience your Dream Vacation Home

6. Cozy 2-bedroom apartment near the Ocean

Cozy 2-bedroom apartment near the Ocean
Naples Park
10.0 out of 10, Exceptional, (19 reviews)
"Staff is great nice friendly and helpful!"
United States
Chad
The price is CA $150
CA $394 total
includes taxes & fees
Sep 6 - Sep 7
Cozy 2-bedroom apartment near the Ocean

7. Spacious Family Retreat with Pool Gym Sauna Pickleball and Guest Suite SLEEPS 16

Spacious Family Retreat with Pool Gym Sauna Pickleball and Guest Suite SLEEPS 16
Oakes Estates
10.0 out of 10, Exceptional, (22 reviews)
"Property was beautiful & well equipped. Enjoyed our stay & would recommend."
United States
Kelly R.
The price is CA $1,251
CA $2,261 total
includes taxes & fees
Sep 3 - Sep 4
Spacious Family Retreat with Pool Gym Sauna Pickleball and Guest Suite SLEEPS 16

8. Naples Retreat, Game Room + Pool, Table & Darts, Fenced Yard, Pet Friendly

Naples Retreat, Game Room + Pool, Table & Darts, Fenced Yard, Pet Friendly
Palm River Estates
10.0 out of 10, Exceptional, (15 reviews)
"Host was amazing and always responded quickly"
United States
Jason B.
The price is CA $203
CA $938 total
includes taxes & fees
Sep 8 - Sep 9
Naples Retreat, Game Room + Pool, Table & Darts, Fenced Yard, Pet Friendly

9. Noel Real Estate

Noel Real Estate
2.0 star property
East Naples
9.0 out of 10, Wonderful, (4 reviews)
"Property was easy to find and just as described and listed. very home-feeling and comfortable. "
United States
Lauren
The price is CA $152
CA $554 total
includes taxes & fees
Sep 3 - Sep 4
Noel Real Estate

10. Relax with privacy! Villa in Bonita Springs! Modern, huge pool!

Relax with privacy! Villa in Bonita Springs! Modern, huge pool!
Bonita Springs
10.0 out of 10, Exceptional, (126 reviews)
"Wonderful home to stay in while visiting FL. "
United States
Jessica M.
The price is CA $347
CA $840 total
includes taxes & fees
Sep 9 - Sep 10
Relax with privacy! Villa in Bonita Springs! Modern, huge pool!

11. Bellasera Resort

Bellasera Resort
4.0 star property
Old Naples
9.6 out of 10, Exceptional, (2,328 reviews)
"The perfect place for a family vacation"
United States
Lorenzo
The price is CA $345
CA $445 total
includes taxes & fees
Sep 3 - Sep 4
Bellasera Resort

12. Cozy 2 bedroom on the canal with pool and hot tub!

Cozy 2 bedroom on the canal with pool and hot tub!
Estero Bay Shores
10.0 out of 10, Exceptional, (35 reviews)
"Beautiful home and a fantastic location! Owners were extremely accommodating and quick to respond."
United States
Peyton R.
The price is CA $324
CA $859 total
includes taxes & fees
Sep 3 - Sep 4
Cozy 2 bedroom on the canal with pool and hot tub!

13. Tranquil Hideaway: Experience Privacy and Joy

Tranquil Hideaway: Experience Privacy and Joy
Bonita Springs
9.8 out of 10, Exceptional, (69 reviews)
"Everything about the house, location and communication regarding the rental was top notch, if we had questions or needed anything all we had to do was contact the numbers provided. We would definitely stay again and recommend to others. "
United States
Karna B.
The price is CA $465
CA $1,266 total
includes taxes & fees
Sep 4 - Sep 5
Tranquil Hideaway: Experience Privacy and Joy

14. Free Golf Until Oct! Naples Condo w/ Resort Pool

Free Golf Until Oct! Naples Condo w/ Resort Pool
3.5 star property
Naples
10.0 out of 10, Exceptional, (1 review)
"We spent a weekend here while visiting family in the area. Great location for us. Super friendly and helpful. Nice sunset view over the golf course. "
United States
Mark
The price is CA $264
CA $557 total
includes taxes & fees
Sep 3 - Sep 4
Free Golf Until Oct! Naples Condo w/ Resort Pool

15. Close to the Beach and 5th Ave! Fun Naples Peaceful Getaway 4U!

Close to the Beach and 5th Ave! Fun Naples Peaceful Getaway 4U!
Central Naples
10.0 out of 10, Exceptional, (11 reviews)
"Nice spot close to downtown and perfect space for our family. Good communication with host and a couple of minor issues were handled quickly and efficiently. Will recommend for others looking for an easy stay in Naples."
United States
David F.
The price is CA $195
CA $557 total
includes taxes & fees
Sep 13 - Sep 14
Close to the Beach and 5th Ave! Fun Naples Peaceful Getaway 4U!

16. Awesome Apartment near the Beach

Awesome Apartment near the Beach
Central Naples
9.8 out of 10, Exceptional, (23 reviews)
"Great stay"
United States
Steve A.
The price is CA $105
CA $652 total
includes taxes & fees
Sep 6 - Sep 7
Awesome Apartment near the Beach

17. 1.5 miles 5 min 🚗 to beaches, King Beds, BBQ, Nintendo Switch 🎮, Pet friendly 🐶.

1.5 miles 5 min 🚗 to beaches, King Beds, BBQ, Nintendo Switch 🎮, Pet friendly 🐶.
Central Naples
10.0 out of 10, Exceptional, (11 reviews)
"Perfect location for our stay"
United States
Jeff R.
The price is CA $200
CA $592 total
includes taxes & fees
Sep 10 - Sep 11
1.5 miles 5 min 🚗 to beaches, King Beds, BBQ, Nintendo Switch 🎮, Pet friendly 🐶.

18. Heated Pool Home Near Bonita Beach w/ Arcade Room

Heated Pool Home Near Bonita Beach w/ Arcade Room
Bonita Springs
10.0 out of 10, Exceptional, (16 reviews)
"Wonderful stay. Great communication with owner and the pool and outdoor space were perfect. "
United States
Jarrett Y.
The price is CA $204
CA $647 total
includes taxes & fees
Sep 3 - Sep 4
Heated Pool Home Near Bonita Beach w/ Arcade Room

19. Resort style vacation, 2BR/2BA condo in the heart of Naples: 8min to the beach

Resort style vacation, 2BR/2BA condo in the heart of Naples: 8min to the beach
Central Naples
10.0 out of 10, Exceptional, (31 reviews)
"Host was very helpful, responded promptly to all communication and we will stay there again."
United States
Rick B.
The price is CA $131
CA $519 total
includes taxes & fees
Sep 6 - Sep 7
Resort style vacation, 2BR/2BA condo in the heart of Naples: 8min to the beach

20. Cypress Cove

Cypress Cove
Naples
10.0 out of 10, Exceptional, (16 reviews)
"This was a wonderful place to stay, clean, spacious with a beautiful yard!"
United States
Rebecca L.
The price is CA $205
CA $603 total
includes taxes & fees
Sep 5 - Sep 6
Cypress Cove
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Orangetree Hotel Reviews

Find out more about Orangetree

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Orangetree. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find vacation rentals in Orangetree?

Yes, we offer vacation rentals near the most popular attractions in Orangetree, or you can choose a more remote option if you'd like a relaxing place to stay.

What are some of the best vacation rentals in Orangetree?

Charming Beach Cottage with private pool! One mile to stunning Horizon Beach!: This vacation home rental near Orangetree is located by the ocean and has an outdoor pool, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of books.

How many vacation rentals will I find in Orangetree?

With 3 Expedia vacation rentals, you're sure to find just the right place for your Orangetree stay.

What can I see and do in Orangetree?

Explore the area and family-friendly sights such as Naples Zoo at Caribbean Gardens, or get out into nature at a spot like North Collier Regional Park. In the larger area, you’ll find Valencia Golf and Country Club and Fifth Avenue South.

What are vacation rentals like in Orangetree?

Vacation rentals are privately owned properties you can reserve for a few days or a quick weekend in Orangetree. Vacation rentals feature extras like WiFi and washers and dryers so you'll feel right at home. If you're concerned about a clean environment, a vacation rental can offer a sense of safety away from shared hotel elevators and bustling concierge desks while still allowing you the excitement and enjoyment of travel. You'll also have more space in a vacation rental than in a standard hotel, which makes a vacation rental a popular option for a small group gathering.