Vacation rentals in Orangetree

NEW! Getaway in the Estates

Escape the city to a 3BR/2BA/1 office on a 2+ acre lot in an up & coming neighborhood. Furnished w/ WiFi, Smart TV, Basic appliances & laundry. Kitchen fully stocked w/ cookware, tea & coffee bar. Plenty of parking for POVs, boats & RVs. The home is near National parks & nature trails. A short drive to shops, grocery & dining. Newly screened patio. Away from ambient lighting & located near the end of a long street for a true serenity. Minutes from new town Ave Maria. Lowest cleaning rate around.

Tropical Garden Studio Cottage (2 miles to beach)

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

Beach Vacation Getaway

Great for a couple with 1 -2 young kids or a getaway for 2 or a business traveler. Guesthouse is totally separate from the main house. Bedroom-king sized bed. Couch, 24 inch high twin air mattress and ottoman w/ twin sized bed. Fully screened lanai/Indoor HEATED private pool/w 8ft wall (swim at your own risk). No pets. WiFi/cable TV. 10 minute drive to the beach/shopping. Walking/biking/jogging path. 4 bikes-(ride at your own risk)/BBQ grill/continental breakfast/a variety of snacks/beverages

Golden Relax

Bring the whole family to this relaxing paradise in a quite neighborhood, just minutes away from Naple's best beaches, shopping, and dinning! The home features 3 bedrooms and a beautiful interior, freshly modeled and decorated in 2026. Decompress in the beautiful outdoor area which includes a heated salt system pool, covered screened lanai, large hammock, lounging chairs, BBQ grill, spacious grass lawn, and many cozy nooks for your enjoyment! . Golden relax and unforgattable moments await!

577 SunnyDaze | Private Heated Pool | Walk 2 Beach

Welcome to 577 Sunny Daze! Located just 4 blocks from the gorgeous, white sands of Vanderbilt Beach, this heated pool home blends easy beach living w/ inviting coastal comfort throughout. Step outside to your private, lush tropical backyard, where the heated pool, tropical palms, & lush greenery create a peaceful oasis - perfect for morning coffee, afternoon swims, or evenings under the stars! If you've come to soak up the warm Florida sunshine, Sunny Daze is the perfect place to vacation!

Beach House on pond w/ HEATED pool - sleeps 6

This secluded and beautiful beachside getaway is yours. Perfectly positioned easy access to white-sand beaches & fabulous shopping/dining/golfing/site seeing experiences of Naples. (2 bed 2 bath.) Gorgeous lakeview, (turtles/ducks incl.). HEATED POOL. Enjoy fresh coffee at sunrise from lanai watching swans take their morning swim or have a nightcap near shimmering moonlit pond. We warmly welcome you to rest, relax and stretch-out at this incredibly charming Beach*House cottage.

Bear Necessities - 1 Bdrm 1 Bthrm w/Kitchen/Lvrm

Relax and enjoy Florida indoors and outdoors in this "mini-apartment". You can watch for roaming wildlife and enjoy the tall pine trees, palm trees, and cypress trees from the patio. The "mini-apartment" is within walking distance of the canal where you can go bird watching and possibly see other wildlife. The apartment is outside of the busy hustle and bustle of the city but within driving distance of the beach. There are several restaurants with indoor or outdoor dining options.

Welcome to Little Paradise

Welcome to your perfect getaway in sunny Florida! This stunning single-family home features 3 spacious bedrooms and 2 modern bathrooms, making it an ideal retreat for families or groups seeking relaxation and adventure. Step outside to discover your own private oasis—an inviting inground heated pool complete with a luxurious hot tub. Whether you're soaking up the sun or enjoying a refreshing evening dip, this outdoor paradise is sure to be a highlight of your stay.

Private modern Oasis - Studio w/ Kitchen + Parking

Your private modern studio oasis awaits! Separate entrance, designated parking, queen bed, and loveseat pull-out make it ideal for couples, solo travelers, or small families. Relax on the patio or cook light meals in the kitchenette with induction cooktop, air fryer, fridge, and coffee bar. Minutes from Ave Maria, Naples beaches, trails, dining, Great Wolf Lodge, and local shops—comfort and convenience in Golden Gate Estates!

Dolphin Bungalow in Naples

Wake up to a chorus of singing birds under the splendid South Florida weather. Brew a coffee in the privacy of your bungalow, and get ready to seize the day. After a fun day at the beach or a productive working session, Dolphin Bungalow will be perfect for the relaxation you need. Sit outside and enjoy the peaceful backyard view, pool, and the sweet afternoon breeze. The sun is warm, flowers are blooming… I wouldn’t wait.

“NEW” Bardominium

The whole group will be comfortable in this spacious and unique Bardominium. Smart TVS in all three bedrooms and in living room. Free coffee, shampoo and soap for your first couple of days. USB charging station in case you forgot yours. Farmers porch equipped with comfortable rocking chairs to relax in. Gas grill on the front porch with table and chairs to sit and enjoy the grilled food.

KING'S BEE Guest Suite

A tranquil serene paradise that captivates the estates surrounding nature. Guests will be surrounded by vivid outdoorsy scenery. The designated parking area is indicated by the drive way, as it leads to a vibrant outdoor seating area and a cozy wooden deck. As you walk up the steps that lead to the patio, you will see the door that will lead you to your cozy place of stay.