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Check prices for these dates

Next weekend
15 Aug - 17 Aug
In two weeks
22 Aug - 24 Aug
In one month
5 Sept - 7 Sept
In two months
3 Oct - 5 Oct

Featured Cottages in Pine Ridge

1-bedroom cottage just a short walk to Naples Beach and Fifth Avenue South
Enjoy serene sunsets over the calm sea from this peaceful beach.

1-bedroom cottage just a short walk to Naples Beach and Fifth Avenue South

10.0 out of 10, Exceptional, (13)
"It was the perfect place for my holiday getaway visiting family!"
The price is NZ$712
includes taxes & fees
12 Aug - 13 Aug
1-bedroom cottage just a short walk to Naples Beach and Fifth Avenue South
Moninanu - Modern Wooded Cottage in North Naples
Relax in a shaded outdoor space surrounded by lush greenery and trees, featuring wicker furniture and comfortable cushions.

Moninanu - Modern Wooded Cottage in North Naples

10.0 out of 10, Exceptional, (11)
"A great place for us to stay so we can be close to family"
Moninanu - Modern Wooded Cottage in North Naples
3 Pools, lazy river, walk to 5th ave restaurants!
Relax by interconnected pools surrounded by lush greenery and palm trees, with seating areas and sun loungers.

3 Pools, lazy river, walk to 5th ave restaurants!

9.8 out of 10, Exceptional, (116)
"We enjoyed our stay! The condo was very clean and had everything we needed. Thank you Alan!"
3 Pools, lazy river, walk to 5th ave restaurants!
Cottage B - 2 Blocks to the Beach, 5th Street and 3rd Ave. South
Stroll through a vibrant garden filled with a variety of flowering plants and decorative flamingo statues.

Cottage B - 2 Blocks to the Beach, 5th Street and 3rd Ave. South

9.2 out of 10, Wonderful, (5)
"Loved the cottage and the location. "
The price is NZ$1,105
includes taxes & fees
10 Aug - 11 Aug
Cottage B - 2 Blocks to the Beach, 5th Street and 3rd Ave. South
Peaceful and cozy beach house in North Naples
Relax in this serene outdoor seating area with a wooden table and two armchairs, surrounded by lush greenery and a deck.

Peaceful and cozy beach house in North Naples

9.8 out of 10, Exceptional, (20)
"The house was absolutely perfect for our stay. It was very clean, the beds were comfy, and the home had everything we needed. We would definitely stay here again. "
Peaceful and cozy beach house in North Naples
1 Mi to Beach: Naples Home w/ Pool & Fire Pit
House (3 Bedrooms) | Interior

1 Mi to Beach: Naples Home w/ Pool & Fire Pit

3.0 star property
1 Mi to Beach: Naples Home w/ Pool & Fire Pit
The Historic Coquina Cottages C is 2 Blocks to the Beach, 5th Avenue and 3rd St.
Relax in the serene outdoor seating area surrounded by lush greenery and a charming brick patio.

The Historic Coquina Cottages C is 2 Blocks to the Beach, 5th Avenue and 3rd St.

10.0 out of 10, Exceptional, (11)
"nice place great location, we will stay there again"
The price is NZ$803
includes taxes & fees
11 Aug - 12 Aug
The Historic Coquina Cottages C is 2 Blocks to the Beach, 5th Avenue and 3rd St.
Captain's Cottage
Enjoy al fresco dining and socializing in this outdoor space with a fire pit, grill, and comfortable seating.

Captain's Cottage

3.5 star property
9.0 out of 10, Wonderful, (4)
"Nice property. Close to the beach."
Captain's Cottage
1-bedroom Lakefront cottage with WiFi and AC 5 min to gorgeous Fort Myers Beach
Enjoy a serene outdoor space with a checkered floor, ceiling fan, and stunning views of the water.

1-bedroom Lakefront cottage with WiFi and AC 5 min to gorgeous Fort Myers Beach

4.0 out of 10, (1)
"When we got there, we realized there was nkt a welcome packet or any directions on how to obtain the parking pass, so we had to check in with security everyday until we got one. The house itself looked good on the surface but we noticed that there was only a half roll of toilet paper, no dish soap or sponge, very minimal dishes, and the bathroom fan didnt work at all, and looked as if it had not been cleaned in a very long time. While there we experience power loss which the host was very...
1-bedroom Lakefront cottage with WiFi and AC 5 min to gorgeous Fort Myers Beach
Keys stilt cottage lower unit
Stroll along the scenic beach path lined with lush greenery, leading to a public beach area with umbrellas and recreational activities.

Keys stilt cottage lower unit

9.6 out of 10, Exceptional, (33)
"We visited for the Naples US pickleball open for try week. This home gave us everything we needed. It was clean and nicely put together. Would definitely stay again."
Keys stilt cottage lower unit
Lazy River, 4 Pools, 5th Ave Resort, Your Personal Oasis, Walk to 5th Ave shops
Relax by the resort's central pool, surrounded by lush greenery and palm trees.

Lazy River, 4 Pools, 5th Ave Resort, Your Personal Oasis, Walk to 5th Ave shops

10.0 out of 10, Exceptional, (3)
"We had a fabulous stay at Alan’s place. Condo was updated, spacious, and had everything we needed for the week. The amenities at Naples Bay are top notch with a great shuttle service to the beach including chairs, towels, and umbrellas. Alan was easy to communicate with and we would recommend his place. We’ve stayed in many cottages at Naples Bay and this was one is at the top of our list! "
Lazy River, 4 Pools, 5th Ave Resort, Your Personal Oasis, Walk to 5th Ave shops
Remodeled Naples Getaway w/ Pool ~ 1 Mi to Beach!
Enjoy cooking in this well-equipped kitchen with a stainless steel oven, microwave, and sink.

Remodeled Naples Getaway w/ Pool ~ 1 Mi to Beach!

3.0 star property
9.0 out of 10, Wonderful, (2)
"😍"
Remodeled Naples Getaway w/ Pool ~ 1 Mi to Beach!
10 Mi to Bonita Beach: Pet-friendly Home w/ Yard!
Enjoy a well-equipped kitchen and living area with a sofa, side tables, and coffee table.

10 Mi to Bonita Beach: Pet-friendly Home w/ Yard!

3.0 star property
2.0 out of 10, (1)
10 Mi to Bonita Beach: Pet-friendly Home w/ Yard!
Club Naples Cottage - Cozy Private Home 10 Minutes from the Beach!
Relax in a spacious area with a wicker chair and cushioned bench, surrounded by framed artwork and natural light.

Club Naples Cottage - Cozy Private Home 10 Minutes from the Beach!

10.0 out of 10, Exceptional, (4)
"Real clean quiet and a great place to stay."
Club Naples Cottage - Cozy Private Home 10 Minutes from the Beach!
Salty Sunrise
House (3 Bedrooms) | Property amenity

Salty Sunrise

4.0 star property
9.8 out of 10, Exceptional, (6)
"We had an amazing experience at this property in Fort Myers! The home was in excellent condition and spotlessly clean, which made for a truly comfortable and relaxing stay. Being right on the water was such a treat – the views were stunning, and we loved having easy access to the dock and enjoying the peaceful surroundings. Everything was exactly as described, if not better. We would absolutely stay here again and highly recommend it to anyone looking for a clean, well-maintained waterfront...
Salty Sunrise
Spacious Cottage 1.5 Mi To Beach Kitchen W&D King Bed Dock On The Imperial River
Guests can enjoy a tranquil setting on this deck overlooking a serene body of water surrounded by lush greenery.

Spacious Cottage 1.5 Mi To Beach Kitchen W&D King Bed Dock On The Imperial River

9.6 out of 10, Exceptional, (4)
"We would stay at the cabin again. The location is secluded enough to be quiet but close to all the local places you would want to go, including a public beach. The neighborhood is a wonderful mixture.of homes from affluent to not so affluent. The river adds a nice ambience for the location. Streaming on the TV worked well. Overal a great experience for our getaway..Comfortable and clean, Cute as the pictures!!! "
The price is NZ$327
includes taxes & fees
10 Aug - 11 Aug
Spacious Cottage 1.5 Mi To Beach Kitchen W&D King Bed Dock On The Imperial River
Old Florida Fishing Cottage See The Water From Living Room on Imperial River
Guests can enjoy serene lakeside relaxation and scenic walks along the dock and bridge.

Old Florida Fishing Cottage See The Water From Living Room on Imperial River

9.8 out of 10, Exceptional, (8)
"Hosts were responsive and addressed all questions in a timely manner. Would stay there again."
The price is NZ$361
includes taxes & fees
13 Aug - 14 Aug
Old Florida Fishing Cottage See The Water From Living Room on Imperial River
fabulous waterfront resort, 3 pools, lazy river, walk to 5th Ave!
Relax by the pool surrounded by lush tropical plants and palm trees.

fabulous waterfront resort, 3 pools, lazy river, walk to 5th Ave!

10.0 out of 10, Exceptional, (32)
"Awesome!"
fabulous waterfront resort, 3 pools, lazy river, walk to 5th Ave!
Peaceful Cottage On Imperial River W Dock W&D Kitchen King Bed Can Sleep 4
Relax on a deck overlooking a serene body of water surrounded by lush greenery.

Peaceful Cottage On Imperial River W Dock W&D Kitchen King Bed Can Sleep 4

10.0 out of 10, Exceptional, (5)
"We stayed at the star fish little home away from home. This place was exactly as pictured. My neice and I absolutely loved this place and would highly recommend this to others. Price was well worth the stay to have privacy and all the amenities needed. We ate at local restaurants Coconut Joes was amazing and beach is close and absolutely beautiful!!"
The price is NZ$314
includes taxes & fees
18 Aug - 19 Aug
Peaceful Cottage On Imperial River W Dock W&D Kitchen King Bed Can Sleep 4
Naples Retreat With Private Pool & Spa!
House (3 Bedrooms) | Interior

Naples Retreat With Private Pool & Spa!

3.0 star property
Naples Retreat With Private Pool & Spa!
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 Pine Ridge Hotel Reviews

Hyatt Regency Coconut Point Resort & Spa

Hyatt Regency Coconut Point Resort & Spa

10/10 Excellent
"Love the resort very family friendly. Lots of activities and amenities around. Great pools for kids and adults. Staff is great! "
lisette 4-night trip
Posted 8 hours ago
Hyatt Regency Coconut Point Resort & Spa

Frequently asked questions

How much do cottages in Pine Ridge cost?
Rates for cottages in Pine Ridge range between NZ$314 and NZ$1,105 per night. No matter your budget, you're sure to find a perfect place to get in tune with nature. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many cottages are there in Pine Ridge?
Take your pick of 217 cottages in Pine Ridge. Whether you're holidaying with the family or planning a weekend retreat with your closest amigos, Expedia can help you find the right space to reconnect with nature.