
Condo holiday rentals in Old Naples
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Top-rated condo rentals in Old Naples
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Popular amenities for Old Naples condo rentals
Weekly condo rentals

Lovely 2 bed 2 bath condo in east Naples with Pool
We thoroughly enjoyed our stay at Altin’s condo. It was very comfortable and had all you needed! The condo park had a beautiful pool and lots of activities to participate in. Altin was very responsive to any communications from me. He even checked in with me while he was in Naples to see if I needed anything! Overall, a wonderful experience!

Westshore Naples Cay #202- Stunning Ocean view
Beautiful condo, very clean and had everything we needed the week we stayed. The view from the lanai is beautiful, sailboats going by during the day and gorgeous sunsets at night. The location is perfect, close to great shopping and restaurants. We went for walks on the beautiful beach and neighborhood daily. We look forward to returning.

Beach Vibe Condo Resort / Pool+Golf, Near Beaches!
Christopher's condo is modern, well-organized, clean, accessible to golfing, and full of other amenities. We love the beautiful view of the lighted, water fountain in the courtyard from the balcony. It was a wonderful weekend getaway for us to enjoy Naples and Marco Island. Highly recommended for those visiting the area!

REMODELED LESS THAN 5 MIN FROM SUNNY NAPLES BEACH
We had a fantastic stay! Our host was incredibly responsive and made communication so easy from start to finish. The unit itself was absolutely beautiful. it was stylishly decorated, spotless, and very comfortable. The beds were cozy and perfect for a restful night's sleep. There was also plenty of storage space, which made unpacking and settling in a breeze. The resort grounds were exceptionally maintained, making the whole experience feel relaxing and upscale. Highly recommend booking this place, you won’t be disappointed! We hope to visit again.

The Club at Naples Cay 501 - Gulf Views
We loved our stay! the photos of the listing don't do justice to how nice the area is, extremely well maintained, great pool, very short walk to beach, and all the conveniences that the condo provided. The views from the condo were breathtaking. We love Naples but had never been at Naples Cay but now it is our favorite place to stay. The beds were very comfortable! We had everything that we could ask for in terms of kitchen appliances, etc. The oven and the stove were great. Our 1 year old slept great in the bassinet provided, and the 4 year old loved the books and beach toys. Looking forward to coming back 😀

The Sunset @ Naples Boutique | Walk 2 Beaches
Keith and Jesyka were super responsive and flexible with our check in time. I had some meetings to take and they were kind enough to do an early check in so I can start my weekend early with friends but finish working at their place! The units and set-up of the pool were great, lots of parking. Would definitely stay here again.

Park Shore Resort-Deluxe Condo 1st FloorBLDGE #134
Great place to stay in Naples, near the beach and many restaurants. The condo is clean and accommodates a family perfectly!

Casa Di Napoli: 2/2 Chic Retreat/Private Pool
Great place - recommend this Airbnb and the host! Thank you
Pet-friendly condo rentals

Sanibel Romantic Getaway
We had a wonderful week at Nancy’s place! It was just right for my husband, me, and our small dog. Location is great and it’s an easy walk to the beach! While small, the apartment has all the necessities. We particularly liked that there is a bike rack and the house is beside a bike path.

Lovely Gulf Access/Kayak, Beach, Tiki Bar & Grill.
Our stay at Yenny’s condo was great! She communicated quickly whenever I reached out before our stay and even contacted us once we were there asking if we needed a packnplay! The location is close to the grocery store, restaurants and Cape Coral beach. We hope the condo is available in the future when needed as our stay couldn’t have been better. Thank you, Yenny

Cute Coastal Escape. Close to FMB and Sanibel
Lisa was an excellent host. She was quick to respond and very helpful acclimating to the area. The Airbnb is located conveniently to many area activities. We stayed for a month and never ran out of things to do. The pool was a nice plus for Florida weather. Overall, we would highly recommend Lisa’s place to anyone who wants a quality place to stay in the Fort Meyers area.

Bonita Bay, Private Beach Access plus
We had a wonderful stay at Wild Pines! The condo was clean, well-furnished and had everything we needed. Excellent location right next to the pool and tennis courts. We took advantage of the many miles of bike paths and the complimentary beach shuttle almost every day. Also walked to the Lake House restaurant twice for dinner. Cathy provided detailed instructions before our trip and checked in with us while we were there to see if we needed anything. We'd definitely love to come back again.

Pleasant Paradise At Estero Beach & Tennis Club
This unit is wonderfully located, with a beautiful view of the shore. We usually prepare our b-fast & lunch in, then dinner out. The kitchen was very well equipped. It was great to have all the extras for the beach, chairs, cooler, toys, and umbrellas. We are grateful for a host with perfect communication skills, Thank you for that.

Luxurious Golf Condo W/ Resort Pool and Amenities!
Thank you so much for everything Sarah and Wesley, we had a wonderful time. The condo has everything you need for a nice vacation, we especially liked the good beach equipment and the possibility to play free rounds of golf. The pool area is also absolutely fantastic. The beach can be reached in 25 minutes and there are plenty of restaurants nearby. We all felt very comfortable and will definitely come back.

Newly Remodeled 2 bedroom, 2 miles to the beach!
Jenna’s place was fantastic! It was super clean and had everything necessary for a long stay. It is on a quiet safe street within walking distance to several cool places. Jenna was very welcoming and we would stay here again!

Right on the Beach with the Best Views and Rates!
We had a wonderful week in Sanibel and are already looking forward to returning! Chris was an excellent host—friendly, responsive, and full of great local recommendations that helped make our trip even better. The condo was absolutely perfect—spotlessly clean and stocked with everything we needed. We especially appreciated the extras for beach days: plenty of chairs, sand toys, shovels, and even a beach umbrella. We loved grabbing ice cream at The Shack and had some fantastic meals at The Lighthouse Café and Gramma Dot’s. Jerry’s made grocery shopping a breeze with their easy online ordering and pickup. All in all, it was a fantastic stay. Thank you, Chris, for making our vacation so comfortable and memorable!
Condo rentals with a pool

Gorgeous Condo with 2 Bedroom, 2 Bath, Pool
This place exceeded our expectations. The condo was very clean with many amenities. The pool was heated to a perfect temperature. Having restrooms at pool was nice. Beds were comfortable. Having a wagon and beach chairs were so helpful to have. Even enjoyed the games left by host. Having grocery within walking distance was a bonus. We were there for US Open pickleball tournament only 5 miles away, very convenient. Highly recommend this place.

Lush tropical 1st floor getaway in Naples
The place was perfect for what we were looking for. Clean, well furnished, quiet, easy to access since it is on the first floor, and a great location close to everything. Mary was very responsive to any questions we had and got back to us quickly. I highly recommend her condo and would definitely stay here again!

Seaside 302 - Beachfront 2BR/2BA - Solmate on FMB
It was a beautiful property. The view was so nice right on the beach, there were a lot of accommodations, including beach chairs and an umbrella that we did not have to pay for. I love that we had our own private parking spot right by the door. I will definitely book again. It was so peaceful and perfect. The host was very responsive.

Relax in this tropical oasis.
Great host and great place.

View of Gulf, Steps to Beach@The Turquoise Turtle
What a wonderful place!!! It was absolutely perfect for our family of 6. Had all the things we needed/wanted and more! Great location and beautiful view of the ocean. Easy walk to get to a nice beach. The beds were all SO comfortable. Kelly had a variety of sand toys for the kids, beach chairs/umbrella, and a variety of floaties. She was also quick to respond and SO helpful with the questions I had. Highly recommend staying at her place! Thank you Kelly for sharing your home!

2 BR Condo w/ King Bed - Resort Pool - Golf - Gym
Wonderful stay at this condo in Lely Resort! Location was great only a short walk to the pool. Unit was well-furnished with very comfortable sofa and beds. Private, peaceful, and beautifully landscaped resort within a short drive to downtown Naples.

5* Star Coral Falls, in Lely, Naples Florida
We stayed at Constance's condo while we were in Naples to be with our Dad while he was in the hospital up the road. Constance was flexible and helpful with everything, especially as we had an unusual situation and didn't know how long we would need a place to stay, but didn't want to be stranded without one, plus the family members staying would change a few days in. We were especially grateful for her accommodations with all that uncertainty. The condo was lovely and peaceful, perfectly located, and a wonderful place to return to after a hard day in ICU! It was clean, well-stocked, and the beds were comfy; stores and restaurants were super close by, and we couldn't have asked for anything to better fit our needs. We hope to return to this lovely area some day under happier circumstances, and would gladly stay here again.

800' from the beach - Frank & Kim's
We truly enjoyed our stay! Everything we needed in a clean and comfy space! Great location! We didn’t mind the construction as it was quite fascinating to see this work being done.
Quick stats about condo rentals in Old Naples
Total rentals
150 properties
Nightly prices starting at
$116 NZD before taxes and fees
Total number of reviews
2.3K reviews
Family-friendly rentals
90 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with a pool
110 properties have a pool
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- Naples Beach
- Captiva Island
- Clam Pass Park
- Lovers Key Beach
- Tigertail Beach
- Barefoot beach Bonita Springs,FL
- Worthington Country Club
- The Club at The Strand
- Seagate Beach Club
- Morgan Beach
- Delnor-Wiggins Pass State Park
- The Quarry Golf Club Naples
- Bonita National Golf & Country Club
- LaPlaya Golf Club
- Cypress Woods Golf & Country Club
- Talis Park Golf Club
- Valencia Golf & Country Club
- Panther Run Golf Club
- Gasparilla Island State Park
- The National Golf & Country Club Ave Maria
- Manatee Park
- Boca Beach
- Esplanade Golf & Country Club of Naples
- Stonebridge Country Club