Some info has been automatically translated. Show original language

Condo holiday rentals in Old Naples

Find and book unique condos on Airbnb

0 of 0 items showing
1 of 3 pages

Popular amenities for Old Naples condo rentals

Weekly condo rentals

Guest favourite
Condo in Naples
4.92 out of 5 average rating, 24 reviews

Lovely 2 bed 2 bath condo in east Naples with Pool

PatRating, 5 stars2 months ago
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!
Top Guest favourite
Condo in Park Shore
4.97 out of 5 average rating, 32 reviews

Westshore Naples Cay #202- Stunning Ocean view

PamelaRating, 5 stars2 months ago
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.
Guest favourite
Condo in Naples
5 out of 5 average rating, 9 reviews

Beach Vibe Condo Resort / Pool+Golf, Near Beaches!

TriRating, 5 stars2 months ago
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!
Superhost
Condo in Park Shore
4.91 out of 5 average rating, 77 reviews

REMODELED LESS THAN 5 MIN FROM SUNNY NAPLES BEACH

ElizabethRating, 5 stars2 weeks ago
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.
Top Guest favourite
Condo in Park Shore
4.98 out of 5 average rating, 47 reviews

The Club at Naples Cay 501 - Gulf Views

EvaRating, 5 stars1 week ago
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 😀
Guest favourite
Condo in Naples Park
4.94 out of 5 average rating, 32 reviews

The Sunset @ Naples Boutique | Walk 2 Beaches

CamilleRating, 5 stars2 weeks ago
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.
Top Guest favourite
Condo in Park Shore
4.98 out of 5 average rating, 90 reviews

Park Shore Resort-Deluxe Condo 1st FloorBLDGE #134

PatriziaRating, 5 stars1 month ago
Great place to stay in Naples, near the beach and many restaurants. The condo is clean and accommodates a family perfectly!
Top Guest favourite
Condo in Naples
4.9 out of 5 average rating, 39 reviews

Casa Di Napoli: 2/2 Chic Retreat/Private Pool

DominikRating, 5 stars4 weeks ago
Great place - recommend this Airbnb and the host! Thank you

Pet-friendly condo rentals

Superhost
Condo in Sanibel
4.73 out of 5 average rating, 132 reviews

Sanibel Romantic Getaway

MicheleRating, 5 stars1 month ago
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.
Guest favourite
Condo in Cape Coral
4.87 out of 5 average rating, 185 reviews

Lovely Gulf Access/Kayak, Beach, Tiki Bar & Grill.

DianeRating, 5 stars2 months ago
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
Guest favourite
Condo in Fort Myers
4.83 out of 5 average rating, 111 reviews

Cute Coastal Escape. Close to FMB and Sanibel

MaryRating, 5 stars2 weeks ago
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.
Top Guest favourite
Condo in Bonita Bay
4.98 out of 5 average rating, 46 reviews

Bonita Bay, Private Beach Access plus

PamRating, 5 stars2 months ago
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.
Guest favourite
Condo in Fort Myers Beach
5 out of 5 average rating, 10 reviews

Pleasant Paradise At Estero Beach & Tennis Club

ColeenRating, 5 stars4 months ago
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.
Guest favourite
Condo in Naples
5 out of 5 average rating, 28 reviews

Luxurious Golf Condo W/ Resort Pool and Amenities!

GabiRating, 5 stars2 weeks ago
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.
Guest favourite
Condo in Naples
4.96 out of 5 average rating, 69 reviews

Newly Remodeled 2 bedroom, 2 miles to the beach!

AlyssaRating, 5 stars2 months ago
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!
Guest favourite
Condo in Sanibel
4.95 out of 5 average rating, 85 reviews

Right on the Beach with the Best Views and Rates!

KathyRating, 5 stars1 week ago
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

Top Guest favourite
Condo in Naples
5 out of 5 average rating, 29 reviews

Gorgeous Condo with 2 Bedroom, 2 Bath, Pool

RonRating, 5 stars1 month ago
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.
Guest favourite
Condo in Park Shore
4.94 out of 5 average rating, 97 reviews

Lush tropical 1st floor getaway in Naples

ChristopherRating, 5 stars1 month ago
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!
Superhost
Condo in Fort Myers Beach
5 out of 5 average rating, 4 reviews

Seaside 302 - Beachfront 2BR/2BA - Solmate on FMB

KosengRating, 5 stars2 weeks ago
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.
Guest favourite
Condo in Park Shore
4.9 out of 5 average rating, 79 reviews

Relax in this tropical oasis.

KevinRating, 5 stars2 months ago
Great host and great place.
Top Guest favourite
Condo in Sanibel
5 out of 5 average rating, 75 reviews

View of Gulf, Steps to Beach@The Turquoise Turtle

KirstinRating, 5 stars1 week ago
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!
Guest favourite
Condo in Naples
4.93 out of 5 average rating, 59 reviews

2 BR Condo w/ King Bed - Resort Pool - Golf - Gym

Muraca PropertiesRating, 5 stars2 weeks ago
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.
Top Guest favourite
Condo in Naples
4.94 out of 5 average rating, 36 reviews

5* Star Coral Falls, in Lely, Naples Florida

SuzanneRating, 5 stars7 months ago
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.
Superhost
Condo in Vanderbilt Beach
4.81 out of 5 average rating, 113 reviews

800' from the beach - Frank & Kim's

MelissaRating, 5 stars1 month ago
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

Destinations to explore

  1. Airbnb
  2. United States
  3. Florida
  4. Collier County
  5. Naples
  6. Old Naples
  7. Condo rentals