
Condo holiday rentals in Gulfside City Beach Park
Find and book unique condos on Airbnb
Top-rated condo rentals in Gulfside City Beach Park
Guests agree: These condos are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Gulfside City Beach Park condo rentals
Weekly condo rentals

Naples Tyme Retreat
The perfect getaway. Just what we needed. We spent 8 wonderful nights in Kelly's spacious and beautifully decorated cottage. She always responded promptly to any questions we had and is a great host. The resort amenities were amazing! We loved spending our days at the pool. Would definitely stay again!

Tarpon Beach 104
We had another amazing stay on Sanibel Island and loved this condo! Very well stocked kitchen. Large screened in lanai (larger than prior condos we have stayed at) plus it has direct views of the ocean which was incredible especially while drinking your morning coffee. We loved that the beach chairs and other beach items were in a locked closet outside of the condo on ground floor making it easy to bring to the beach. Speaking of which… beach is an easy walk over a beautiful walkway. Responsive communication with the host. Would highly recommend! Thank you for an awesome stay!

Sundial P204- Dreamy Beachfront Condo on Sanibel
Exactly as listed in the photos. Perfect for our group of 5 adults. Just enough space that we weren’t on top of one another with good conversation spaces to hangout. The host was extremely responsive via chat. We were at the Sundial for a wedding so we didn’t explore the area much but we would absolutely stay here again.

1 Bed + Sanibel Waterfront Deluxe Remodel LUX+WiFi
Paul’s place was excellent, exactly what was advertised. Very clean, kitchen was well stocked with dishes and utensils. Neighborhood was quiet. The only negative and this has nothing to do with Paul, was the intersection from the complex and the causeway was very busy with traffic. We would love to stay here again.

Sandpiper Beach #504 is a Beachfront Vacation Rent
We just got back from Sanibel (our 4th trip to the island over the last 11 years) and really enjoyed our stay at Sandpiper. The location was tucked away from other condo complexes, which we liked. Many complexes on the island are open but still under construction. I was happy to see that this was not the case for Sandpiper. The condo itself was very clean and the kitchen had everything you could ask for and more. We usually go to the farmer's market on Sunday and stock up - we had plenty of storage containers, pots and pans and a high speed blender, which was great. We were so happy to see that Sanibel is recovering from hurricane Ian and people are coming back to visit. I'd say that about 50% of the shops are open and there are plenty of restaurants to choose from. If you are thinking about taking a trip to Sanibel, do not hesitate! I would absolutely recommend Christopher's condo and if we return to Sanibel in the future, we would book here again.

Pointe Santo of Sanibel Unit D32
We had a great stay at Susan‘s place. just walk across the parking lot and you are on the beach. There is lots of construction still going on in landscaping projects to the property. This is understandable considering all the hurricane damage and we knew that the pool was not going to be available prior to our reservation not that we would’ve used it anyway .Susan‘s home was very clean. The kitchen had everything you could imagine for whatever kind of meal you wanted to make . She even had beach chairs and shell bags in the extra closet available for our use! There was plenty of bath towels and beach towels also available . The beds were very comfortable. Susan communicated very well with us. We knew that the elevator was going to be down for a couple of days prior to our arrival not her fault just something that happens. We did not use the extra amenity programs that the condo area has for guests. We did use the new Pickleball courts and had a great time🙂We would rent here again

Great rates, steps to beach, Sandpebble 4B
We had an amazing week in Sanibel. We had the pool to ourselves and it was an easy walk to the beach. The beds were incredibly comfortable and the furniture was higher quality than most airbnbs. It was also helpful that they let you know that they only provide one toilet paper roll, dishwasher tab, garbage bag etc so you can bring a few extra from home instead of having to buy more than you need. The elevator did break twice during our stay but the management company was very responsive and it was fixed the next day. Highly recommend this place for a relaxing stay!

Ocean View Steps From Bonita/Barefoot Beach Naples
Where do I begin? We had an amazing week & Rose’s place & recommendations exceeded all of our expectations. The condo is a hidden gem. We loved its proximity to the beach, restaurants, & nearby beautiful neighborhoods with walking trails. Rose was very responsive & helpful. Will definitely stay here again & highly recommend it! 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.

SoCe Flats 210 - Modern Loft Condo West Facing
We had a wonderful stay at the SoCe flats. The condo was immaculate. The chips and salsa left for us was such a nice touch after traveling most of the day. The location was outstanding. We will be back!

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!

Ground Floor Lake-Front Condo on 5 ac private lake
I loved this place! We are hoping to stay here again in May. It was just like the pictures but even better. The lake was amazing and it was so quiet and peaceful. Thank you for making our trip memorable.

Beachfront Condo Azur w/breathtaking Gulf views!
We had a wonderful stay in the adorable and roomy studio we stayed it. Perfect fot two. Fabulous view. Great location if you want to wake up and go to bed and see the ocean. Coffee taste better at the beach. The rinse station super nice. Pool was very nice. I can’t tell you all the restaurants we went to amd had great food at all of them. So many beaches to explore. Thank you to our hostess! Cute decor.

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.

Casa Di Napoli: 2/2 Chic Retreat/Private Pool
Loved everything about this Air BnB!

The Starfish Getaway – 9th Floor Beach Front Condo
Kelly’s place was perfect! Very quiet at night, great atmosphere, very low key not a bunch of party people in the other units. Great restaurants within a 15 minute drive. The unit was very clean and well organized. The bed was comfortable, furnishings were very good. The view of the gulf was amazing from the ninth floor as was the coastline. We’re are very happy we picked this unit and will definitely come back on our next trip to Fort Myers Beach.
Condo rentals with a pool

Luxury Awaits! Stunning Condo & Water Views!
This place is perfect for a romantic or honestly any type of vacation. The view is breathtaking and the whole condo is so nice and well taken care of. Every single day we seen dolphins and manatees and even some stingray. I can’t express enough how amazing the view was . This is the best place I’ve stayed at so far along the Gulf. Worth every dollar and I actually think it’s very cheap for what you actually get while there. If your scroll pass this place while searching stop searching and book this place you won’t regret it!

Beachfront @ Elevate in the Sun!
There were extensive directions, which made everything very easy! The host also checked in with us after we got there and was super responsive. We loved how close and accessible the beach was! We would stay here again!

3BR BeachCondo | Gulfside Pool | Hot tub | Sleep 8
Great place to go with your family! Our 4 and 7 year old had the best time of their lives! I would stay here again!

This gem is just steps to most beautiful beach!
We had such a great time. Cindy's condo was perfect for the two of us. Estero Beach was our favorite beach from the whole vacation, and what was best it was right outside!! We found so many shells,and saw dolphins. It's a great place to stay. Cindy was always just a text away,and responded right away. We would definitely stay there again!

Partial gulf view,steps away from beach! LIG condo
We loved our stay here! The hardest decision each day was whether to swim in the pool first or go to the beach. The condo was sparkling clean and had everything we needed. We were super impressed and found lots to do on the island including the farmers market on Sunday, a drive through the Ding Darling nature preserve, a visit to the shell Museum, Island Pizza for dinner one night and a shaded playground for the kids. What a great week!

Spectacular Sanibel condo near beach with pool
We would definitely consider staying here again and tell friends and family about it if they’re ever in Sanibel. It was so helpful to have items available for the beach, as well. The Airbnb was very well put together and welcoming. The only inconvenience was having water shutoff during our stay but we realize it was necessary. it was necessary for the complex. Having Bowman’s beach near by was great!

Beach Front Heated Pool 2BR Gullwing 803
This was the perfect place to stay for our girls trip! The unit surpassed our expectations. The hosts were very responsive and extremely helpful. The unit was clean, the beds were comfortable and it had everything we needed to enjoy our stay! We highly recommend this rental! And we can’t wait to return next year!

Sundial A306
This unit looks just like the pictures, no surprises! Super clean & cute. Beach view great! Highly recommend!
Destinations to explore
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Naples Beach
- Captiva Island
- Caspersen Beach
- Manasota Key Beach
- Lovers Key Beach
- Clam Pass Park
- Barefoot beach Bonita Springs,FL
- Tigertail Beach
- The Club at The Strand
- Worthington Country Club
- Seagate Beach Club
- Delnor-Wiggins Pass State Park
- Heritage Bay Golf & Country Club
- Panther Run Golf Club
- Englewood Beach
- Bonita National Golf & Country Club
- LaPlaya Golf Club
- Morgan Beach
- The Quarry Golf Club Naples
- Cypress Woods Golf & Country Club
- Talis Park Golf Club
- Gasparilla Island State Park
- Stump Pass Beach State Park
- Blind Pass Beach