
Holiday rentals with a pool in Lakeside
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Top-rated rentals with a pool in Lakeside
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Popular amenities for Lakeside rentals with a pool
House rentals with a pool

Lux Oasis: *Heated Pool, Spa/Hot Tub&Grill Retreat
My sisters and I came here to stay for the weekend to visit some family that lives in Jacksonville. The house was so fun! We love the pool and the hot tub! The backyard was amazing and the house was so nice and fun!

Cozy ranch near Jax
Very nice house, thank you.

Private Pool Home • Quiet • Near Beaches & Dining
Pool was lovely. Layout was very open. Such a nice place for us as well as our dogs.

~Green Felt Getaway_Sleeps 12_Heated Pool & Spa~
This house is in a great location and super spacious for a large group. It has good gathering spaces, both inside and out. It was very clean inside. I would have never guessed they will allow pets. The kitchen is sparsely furnished so cooking in was a bit of a challenge. The bedroom with two twins is only separated from the kitchen with a curtain, so noise could be a factor. The pool and hot tub were well maintained, but the deck area needs some sprucing up.

+A Taste of Britain entire house / heated pool+
Can't say enough about how great a host James was. He was responsive in a timely manner everytime I had a question. The place was immaculate!! A well spent Birthday getaway!!

Private Pool |King Suite |Screened Patio |Dogs Ok
Very happy with our stay here. As a Norwegian family of 6 we really felt like we where living the «american dream» in a real neighbourhood. The kids loved the pool and the garden, and we had a good base to experience the Jacksonville area.

Oasis in the Hill
We loved our time at this home! The pool was very awesome, the neighbors were friendly, we spent most of our time in the back yard oasis, where we played pool and enjoyed one another. I like that there weren’t any tvs in the bedrooms, kept everyone from separating into groups but instead we were able to really spend quality time together. Great stay would definitely book this listing again in the future! Hosts was polite and responsive.

King bed, Lake View, sleeps 8, 6 TVs, Public Pool
We had a great stay at Yelena’s place! The house was very spacious and perfect for our group — we were all very comfortable. The bathrooms were clean and adequate, and the kitchen was fully equipped with everything we needed. We also really enjoyed the amenities, especially the pool and gym, which were easily accessible. Communication with Yelena was always fast and attentive. Highly recommended!
Apartment rentals with a pool

Mi CASA es su CASA
We had a very relaxing stay. Laura is a fantastic host. She provided all the details we needed to have an easy check in and an enjoyable stay. We especially enjoyed the pool and the deck overlooking the courtyard at night was nice. Great location in a peaceful setting. I highly recommend this property!

Spanish Colonial Design One Bedroom Condominium
Nicki’s place was a perfect, peaceful and private getaway for my husband and I. We thoroughly enjoyed our stay! Close to a Publix and quick bites. Only a 25 minute drive to historic St. Augustine, and 35 minutes to the beach. We felt safe in the gated community and enjoyed the pool/hot tub.

"Gone Coastal" is Steps From the Sand!
This place was very nice! The gated community is also a major plus for solo travelers. The beach was just a few steps away!!!! I would definitely stay here again. Oh and I forgot to mention the bed makes you feel like you’re sleeping on clouds. 10/10.

Steps to Beach, Bikes & Beach Equipment Included!
Sea winds was a great place to stay for a vacation. It was quiet and relaxing and the beach was really close too. The owners were responsive with any of our questions. I would definitely like to stay here again.

34|Ocean at St Augustine Beach
Lee and his home were amazing! The home was very clean and exactly as pictured. It had everything we needed or may need! *Bonus points for providing a hair dryer as I had forgot mine*. It was very quiet and peaceful here. It truly felt like I was in my own little vaca home. This home is in such a GREAT location. With the pool right next to it, 5min walk to the beach, 10min drive from downtown, 10min drive from restaurants, grocery stores, and shopping plazas, and a Starbucks right around the corner, I cant stress enough how this was in a prime location. Tucked away to be in your own private little area but also convenient with anywhere you want/need to go. Lee was an amazing host! Great communication and was so nice. Response time was great, provided a list of things to do in the area, and made sure my family and I had everything we needed. He made our stay feel personalized rather than just another guest using his home. Already excited to use this home again in the future!

Beachcomber Oceanfront 180* panoramic view
This place was amazing. The beach views were stunning. No picture could capture it! The surrounding neighborhood was very nice and safe. Even though you’re in a complex, walls aren’t paper thin which creates more privacy for your family! Tiffany was very responsive and helpful - even informed us of local events. The place is as listed, fully stocked for pretty much every need, and super convenient for the beach. You can watch the sunrise from the balcony or even the bed. We would love to rebook in the future!

Oceanfront Condo with Views, Pool, Park
This was perfect for my daughter and me to spend time together. We felt right at home, from the comfy towels and robes, to the spotless condo. The beach was uncrowded, yet walkable to many restaurants and bars as well as some unique surf schools and camps. Everyone was very friendly. Thank you for sharing your place with visitors.

Alice's Palace Alice in Wonderland St Augustine FL
It was an extraordinary, unique, innovative, cute, whimsical, and well designed place. It was different, fresh and captured the imagination…even had to have tea time! I would definitely recommend and show my family and friends! Thank you Linda for a great stay!
Quick stats about holiday rentals with a pool in Lakeside
Total rentals
20 properties
Nightly prices starting at
₹4,300 before taxes and fees
Total number of reviews
1.1K reviews
Family-friendly rentals
10 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace
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- Ponte Vedra Beach
- Summer Haven st. Augustine FL
- Old A1A Beach
- TIAA Bank Field
- Boneyard Beach
- Kathryn Abbey Hanna Park
- Butler Beach
- Crescent Beach
- Fountain of Youth Archaeological Park
- Amelia Island State Park
- North Beach Guana River Preserve
- Guana Reserve Middle Beach
- Vilano Beach
- Lightner Museum
- St. Augustine Alligator Farm Zoological Park
- Pablo Creek Club
- Ravine Gardens State Park
- Florida Museum of Natural History
- Eagle Landing Golf Club
- MalaCompra Park
- Matanzas Beach
- Bent Creek Golf Course
- St. Marys Aquatic Center
- Driftwood Beach