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Holiday rentals with a pool in Lakeside

Find and book unique homes with a pool on Airbnb

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Popular amenities for Lakeside rentals with a pool

House rentals with a pool

Superhost
Home in Jacksonville
4.84 out of 5 average rating, 139 reviews

Lux Oasis: *Heated Pool, Spa/Hot Tub&Grill Retreat

TinaRating, 5 stars2 weeks ago
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!
Guest favourite
Home in Jacksonville
4.92 out of 5 average rating, 165 reviews

Cozy ranch near Jax

SantiagoRating, 5 stars2 weeks ago
Very nice house, thank you.
Guest favourite
Home in Southeast Jacksonville
4.79 out of 5 average rating, 120 reviews

Private Pool Home • Quiet • Near Beaches & Dining

LoriRating, 5 stars2 weeks ago
Pool was lovely. Layout was very open. Such a nice place for us as well as our dogs.
Superhost
Home in Southeast Jacksonville
4.8 out of 5 average rating, 110 reviews

~Green Felt Getaway_Sleeps 12_Heated Pool & Spa~

MaryRating, 5 stars1 month ago
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.
Top guest favourite
Home in Southwest Jacksonville
4.95 out of 5 average rating, 166 reviews

+A Taste of Britain entire house / heated pool+

NeftaliRating, 5 stars1 week ago
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!!
Superhost
Home in Middleburg
4.76 out of 5 average rating, 17 reviews

Private Pool |King Suite |Screened Patio |Dogs Ok

SigveRating, 5 stars1 month ago
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.
Top guest favourite
Home in Murray Hill
5 out of 5 average rating, 68 reviews

Oasis in the Hill

AlanaRating, 5 stars3 days ago
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.
Top guest favourite
Home in Fruit Cove
4.99 out of 5 average rating, 93 reviews

King bed, Lake View, sleeps 8, 6 TVs, Public Pool

GerardRating, 5 stars5 days ago
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

Guest favourite
Apartment in St. Augustine
4.94 out of 5 average rating, 126 reviews

Mi CASA es su CASA

ChrisRating, 5 stars1 day ago
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!
Top guest favourite
Apartment in St. Augustine
4.93 out of 5 average rating, 111 reviews

Spanish Colonial Design One Bedroom Condominium

HannahRating, 5 stars2 weeks ago
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.
Top guest favourite
Apartment in Ponte Vedra Beach
4.95 out of 5 average rating, 105 reviews

"Gone Coastal" is Steps From the Sand!

KristieRating, 5 stars4 days ago
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.
Guest favourite
Apartment in St. Augustine Beach
4.95 out of 5 average rating, 109 reviews

Steps to Beach, Bikes & Beach Equipment Included!

ElizabethRating, 5 stars5 days ago
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.
Guest favourite
Apartment in St. Augustine Beach
4.83 out of 5 average rating, 175 reviews

34|Ocean at St Augustine Beach

FrancineRating, 5 stars1 week ago
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!
Top guest favourite
Apartment in Beaches
4.97 out of 5 average rating, 198 reviews

Beachcomber Oceanfront 180* panoramic view

ChrisRating, 5 stars2 days ago
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!
Guest favourite
Apartment in Beaches
4.9 out of 5 average rating, 102 reviews

Oceanfront Condo with Views, Pool, Park

JamieRating, 5 stars2 weeks ago
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.
Top guest favourite
Apartment in St. Augustine
4.99 out of 5 average rating, 151 reviews

Alice's Palace Alice in Wonderland St Augustine FL

LydiaRating, 5 stars2 weeks ago
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

Destinations to explore

  1. Airbnb
  2. United States
  3. Florida
  4. Clay County
  5. Lakeside
  6. Rentals with pools