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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

Guest favourite
Home in Jacksonville
4.91 out of 5 average rating, 164 reviews

Cozy ranch near Jax

LaurenRating, 5 stars1 month ago
April’s place was exactly as described. There are thoughtful amenities and plenty of space. The location was very convenient to the airport. After a small miscommunication, April went above and beyond to make sure we felt comfortable.
Top Guest favourite
Home in Southeast Jacksonville
4.86 out of 5 average rating, 207 reviews

Private FL Home with Pool, Hot tub & Luxury Master

JoanRating, 5 stars2 weeks ago
Sandra was a terrific host. her place was as described even better. beds were comfortable,lots of bathrooms, lots of outdoor seating, and pool toys and indoor and outdoor toys/games. perfect for us as we had a family wedding in the area. neighborhood was nice, quiet nearby to stores and restaurants.
Superhost
Home in Orange Park
4.8 out of 5 average rating, 89 reviews

Cozy House mins from NAS JAX & Orange Park Mall

AustinRating, 5 stars1 week ago
House is nice and extremely clean. The pool is an excellent addition to an already great spot. John is very communicative and was super proactive sorting out issues with the pool cleaner. All in, we had a great stay!
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 Middleburg
4.8 out of 5 average rating, 10 reviews

The Retreat ~ Pool ~ Gameroom

AmandaRating, 5 stars5 days ago
We had a nice relaxing stay! Very beautiful home!
Top Guest favourite
Home in Jacksonville
4.91 out of 5 average rating, 153 reviews

The Pink Cabana

Ma'KaylaRating, 5 starstoday
The house was amazinggg! It was literally like a girly girl house & was super pretty and it was just so relaxing! Definitely loved the aesthetic & the pictures on the walls! Felt like I was out of town even tho I was still in jax! The pool was also veryyy pretty! If I had to stay again I most definitely would!!! 10/10!!
Top Guest favourite
Home in St. Augustine
4.98 out of 5 average rating, 106 reviews

Driftmark Cabin - RV friendly, Pool + Beach!

CaraRating, 5 stars3 weeks ago
The house was perfect for us and the dogs! The beach is a hop and skip away loved the pool very spacious place! The downstairs was a plus having two washer and dryers also very spacious upstairs and downstairs! Everyone felt like they had there on little space and not on top of each other. The ice machine downstairs was so convenient for the coolers to go straight to the beach! We will defiantly be back it was the perfect place for us!
Top Guest favourite
Home in St. Augustine
4.93 out of 5 average rating, 118 reviews

Peaceful Oasis Pet Friendly heated Pool & Gameroom

KacieRating, 5 stars4 days ago
This place was amazing! Perfect location, only 15 minutes of St. George street. The pool was amazing and very refreshing! My dog absolutely loved the backyard. We even got to see a few deer! Very clean and the host is very responsive. My nephew loved the pool table! I would definitely recommend this location!

Condo rentals with a pool

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

My HOUSE is your HOUSE

RodneyRating, 5 stars3 weeks ago
We had a great stay. The condo was lovely, clean and beautifully appointed. Our host was very helpful and communicative. We loved the area and the property overlooking the gorgeous pool. We highly recommend this property and would love to stay again.
Guest favourite
Condo in St. Augustine
4.88 out of 5 average rating, 155 reviews

Luxury 2/2 condo w/patio, beautiful golf community

LauraRating, 5 stars2 weeks ago
This was our 4th time staying here. Always a blessing! Convenient to everything and we enjoy the amenities.
Top Guest favourite
Condo 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
Condo in Beaches
4.97 out of 5 average rating, 196 reviews

Beachcomber Oceanfront 180* panoramic view

LisaRating, 5 stars3 weeks ago
Perfect location to beach and walkable to restaurants and coffee shops. Loved having beach chairs, beach mats & umbrella available. We also appreciated the 2 ceiling fans. Everything was very clean and spacious.
Top Guest favourite
Condo in Ponte Vedra Beach
4.99 out of 5 average rating, 159 reviews

Gated Sawgrass Beach Club - WALK to BEACH!

KathyRating, 5 stars3 weeks ago
If you will be traveling to Ponte Vedra area for any reason at all-you have to stay at Vanessa’s condo!! Perfect for 2-everything was amazing! Proximity to beach and restaurants were a definite plus.! Early morning walks on the beach -steps away combined with coffee/cocktails on balcony were so peaceful & relaxing! The condo itself was an adorable,pristine studio with a kitchen with so many nice “extras” that made our stay so welcoming. Can’t say enough about Vanessa - she went above and beyond in her communication before our visit and that continued during our stay! She even contacted us about an upcoming storm that could delay our arrival to an event we were attending! Will definitely be our go-to when we are traveling in the area! Thank you again Vanessa for sharing your property with us!
Guest favourite
Condo in Beaches
4.9 out of 5 average rating, 101 reviews

Oceanfront Condo with Views, Pool, Park

SavannahRating, 5 stars1 month ago
My family two babies and a dog stayed here for a long weekend trip. It accommodated all of our needs and was easily located to pool beach. The park right next door was ideally the best part for babies and dog. Would stay here again
Top Guest favourite
Condo in Fernandina Beach
4.99 out of 5 average rating, 135 reviews

Resort~ Amelia Island~ Ocean Front~ Condo

LillianRating, 5 stars2 weeks ago
This was a top tier stay! The unit was beautifully decorated, super clean, and very well stocked! Did I mention the incredible views? 😍 Brook was an amazing hostess and made sure we had all of our questions answered and everything we needed. Highly recommend!
Guest favourite
Condo in St. Augustine
4.94 out of 5 average rating, 118 reviews

2 Bedroom Luxury Condo in World Golf Village

StephanieRating, 5 stars3 weeks ago
We had a fantastic stay for our short vacation! Everything was like it was in the picture. Location was perfect for us my kids loved the pool. Everything worked like it should and felt right at home. Beds were comfortable and had plenty of room. Would definitely stay here again when we come back down.

Quick stats about holiday rentals with a pool in Lakeside

  • Total rentals

    20 properties

  • Nightly prices starting at

    $84 NZD 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