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

New luxury heated pool home steps from the beach!
Our stay was absolutely perfect! The house was beautiful, clean, and had everything we needed for a comfortable stay. The location couldn’t have been better—just steps away from the beach, making it so easy to enjoy the ocean any time of day. Eason was an amazing host, incredibly responsive and helpful throughout our stay. We couldn’t have asked for a better experience and would definitely stay here again! Highly recommend!

Stunning Modern Oasis with a Huge Pool
Fantastic home. I want to stay shading in the future.

+A Taste of Britain entire house / heated pool+
Stay was amazing, had no issues and James was easy to reach and excellent with responses, house was clean, nice in a great area and very well equipped with everything we needed! Will use again!

Private oasis, private pool, exceeds expectations
We had such a special weekend at this beautiful property. The space was peaceful, fun, and full of charm — perfect for making memories with family. Every part of the house and grounds felt so thoughtfully put together, with little hidden gems to discover everywhere you looked. Collecting eggs each morning turned into a fun little game, with everyone trying to call dibs on who got to do it that day. The man cave was a major hit — packed with personality and details that made it feel like staying at a friend’s place. We also loved spending time by the pool and relaxing in the screened-in patio — the perfect spot to wind down in the evenings. Thank you for sharing this one-of-a-kind home with us. We’re leaving with full hearts and some unforgettable memories.

Historic St. Augustine 2/2 Duplex & Pool
What a beautiful place and fantastic location. Walked to downtown St. Augustine. Lili was very friendly and asked us a few times if we needed anything. Very clean and having a pool was an added bonus for us. We took advantage of the porch area and sat outside and just relaxed with the fantastic weather. It honestly was the best, very peaceful and relaxing, just what I was looking for, for my birthday weekend. Highly recommend. I would definitely stay here again and would recommend this rental to family and friends.

Southern Charmer w/Pool - Walk to Everything!
Came for a wedding. The home was exactly as the pics showed and it was pristine inside with all the necessities including beach chairs, umbrellas and towels. Perfect location, walkable quaint little area, lots of great recommendations too. Great space, amazing host, Pauline always responded quickly and went above and beyond to accommodate us. We thoroughly enjoyed our time there, just needed another day or two to enjoy the town. Highly recommend.

Cheerful three bedroom home with a pool
Beautiful space! Absolutely recommend and will be staying here next time we are back in town!

Walk downtown, pool beach min to everything pet ok
Beautiful house,spacious, clean,lots of amenities, good location, walkable to shopping and restaurants. Very nice!
Weekly house rentals

Renovated Beach House w/ Pool and Outdoor Oasis
Leslie and Joe were so welcoming and friendly and helpful. Their home was perfect for us. The house is a true beach house just a quick drive across the street from the ocean. The back yard is beautiful and the pool and jacuzzi were a nice way to help ease the stress of the storm. We actually came during Milton the Hurricane. We were seeking a safe place from the Tampa Bay Area. They were both able to ease massive anxiety by being so accommodating and we greatly appreciate everything. Can’t wait to visit again for a true vacation.

Luxury Home w/ Glass Room & Patios
This was a great stay and home base while we were at my daughter’s dance competition. The home was very clean and located in a charming neighborhood. Lori was very responsive and had great communications. We would definitely stay here again!

The Hothouse-Couples Escape: Play-Relax-Reconnect
I decided to book this place to celebrate my boyfriends 25th birthday. It looks like a page from magazine. This was a spectacular sensual mini staycation. It’s exactly what we both needed. Directions for utilization were precise & clear. I adored all of the sexy decor, sleek appliances and supplied amenities. The bed felt as if we were sleeping in the clouds. The space is absolutely spotless and smells wonderful. The time went by too quick ! We will definitely be back! Thank you Juliana & Mike.

Cozy 3BR Home near San Marco - Sleeps 6
Lisa's place will hold a special place with my family. we had a wonderful time and loved every minute spent at "home"

Coastal Chic Chalet
I really enjoyed my stay at Jacksonville beach. The property is walking distance from the beach. There were beach towels and chairs already provided for us at the property. The house was located in a nice quiet neighborhood with plenty of privacy. The backyard was my favorite part, it was well manicured. I would rate my over all experience a a 10/10.

5BR, Pool,HotTub, Putput, Walk to Beach,Game RM!
We had a wonderful time staying at this house. Jessica was super sweet and super friendly and make sure we had everything we needed. 10 out of 10 would recommend and we will absolutely stay there again when we come back in town!

30+day Rental, minutes from Beach, Mayo, Downtown
Comfortable home, clean and easy access to to hwy and parks nearby.

Luxury Pool House Perfect for Family Getaway
The house was great for what we needed it for. The pool was awesome for our two kids. The master bathroom/bedroom was my husband and my favorite part of the house. We also loved how close it was to the beach just a two minute golf cart ride. The host was very responsive and when we had a couple issues they got them fixed quickly. My family would definitely stay there again.
Private house rentals

5*Pool Oversized Home*Beach*Walk to all
We loved staying here. Beautiful home, extremely comfortable and very convenient to the old town. A nice surprise that Nancy decorated for Christmas with a tree, lights, etc. and set the mood for our Thanksgiving week with the town’s lights.

Whole House Not Shared, Private in St Augustine FL
Staying at Matt and Tashas was great. Its a serene home with all the basic amenities you need. Its very clean and centrally located to crescent beach and st augustine downtown. Matt was very communicative and proactive if I needed anything. It was greatly appreciated as I ended up having to do the trip alone instead of with my friend like I originally planned. The sitting area in the backyard was also very private and made for peaceful mornings enjoying the sunshine and birds chirping with a cup of tea. Overall a great stay in a quaint location with a lot of tranquility & convenience.

Sand and Waves: side by side Beachfront Bliss
We stayed at Paola's place for a company retreat. We were able to book both houses and they very comfortably accommodated our group of 14, with room to spare. The houses were very comfortable. The property is amazing, with direct beach access and plenty of room. Paola was a great host. Very responsive and very helpful. I would definitely stay again.

Blue Haven
Host was able to meet my groups unique needs, included some last minute changes!

Country Cottage 3-bedroom home with free parking
Love the entire home . Just a few folks driving through the neighborhood loudly a night or two. It’s super close to the beach and fun local restaurants ! So much to see and do . Everyone in our family had comfy beds !!! Def agent coming back

Uptown "Hide-Out" Stylish Home in Prime Location
Thank you for sharing your home with us! It is such a great location & super comfy! The parking pass was a nice bonus too! We love St Augustine & will definitely keep it in mind when we return!

Private Beautiful Beach House - steps to the beach
This little house was so adorable and the beach was right across the street. Loved the location and that there was parking. The little backyard was fully fenced and perfect. It felt private and was great for dogs and included and outdoor shower and foot rinse. Kitchen was stocked with everything we needed to prepare meals. There was also beach chairs and umbrella that made going to the beach a breeze, didn't have to bring much with us! The place was clean and well maintained. Would love to visit again!

Single House: 12guests/4beds/2baths/huge backyard
Wonderful stay! We only needed to stay for one night but would have been extremely comfortable if we had needed to stay longer. We had five in our party. The house is very spacious and is exactly as described. Host was helpful with questions and helpful with other accommodations that were needed. Quiet area and absolutely perfect for a family. I highly recommend this house. We will be returning. Thank you for a perfect place.
Quick stats about house rentals in Lakeside
Total rentals
50 properties
Nightly prices starting at
ﺩ.ﺇ110 before taxes and fees
Total number of reviews
1.9K reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with a pool
10 properties have a pool
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- Ponte Vedra Beach
- Driftwood Beach
- Old A1A Beach
- Pablo Creek Club
- Kathryn Abbey Hanna Park
- Boneyard Beach
- Matanzas Beach
- Eagle Landing Golf Club
- St. Augustine Alligator Farm Zoological Park
- TIAA Bank Field
- Florida Museum of Natural History
- Vilano Beach
- Fountain of Youth Archaeological Park
- Guana Reserve Middle Beach
- Amelia Island Lugar Lindo
- St. Marys Aquatic Center
- Lightner Museum
- Depot Park
- Fort Mose Historic State Park
- North Beach Guana River Preserve
- Bent Creek Golf Course
- Adventure Landing Jacksonville Beach
- Crescent Beach
- Butler Beach