
Holiday rentals with a pool in Lakeside
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Top-rated rentals with a pool in Lakeside
Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

Private Bungalow with Pool/55” tv
"The Oasis" is an cozy backyard guest room, detached and completely separate from the main house, in a beautiful outdoor oasis nestled in an older but safe neighborhood located in the center of Jacksonville, 1 block from I-95, with easy access to everything. 5-7 min (4-5 miles) from downtown, Convention Center, Veterans Memorial Arena, TIAA Bank Field (Jaguar Stadium), Times Union Center, Mayo Clinic (15 miles), Beaches (18 miles), Airport (18 miles). NOTE: No animals/pets/children under 12.

Luxury 4BR Retreat w/ Heated Pool•Taste of Britain
Experience relaxed luxury in this spacious 4BR retreat featuring a private solar-heated pool, elegant British-inspired décor, and soaring 10-ft ceilings. Designed for comfort and style, the home offers both refined touches and the space families need to unwind. Enjoy smart TVs in every room, fast Wi-Fi, a fenced backyard, hammock lounge, and poolside grill. Perfect for elevated escapes or family getaways. Pool is solar-heated; temperature varies with weather and may be cooler in colder months.

Casandra House - Peaceful / Salt Pool and Hot Tub
Welcome to Casandra House. A peaceful getaway in Orange Park, FL. Located in the vicinity of Doctor's Lake, this house sits on 3/4 of an acre surrounded with trees and vegetation. It provides just enough privacy to make you feel away from everything while minutes from shops and restaurants. Home includes a large backyard, patio screen enclosure, salt pool and hot tub. About 2 1/2 miles from the Orange Park Thrasher-Horne Center and 10 miles from NAS Jacksonville. Note: No direct lake access.

Lake View Escape to The Exchange
Give us your worries and we will give you an escape. Welcome to the Exchange! This Orange Park unit supports your work requirements and your playful desires. Multiple high volume healthcare facilities surround the area and the Naval Air Station is in the backyard. Luxury dinning and outdoor water activities abound. This new unit offers access to a resort style salt water pool, private garages, state of the art fitness center and wellness studio, dog park, clubhouse and lounge, and much more.

Private FL Home with Pool, Hot tub & Luxury Master
This is a lovely family home in the Mandarin area of Jacksonville which has undergone many renovations and upgrades. The master boasts its own, ensuite, tv, fireplace and sitting area, as well as a private entrance from the pool and hot tub area. The house itself has newer furnishings, flooring, modern decor, a large fenced in backyard, pickle ball court and firepit. Located in a safe South East Suburb of Jacksonville, not far from shopping, beaches and many other Florida attractions.

Full Condo in St. Augustine’s World Golf Village
Escape to St. Augustine and enjoy a one bedroom condo with new brand new renovations and upgrades! Explore the resort amenities including free unlimited access to three pools, a hot tub, lighted tennis and pickleball courts, playground, and fitness center. Located within the private gates of the World Golf Village, home of the King and Bear Golf Course. Minutes away from restaurants, shopping and the Golf Hall of Fame. Travel to Historic St. Augustine and beaches in less than 30 minutes!

Sunset Retreat | 1BR | 1.5BA | Pool | Gym | Garage
Entire modern, luxurious, and spacious apartment. Stunning lake-front view with gorgeous sunsets. Large king bed and queen sleeper sofa provide a comfortable stay for 4. Whether your stay includes a day of shopping, a trip to golf, going to work, or to unwind at the beautiful Jacksonville beaches, you are never far from your destination. Less than 5 miles to the St. Johns Town Center, 7 miles to the nearest hospital, 11 miles to the beaches, and 6 miles to the nearest golf course.

Spanish Colonial Design One Bedroom Condominium
St. Augustine lays claim to being the oldest city in the U.S. and is known for its Spanish colonial architecture. Atlantic Ocean beaches like sandy St. Augustine Beach and tranquil Crescent Beach. This unit is centrally located amongst lush green grounds, towering palm trees and gorgeous pools. All can be seen and felt from the comfort of the balcony while enjoying the breezy air and an afternoon beverage. Unfortunately it is not child proof therefore only suitable for 2 adults.

Cozy Home with Heated Private Pool and Patio
Nice and very clean house for your vacation and a comfortable stay. Cozy sitting area with a small pool. A protective screen around the recreation area will keep you from Florida insects))). Parking for 4 cars. Our home is located in a very convenient location: Less than 1 mile to the main road I-295 as well as the Costco store and Walmart Supercenter. At the same time, the house is located in a quiet area where you will not be disturbed by the various noises of city life.

❤️Private Pool Couples Getaway- Downtown
Our place is perfect for you and your loved one to escape your daily routine, recharge, relax and reconnect. The getaway features: PRIVATE salt water POOL and Garden Spa-like bathroom with soaking tub, refreshing 24 inch rain shower. Smart TV+WIFI in every room including bathroom. Central location with close proximity to TIAA Bank Field, airport, Downtown, Florida Theater, Times Union PAC. Walking distance to local restaurants and breweries. Hope to see you soon!

Avondale Retreat - Private Home with Heated Pool
Enjoy the best of both worlds in Riverside! Walk or bike to many shops and restaurants in Historic Murray Hill, Avondale and Five Points, then return to your private, peaceful backyard oasis. Relax in your heated salt water pool, grill outdoors or prepare a meal in the fully stocked kitchen and wind down with a nightcap by the fire pit. Right off I-10 and I-95, close to the Jaguar Stadium, JAX, Mayo Clinic and only 25 minutes to Jax Beaches.

Blue Bird Paradise
Welcome to “Bluebird Paradise”. Come visit our bright, beautiful, 400 sq. ft “Guest House”, detached from our home with a porch overlooking our beautiful Florida backyard with pool. The commute is very good; it is located less than 30 minutes from the city, 30 minutes from the beach and 30 minutes from the famous historical St Augustine. Peace and quiet await you. A guesthouse is a detached building that shares the property with the host.
Popular amenities for Lakeside rentals with a pool
House rentals with a pool

Your Home Away From Home

Historic Hollywood House w/Pool

Private Pool Home • Quiet • Near Beaches & Dining

Private oasis, heated pool, exceeds expectations

Historic St. Augustine 2/2 Duplex & Pool

Pool Home with Game Room in Heart of Jax Beach!

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

Paradise Palms Estate
Condo rentals with a pool

Riverfront direct views-Get it ALL in St Augustine

"Gone Coastal" is Steps From the Sand!

Beachcomber Oceanfront 180* panoramic view

Gated Sawgrass Beach Club - WALK to BEACH!

Oceanfront Condo with Views, Pool, Park

Luxury Golf & Spa condo in Beautiful St. Augustine

Walk to Beach, Heated Pool, Pet Friendly!

2 Bedroom Luxury Condo in World Golf Village
Other holiday rentals with a pool

Sleek Escape: Modern 3 BR Jacksonville Condo

Blue Skies 1 Bedroom 1 Bath Apt

Cozy House mins from NAS JAX & Orange Park Mall

Tranquil 2 bdr home - lake view, grill, playground

Private studio@World Golf Village/Luxury amenities

Rest, relax, revive-lovely 1 bedroom cabin

The Cozy Nook

Zen Flamingo: Poolside Peace Near Beaches and TPC
When is the best time to visit Lakeside?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $313 NZD | $320 NZD | $332 NZD | $332 NZD | $332 NZD | $332 NZD | $370 NZD | $413 NZD | $395 NZD | $356 NZD | $356 NZD | $366 NZD |
| Avg. temp | 13°C | 15°C | 17°C | 20°C | 24°C | 27°C | 28°C | 28°C | 26°C | 22°C | 17°C | 14°C |
Quick stats about holiday rentals with a pool in Lakeside

Total holiday rentals
Explore 10 holiday rentals in Lakeside

Nightly prices starting at
Lakeside holiday rentals start at $83 NZD per night before taxes and fees

Verified guest reviews
Over 1,000 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space and kid-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
10 of Lakeside holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Lakeside rentals

4.9 Average rating
Lakeside stays are highly rated by guests—averaging 4.9 out of 5!
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- Rentals with a fireplace Lakeside
- Rentals with a washing machine and dryer Lakeside
- Family-friendly rentals Lakeside
- Pet-friendly rentals Lakeside
- Rentals with a patio Lakeside
- Rentals with a fire pit Lakeside
- Rentals with outdoor seating Lakeside
- House rentals Lakeside
- Rentals with pools Clay County
- Rentals with pools Florida
- Rentals with pools United States
- EverBank Stadium
- University of Florida
- Summer Haven st. Augustine FL
- Lightner Museum
- Kathryn Abbey Hanna Park
- Fountain of Youth Archaeological Park
- St Augustine Amphitheatre
- Depot Park
- Adventure Landing Jacksonville Beach
- VyStar Veterans Memorial Arena
- Ravine Gardens State Park
- Saint Augustine Town Plan Historic District
- St Johns Town Center
- St. Augustine Alligator Farm Zoological Park
- TPC Sawgrass
- University of North Florida
- Florida Museum of Natural History
- Memorial Park
- Fort Clinch State Park
- Little Talbot
- Vilano Beach Fishing Pier
- Anastasia State Park
- Lochloosa Lake
- Marineland Dolphin Adventure




