
Vacation rentals with a pool in Lakeside
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Lakeside
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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.

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.

Sunset near the Lake/12guests/4bdrs/2baths
Welcome to our beautifully remodeled vacation home on a safe, quiet street. Enjoy a stylish full kitchen, cozy living and dining areas, and direct lake access for fishing. Conveniently located near downtown Jacksonville, with easy access to Walmart, restaurants, beaches, Blue Springs, historic sites, NAS Jax, the airport, seaport, and local colleges. We look forward to hosting you and making your stay comfortable and memorable!

Quiet Vacation Home with Pool - Centrally Located
Enjoy your vacation in this fully renovated pool home. New floors, kitchen and appliances. Includes office and play area with mini pool table. Fully remodeled bathroom spaces. The perfect mix of classic and modern! After sunny Florida activities, feel free to take a dip in the spacious pool to cool off. Rinse off in the heated exterior shower. Your home away from home! Come enjoy your stay.

Lake View King Ste Nr DWTN & NAS w/POOL/Pet Frdly
Entire suite in 5 Star Community! Nestled 0.4 miles to the 295 expressway which gives access to the city! Never the less unit provides a quiet and relaxing atmosphere providing a King bed in the master suite with a large walk in closet, large bathroom with shower, Queen bed in guest room w/guest bath. Open concept living room and kitchen with attach balcony view!!
Popular amenities for Lakeside rentals with a pool
House rentals with a pool

Cozy ranch near Jax

*Putt Putt Pool Home* Mini Golf/Grill/Ping Pong

Your Home Away From Home

Private Pool Home • Quiet • Near Beaches & Dining

Private oasis, heated pool, exceeds expectations

The House. Private Pool. Pet Friendly.Quiet area.

Pool Home with Game Room in Heart of Jax Beach!

King bed, Lake View, sleeps 8, 6 TVs, Public Pool
Condo rentals with a pool

Spanish Colonial Design One Bedroom Condominium

"Gone Coastal" is Steps From the Sand!

Fun in the Sun - OCEAN FRONT!

Oceanfront Oasis: Top Floor Paradise

Newly renovated! Steps to BEACH & POOL!

Beachcomber Oceanfront 180* panoramic view

Gated Sawgrass Beach Club - WALK to BEACH!

Oceanfront Condo with Views, Pool, Park
Other vacation rentals with a pool

NEW! LARGE 4BR home in Golf Community with POOL

Spacious family hangout spot

Waves Serenity | 1BD Lux King in Southeast Jax

Rest, relax, revive-lovely 1 bedroom cabin

Luxe Pink 1BR at the Raven Pool Free Parking

Zen Flamingo: Poolside Peace Near Beaches and TPC

The Waddle Inn

Local Splash pad with Pool, HotTub and dual shower
When is the best time to visit Lakeside?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$39,314 GYD | G$40,151 GYD | G$41,615 GYD | G$41,615 GYD | G$41,615 GYD | G$41,615 GYD | G$46,424 GYD | G$51,861 GYD | G$49,561 GYD | G$44,751 GYD | G$44,751 GYD | G$46,006 GYD |
| 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 vacation rentals with a pool in Lakeside

Total vacation rentals
Explore 10 vacation rentals in Lakeside

Nightly prices starting at
Lakeside vacation rentals start at G$10,456 GYD per night before taxes and fees

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

Family-friendly vacation rentals
10 properties offer extra space & kid-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
10 of Lakeside vacation 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!
Destinations to explore
- Augusta Vacation rentals
- Seminole Vacation rentals
- Central Florida Vacation rentals
- St Johns River Vacation rentals
- Orlando Vacation rentals
- Atlanta Vacation rentals
- Fort Lauderdale Vacation rentals
- Tampa Vacation rentals
- Four Corners Vacation rentals
- Kissimmee Vacation rentals
- Myrtle Beach Vacation rentals
- Panama City Beach Vacation rentals
- Rentals with a fireplace Lakeside
- Rentals with outdoor seating Lakeside
- Rentals with a washer and dryer Lakeside
- Rentals with a patio Lakeside
- House rentals Lakeside
- Pet-friendly rentals Lakeside
- Rentals with a fire pit Lakeside
- Family-friendly 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
- St Augustine Amphitheatre
- Fountain of Youth Archaeological Park
- Kathryn Abbey Hanna Park
- VyStar Veterans Memorial Arena
- Depot Park
- Adventure Landing Jacksonville Beach
- Ravine Gardens State Park
- St Johns Town Center
- Saint Augustine Town Plan Historic District
- TPC Sawgrass
- St. Augustine Alligator Farm Zoological Park
- University of North Florida
- Florida Museum of Natural History
- Fort Clinch State Park
- Lochloosa Lake
- Vilano Beach Fishing Pier
- Anastasia State Park
- Memorial Park
- Little Talbot
- Marineland Dolphin Adventure




