
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.

Serenity and Amazing Views - Home on River w/ Pool
Beautiful House: Quiet with all amenities on deep water with pool. 12 minutes from Jax Airport, 5 min from Zoo and 10 min from Cruise Ports. Jax Beaches are just a short beautiful drive. Downtown, Stadium, Arena etc. 10 min Lounge on the deck or sit pool side while watching the sunrise/ sunset. Bring your kayaks and paddle across the river to the zoo, or find sharks teeth on the river islands. Fish off the dock and catch some of Florida's best: Reds, Trout, Flounder, Snapper, Blue Crabs.

Couples clothing optional escape hot tub deck
You'll love this unique and romantic escape. Designed to create an intimate setting to enhance your time together. The RV is quite large and fully equipped . Master bedroom features a cashmere topped California king bed. The property has so many amenities starting with a very large pool, lighted at night. A dock on the river to enjoy the views. Access to kayaks on premises. There’s a private clothing optional area/deck with a massage table , hot tub and loungers. We recently added a fire pit.

Historic Whitney House •Designer•Steps2Attractions
Off Street Parking for 2 vehicles 2 Min. walk to St George St 5 Min drive to Anastasia State Park Beach 6 Min drive to Fitness Club/Pool High Speed Starlink Internet Luxury Retreat in Historic Downtown. Indulge in a charming vacation rental featuring a spacious living room, gourmet kitchen, and luxury baths. Immerse yourself in the rich history and vibrant culture, with its charming streets and local attractions. Whether seeking adventure or relaxation, this retreat offers the perfect base.

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.

SuperHost Special! 1BR/1BA Luxe Stay in Jax
Our stunning 1BR/1BA apt, is centrally located; whether you're seeking medical expertise at the Mayo Clinic, sun-drenched days on beautiful beaches, or the vibrant retail, dining or nightlife of St. Johns Town Center, our luxe unit is at the center of it all. We've curated our home with your comfort and lifestyle in mind, enjoy a private/quiet atmosphere with modern amenities, luxe furnishing and bedding, fully equipped kitchen, dining Area and dedicated workspace with wifi.

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.

Paradise Palms Estate
Located off the popular, scenic Roscoe Boulevard this home sits directly on Cabbage Creek connecting to the Intracoastal water way. Enjoy a private dock, heated pool, spa, fire pit, hammock and oasis. This contemporary home is nestled on a private street with 300 foot long driveway on an acre and is less than a mile from the world renowned TPC golf course as well as exquisite dining, luxury shopping and the historic city of St. Augustine. Plan your escape today!

4BR w/ Pool • Sleeps 8 • Spacious Family Home
Spacious 4BR home with a private solar-heated pool, ideal for families and small groups. Features 2 king beds, 1 queen, and 2 twins, sleeping up to 8 guests. Thoughtfully styled with subtle British-inspired design touches, offering a unique and comfortable stay. Located in a quiet Panther Creek community with a fenced backyard, grill, hammock lounge, fast Wi-Fi, and smart TVs throughout. Pool is solar heated and temperature varies with weather and season.

Jax Jaguars Family Frdly Ste w/POOL/Pet Frdly
Welcome to Jacksonville, Florida! Home of the Jacksonville Jaguars since 1993! Come and experience a stay like no other in our 1 of a kind Ultimate Jacksonville Jaguar Unit!! This unit was decorated with the fans in mind and if your are not a fan be prepared to switch over to the Jag side! Rather you are in town for business or pleasure come and experience a stay with the Home Team & head out to Jag land and get up close and personal!

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!

Elegant & Stylish Pool House with Arcade!
Discover the epitome of elegance and modern style at our trendy pool house, nestled in a quiet and picturesque neighborhood. With a design that seamlessly blends chic and cozy elements, this sanctuary is ideal for families or friends seeking a serene getaway. Enhance your experience with a Street Fighter arcade and board games, offering endless entertainment and a touch of nostalgia, perfect for guests of all ages.
Popular amenities for Lakeside rentals with a pool
House rentals with a pool

*Heated Pool, Hot Tub & Grill Retreat • Free Wi-Fi

Entire Fabulous Home with Inground Pool & Jacuzzi

XL family home, Pool, Pool table, Private 1 acre.

Your Home Away From Home

Private Pool Home • Quiet • Near Beaches & Dining

OP Retreat | 3BR | 2BA | Pool | Fenced | Quiet

Zen Flamingo: Poolside Peace Near Beaches and TPC

Pool Home with Game Room in Heart of Jax Beach!
Condo rentals with a pool

My HOUSE is your HOUSE

Spanish Colonial Design One Bedroom Condominium

Cozy Beach Townhome - Bikes, Garage & Pickle Ball!

F1, Downtown, POOL, beaches, porch, parking!

Oceanfront Oasis: Top Floor Paradise

Newly renovated! Steps to BEACH & POOL!

Beachcomber Oceanfront 180* panoramic view

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

Cozy, 1-bedroom place with Private Pool and Patio.

The Bungalow Estate in St. John's

Mid-century Modern Pool Paradise 🌴 📸 🔥

Red Rose Serenity | 1BD Lux King - Southeast Jax

Arthurs Lake House

Rest, relax, revive-lovely 1 bedroom cabin

3BR Cottage w/Private Pool & Fenced Yard - Dogs OK

Cottage on River
When is the best time to visit Lakeside?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 167 | € 177 | € 170 | € 170 | € 170 | € 170 | € 189 | € 211 | € 202 | € 183 | € 183 | € 188 |
| 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 € 43 per night before taxes and fees

Verified guest reviews
Over 1,030 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!
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- House rentals Lakeside
- Family-friendly rentals Lakeside
- Rentals with a washer and dryer Lakeside
- Rentals with a patio Lakeside
- Pet-friendly rentals Lakeside
- Rentals with outdoor seating Lakeside
- Rentals with a fireplace Lakeside
- Rentals with a fire pit Lakeside
- Rentals with pools Clay County
- Rentals with pools Florida
- Rentals with pools United States
- Crescent Beach
- EverBank Stadium
- University of Florida
- St Augustine Amphitheatre
- VyStar Veterans Memorial Arena
- Lightner Museum
- Summer Haven st. Augustine FL
- Kathryn Abbey Hanna Park
- Saint Augustine Town Plan Historic District
- Fountain of Youth Archaeological Park
- Depot Park
- TPC Sawgrass
- St Johns Town Center
- Adventure Landing Jacksonville Beach
- University of North Florida
- Ravine Gardens State Park
- St. Augustine Alligator Farm Zoological Park
- Lochloosa Lake
- Guana Reserve Middle Beach
- Fort Clinch State Park
- Vilano Beach Fishing Pier
- Florida Museum of Natural History
- Memorial Park
- Little Talbot





