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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.

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Guest favorite
An indoor heated pool area is enclosed by a clear roof, illuminated by natural light. Four teal lounge chairs are arranged along the edge of the pool, with a blue seating area visible in the background. Beach-themed decor adds to the relaxed setting.
Home in Jacksonville
4.91 out of 5 average rating, 178 reviews

Unique Clear-Roof Pool Oasis: 10 min to Mayo/Beach

🌟 The Only Clear-Roof Enclosure around Heated Saltwater Pool in Jax! Experience the ultimate Florida vacation in our serene, open-concept home. Whether it’s a sudden afternoon shower or a breezy evening, our exclusive clear-roof pool enclosure means your swim is never canceled. Enjoy the sun and the view without the bugs or the rain! We are locating close to everything: - 2 minutes from shopping - 15 min to beaches - 10 min to Mayo Clinic - 15 min to Jaguars Stadium - 35 min to St. Augustine

Guest favorite
A vibrant sunset casts a golden hue across the calm water, with silhouettes of docks and a distant boat in view. The sky is filled with layered clouds, creating a serene atmosphere that invites relaxation and reflection.
Home in Panama Park
4.91 out of 5 average rating, 307 reviews

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.

Guest favorite
A private pool is set within a fenced backyard, surrounded by lush greenery. The pool features a smooth, curving shape with clear water reflecting the blue sky. Paved stone decking offers a comfortable area for lounging and relaxing near the water.
Home in Jacksonville
4.95 out of 5 average rating, 187 reviews

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.

Top guest favorite
A two-story house is set back on a spacious driveway, surrounded by lush trees and vegetation. A manicured lawn features well-maintained plant beds near the entrance, while the garage is visible on the left side of the structure under a clear blue sky.
Vacation home in Orange Park
4.91 out of 5 average rating, 110 reviews

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.

Guest favorite
A modern living area features a light-colored sofa adorned with dark cushions and a soft throw blanket. A glass coffee table is positioned on a textured area rug, complemented by a stylish floor lamp and a leafy plant beside it. A large abstract artwork adds a striking focal point.
Apartment in Jacksonville
4.87 out of 5 average rating, 118 reviews

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
An aerial view showcases a well-maintained pool surrounded by lush palm trees and landscaped gardens. Comfortable lounge chairs are arranged around the pool, inviting relaxation. The multi-storied building in the background complements the serene outdoor space.
Condo in St. Augustine
4.85 out of 5 average rating, 437 reviews

Condo in St. Augustine’s World Golf Village Resort

Escape to St. Augustine and enjoy a one bedroom studio 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!

Guest favorite
The pool area is enclosed by a protective screen, illuminated by soft lighting, creating a serene atmosphere. The turquoise water reflects a tranquil ambiance, while the surrounding space is designed for relaxation and recreation.
Home in Argyle Forest
4.93 out of 5 average rating, 151 reviews

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.

Guest favorite
The spacious bedroom features a decorative metal canopy bed with plush pillows and a textured blanket draped over it. Natural light filters through wooden blinds, and soft lighting is provided by bedside lamps. The room's dark walls create a cozy atmosphere, with an open doorway leading to another area.
Home in Avondale
4.93 out of 5 average rating, 386 reviews

Historic Hollywood House w/Pool

Located in Avondale, this well kept 98 year old house features original hardwood floors throughout, updated kitchen. There are 2 main bedrooms, and a third with a twin bed + trundle but no door. The back yard is private with a beautiful pool (that is not heated) and cabana. Be sure to read the house rules and neighborhood description so that there are no surprises after your reservation is confirmed. Ring cameras monitor all the entrances and are motion activated.

Guest favorite
An outdoor space features a rectangular saltwater pool surrounded by lounge chairs. Green foliage and a wooden fence provide privacy, while a shaded area includes a seating structure. The clear water of the pool reflects sunlight, inviting relaxation.
Home in Jacksonville Beach
4.9 out of 5 average rating, 105 reviews

Pool & Hot Tub Home w/ Game Room! 1 Mile to Beach!

This house was thoughtfully put together with large groups in mind. Perfect for entire families, friends vacations, or just a calm getaway. The home is centrally located & close to everything! 5 minutes from the beach 10 minutes from Mayo 20 minutes from Towncenter Beautifully renovated with several outdoor features. Salt water pool, hot tub, lounge chairs, and an outdoor dining table. Ring camera outside of front door (facing the street) for added security.

Superhost
A private pool area is seen with a rounded seating edge featuring tiled accents. Lush greenery surrounds the pool, and a patio area with seating can be observed in the background. A portion of the house is visible beyond the pool.
Home in Jacksonville
4.8 out of 5 average rating, 110 reviews

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

Welcome to our home. It is a 3/2 house with a pool 6.5 feet dept and 8 feet fully fenced-in backyard between Southside and Atlantic areas. The place has access to 1 garage parking plus 2 cars that can fit in the driveway. You are more than welcome to park on the street as well. We hope you find our home a comfortable place to sit back and relax. Be aware that we have 2 cameras: one by the front door and another in the backyard facing the pool.

Guest favorite
A modern seating area features two dark leather sofas facing a wooden coffee table. Above, a vibrant mural depicts a football player, complemented by decorative plants on either side. The space is illuminated by natural light streaming through the window, framed by sheer curtains.
Apartment in Jacksonville
4.87 out of 5 average rating, 148 reviews

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!

Guest favorite
A spacious studio layout is showcased, featuring a king-size bed with crisp linens and a cozy pullout sofa. Light wood flooring complements the modern furnishings, while the full kitchen is visible in the background. Recessed lighting and ceiling fan add to the airy ambiance.
Condo in Ponte Vedra Beach
4.95 out of 5 average rating, 111 reviews

"Gone Coastal" is Steps From the Sand!

You're only a few steps away from having your feet in the sand in this condo that was recently renovated! Beach décor, new furniture and a fully renovated condo is yours to enjoy! Located in the gated Sawgrass Country Club, you will have access to a private beach that only club members enjoy. Take a walk on the white sand, check out the million dollar homes surrounding the beach or surf a few waves.

Popular amenities for Lakeside rentals with a pool

When is the best time to visit Lakeside?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceR3,194 ZARR3,262 ZARR3,381 ZARR3,381 ZARR3,381 ZARR3,381 ZARR3,772 ZARR4,214 ZARR4,027 ZARR3,636 ZARR3,636 ZARR3,738 ZAR
Avg. temp13°C15°C17°C20°C24°C27°C28°C28°C26°C22°C17°C14°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 R850 ZAR 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!

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