Holiday rentals with a hot tub in Southside, Jacksonville

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Top-rated hot tub accommodation in Southside, Jacksonville

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Guest favourite

Home in St. Augustine

4.93 out of 5 average rating, 107 reviews

Beach paradise w/pool, firepit, hot tub, mini golf

Less than two blocks from the beach and just 7 minutes to historic downtown Saint Augustine. Heated pool, hot tub, firepit, putting greens, outdoor bar featuring TV, gas grill & fridge. Separate guest suite that includes its own kitchen and bathroom. Tennis courts/basketball court/pickle ball court/baseball field and dog park just steps away directly across the street. House & guest suite completely renovated in 2021, including addition of backyard paradise. This is like your own private resort!

Guest favourite

Guesthouse in St. Augustine

4.91 out of 5 average rating, 570 reviews

Captain's Quarters Tiny House

Welcome to our newly spacious and private renovated bathroom with our outdoor shower. See photos! This Tiny House has all you need for a cozy, private stay while visiting St. Augustine. The Tiny House sits on 3/4 acres. You will feel the tranquility of this magical property and only 10 minutes to Vilano Beach or the Historic Downtown. The studio is equipped with a sink, toilet, kitchenette, coffee/tea. Commune with nature in your Private Exotic Outdoor Shower, hottub (closed July & August).

Top Guest favourite

Home in Jacksonville

4.99 out of 5 average rating, 198 reviews

The Hothouse-Couples Escape: Play-Relax-Reconnect

The HOTHOUSE is a Unique Risquè Stylish Mobile Home (Sleeps 4ppl Max.) Private, surrounded by trees-No neighbors. We welcome couples & friends for anniversaries, honeymoon, or those looking for a reason to escape the world & routines. It is the closest residence to JAX; overnight travelers are welcome. This place is not typical. We seek to fully immerse you in a unique stay & experience. <2mile from the Airport, Shoppes, & Dining. Contact us directly about features & details for THE SWEATSHOP.

Guest favourite

Home in St. Augustine

4.97 out of 5 average rating, 115 reviews

1920s Glam, HotTub, Firepit, Grill, 3 King Beds

This new construction home is within a 5 minute/1 mile drive to historic downtown where you’ll find all the fun, food & charm! Discover a nostalgic getaway in this unique themed home that captures the essence of the 1920’s/30’s. Spacious open layout that is perfect for large groups with plenty of room to comfortably spread out. NEW 7-seater hot tub, fire pit & private fenced in backyard, beach towels, toys, boogie boards provided! Beautiful new kitchen, large dining table, 2 King bedroom suites

Guest favourite

Home in St. Augustine

4.95 out of 5 average rating, 100 reviews

New LUX 4bed Saltwater, HEATED POOL, 2 Masters

Relax and have fun at this BRAND NEW LUXURY beach getaway with high end furnishings and linens. The house has 4 bedrooms including 2 masters w/ king beds, 3.5 bath and a chef’s kitchen! Minutes walk to beautiful and coveted beach (3 blocks) and a 10 minute drive to downtown St. Augustine where you can enjoy many restaurants, coffee shops and local boutiques. Best yet, come back home and relax in your own fully fenced backyard w/PRIVATE HEATED SALTWATER POOL. We promise you won’t want to leave!

Top Guest favourite

Campervan/RV in Jacksonville

4.97 out of 5 average rating, 185 reviews

Couples clothing optional escape hot tub nude 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

Guest favourite

Apartment in St. Augustine

4.95 out of 5 average rating, 138 reviews

Charming Vintage Intracoastal Apartment

This breathtaking property is located on a quiet neighborhood street in Vilano Beach area on the river, minutes from the beach and a few miles from Historic Downtown St. Augustine. Apartment is on the second floor facing picturesque streets of Vilano Beach area. Waterfront private outside dining area with a grill, dock, and boardwalk are available on the waterfront side of the property. Famous local restaurants Cap's on the Water and Aunt Kate's are within walking distance from the property.

Guest favourite

Home in St. Augustine

4.95 out of 5 average rating, 193 reviews

Walk to downtown! Minutes to beaches. Hot tub!

4 bedroom home with a fully stocked kitchen, 2 bathrooms and an outdoor shower! 1 block from restaurants, 1/2 mile to downtown St. Augustine (10 min walk) and Flagler College. Drive or bike to the beaches, the St. Augustine pier, The Lighthouse and many other attractions. Enjoy coffee on one of the decks, a walk around the safe neighborhood or relax in the hot tub. Propane grill for outdoor cooking and plenty of outdoor space to play. Many parking options available for cars & watercraft.

Superhost

Home in St. Augustine

4.87 out of 5 average rating, 126 reviews

Best of Both Worlds- Family Oasis

Experience the Dolphin house in St Augustine. This spacious mid-century modern pool home is a rare treasure in an ideal location just steps from the Bridge of Lions and downtown St Augustine. The Showstopper Private Backyard oasis includes a pool with a shelf - perfect for kids, Hot Tub, BBQ, Hammock, Wood Fire Pit, and outdoor seating under a mega umbrella. The perfect family vacation getaway. Maximum occupancy of six (6) adults and four (4) children under twelve (12) years of age.

Guest favourite

Home in Southwest Jacksonville

4.86 out of 5 average rating, 121 reviews

The Birk House - with Hot Tub!

Welcome to the Birk House! Perfect for couples, families, friends or business; short term or long term stays. This 1947 home is situated in the established neighborhood of Lake Shore on a safe street. Minutes away from downtown, NAS, Murray Hill, Avondale and Riverside. Also close to I-10/I-95/I-295 interstates. The backyard is spacious, fenced-in and outfitted with Adirondack chairs and a hot tub set under twinkling string lights. Get ready to feel like you're right at home!

Superhost

Cottage in St. Augustine

4.91 out of 5 average rating, 149 reviews

The Shire on 1 acre marshfront with dock and Spa

One of a kind 1930s historic home, newly renovated and transformed into a beautiful secluded getaway. new luxury finishes, while holding its traditional charm. No Events allowed. Rooftop deck, sunrise views of the Atlantic ocean, Downtown, and sunsets over the river. The new dock with covered roof hosts a national geographic like eco system. It’s short walk to the beach and 3 miles to downtown St George street. Follow along @carcabaroad for weekly content of the home.

Guest favourite

Villa in Jacksonville

4.88 out of 5 average rating, 103 reviews

Country villa pool hot tub game rm pond 2.5 acres

Take it easy at this unique and tranquil getaway. Ask about our couples discount. Our villa includes pond, pool, hot tub, game room, outdoor cooking area with industrial smoker, wood burning pizza oven, and gas grill. Oyster bar, fire pit area wood included. Kitchen has 2 coffee making options, air cooker and all other essentials. Full laundry with soap and dryer sheets. Parking space for your toys and camper. Security gate w/ fence completely surrounding the property.