
Southside holiday lettings
We found 541 holiday rentals — enter your dates for availability
Select from 267 houses, 203 apartments and other holiday rentals to find the perfect place for your stay in Southside. Whether you're going on holiday with family or friends, holiday rentals have the amenities that you expect for your stay, which might include parking and a garden. Whatever you're looking for, you'll be able to choose a property to rent for everyone's needs, including a place that's non-smoking or offers accessibility.
Holiday rentals with weekly discounts - Southside
Showing deals for:25 Jul - 1 Aug
Image gallery for Mayo Clinc 1mile from Intercoastal waterfront home w/pool and Breathtaking Views

9.89.8 out of 10 rating
Exceptional
(105 reviews)
Mayo Clinc 1mile from Intercoastal waterfront home w/pool and Breathtaking Views
Jacksonville Beach, FL
9% off
Price is £2,326
£2,326
£332 per night
includes taxes & fees
Image gallery for MEMDAY DEAL! Luxe Poolside Escape_Grill_In Julington Creek~Sleeps 10

1010 out of 10 rating
Exceptional
(18 reviews)
MEMDAY DEAL! Luxe Poolside Escape_Grill_In Julington Creek~Sleeps 10
Jacksonville, FL
7% off
Price is £2,275
£2,275
£325 per night
includes taxes & fees
Image gallery for Manatee House: Private Marsh View Retreat - 1 Mile to Mayo, 5 Miles to Beaches

1010 out of 10 rating
Exceptional
(14 reviews)
Manatee House: Private Marsh View Retreat - 1 Mile to Mayo, 5 Miles to Beaches
Jacksonville, FL
8% off
Price is £2,619
£2,619
£374 per night
includes taxes & fees
Image gallery for Big Wheelchair Accessible Home Close to Beach/Mayo with Zen Den and Fenced Yard

1010 out of 10 rating
Exceptional
(23 reviews)
Big Wheelchair Accessible Home Close to Beach/Mayo with Zen Den and Fenced Yard
Jacksonville Beach, FL
11% off
Price is £1,827
£1,827
£261 per night
includes taxes & fees
Image gallery for San Marco Chic Home 2 blocks from San Marco Square

9.89.8 out of 10 rating
Exceptional
(27 reviews)
San Marco Chic Home 2 blocks from San Marco Square
Jacksonville, Florida
7% off
Price is £2,213
£2,213
£316 per night
includes taxes & fees
Image gallery for NEW- The Cove at San Pablo- Across from the Mayo Clinic

1010 out of 10 rating
Exceptional
(21 reviews)
NEW- The Cove at San Pablo- Across from the Mayo Clinic
Jacksonville, FL
7% off
Price is £1,437
£1,437
£205 per night
includes taxes & fees
Image gallery for Chic Riverfront apartment in downtown San Marco

1010 out of 10 rating
Exceptional
(5 reviews)
Chic Riverfront apartment in downtown San Marco
Jacksonville, Florida
6% off
Price is £941
£941
£134 per night
includes taxes & fees
Image gallery for San Marco Retreat - Perfect for families!

9.49.4 out of 10 rating
Exceptional
(6 reviews)
San Marco Retreat - Perfect for families!
Jacksonville, Florida
7% off
Price is £1,758
£1,758
£251 per night
includes taxes & fees
Image gallery for Cozy house in a heart of Mandarin

1010 out of 10 rating
Exceptional
(5 reviews)
Cozy house in a heart of Mandarin
Jacksonville, FL
7% off
Price is £1,320
£1,320
£189 per night
includes taxes & fees
Image gallery for Amazing Centrally Located Home in Peaceful Area

8.68.6 out of 10 rating
Excellent
(9 reviews)
Amazing Centrally Located Home in Peaceful Area
Jacksonville, FL
7% off
Price is £2,092
£2,092
£299 per night
includes taxes & fees
Image gallery for Cozy Apartment with 2 King Beds Big Pool and Gym Near Mayo Clinic Southisde Jax

9.09.0 out of 10 rating
Wonderful
(18 reviews)
Cozy Apartment with 2 King Beds Big Pool and Gym Near Mayo Clinic Southisde Jax
Jacksonville, FL
7% off
Price is £1,224
£1,224
£175 per night
includes taxes & fees
Image gallery for Nature Retreat: Your Gateway to Tranquility in Jax, 1mi to St Johns Town Center

9.49.4 out of 10 rating
Exceptional
(10 reviews)
Nature Retreat: Your Gateway to Tranquility in Jax, 1mi to St Johns Town Center
Jacksonville, FL
7% off
Price is £1,221
£1,221
£174 per night
includes taxes & fees
Image gallery for Modern 2 BR Condo - 2 block from San Marco

9.69.6 out of 10 rating
Exceptional
(7 reviews)
Modern 2 BR Condo - 2 block from San Marco
Jacksonville, Florida
7% off
Price is £1,182
£1,182
£169 per night
includes taxes & fees
Image gallery for Farmhouse chic in San Marco - 5 min to downtown!

8.08.0 out of 10 rating
Very good
(5 reviews)
Farmhouse chic in San Marco - 5 min to downtown!
Jacksonville, Florida
7% off
Price is £1,883
£1,883
£269 per night
includes taxes & fees
Image gallery for Islander Oasis: 2 Bed/1 Bath Cottage Retreat - Pet-friendly!

1010 out of 10 rating
Exceptional
(7 reviews)
Islander Oasis: 2 Bed/1 Bath Cottage Retreat - Pet-friendly!
Jacksonville, FL
7% off
Price is £906
£906
£129 per night
includes taxes & fees
Image gallery for Remodeled house in San Marco steps from San Marco Square and Riverwalk

9.49.4 out of 10 rating
Exceptional
(13 reviews)
Remodeled house in San Marco steps from San Marco Square and Riverwalk
Jacksonville, FL
7% off
Price is £800
£800
£114 per night
includes taxes & fees
Image gallery for (Furnished Corporate Rental) Luxury Retreat With Queen Tempur-Pedic Bed!

9.29.2 out of 10 rating
Wonderful
(24 reviews)
(Furnished Corporate Rental) Luxury Retreat With Queen Tempur-Pedic Bed!
Ponte Vedra, FL
11% off
Price is £797
£797
£114 per night
includes taxes & fees
Image gallery for Adorable Riverview

1010 out of 10 rating
Exceptional
(14 reviews)
Adorable Riverview
Jacksonville, FL
7% off
Price is £964
£964
£138 per night
includes taxes & fees
Image gallery for Beautiful Coastal Home near Mayo Clinic. Pet Friendly!

9.89.8 out of 10 rating
Exceptional
(10 reviews)
Beautiful Coastal Home near Mayo Clinic. Pet Friendly!
Jacksonville, FL
7% off
Price is £1,437
£1,437
£205 per night
includes taxes & fees
Image gallery for Sunny apartment in walkable San Marco!

9.29.2 out of 10 rating
Wonderful
(12 reviews)
Sunny apartment in walkable San Marco!
Jacksonville, Florida
7% off
Price is £817
£817
£117 per night
includes taxes & fees
Image gallery for Charming San Marco Bungalow, Close to Everything

9.09.0 out of 10 rating
Wonderful
(7 reviews)
Charming San Marco Bungalow, Close to Everything
Jacksonville, Florida
7% off
Price is £1,227
£1,227
£175 per night
includes taxes & fees
Image gallery for Modern studio cottage with private patio and parking

8.48.4 out of 10 rating
Very good
(8 reviews)
Modern studio cottage with private patio and parking
Jacksonville, FL
7% off
Price is £502
£502
£72 per night
includes taxes & fees
Image gallery for Cozy Entire Suite / Studio Completely Private / Mandarin Area

8.48.4 out of 10 rating
Very good
(6 reviews)
Cozy Entire Suite / Studio Completely Private / Mandarin Area
Jacksonville, FL
7% off
Price is £625
£625
£89 per night
includes taxes & fees
Image gallery for Adorable 2 BR Tiny Home in Historic San Marco!

9.69.6 out of 10 rating
Exceptional
(10 reviews)
Adorable 2 BR Tiny Home in Historic San Marco!
Jacksonville, Florida
6% off
Price is £854
£854
£122 per night
includes taxes & fees
Find spaces that suit your style
House
Condo/Apartment
Cabin
Cottage
Villa
Chalet
Find properties near top attractions in Southside
Map Attractions
Find the best place to stay - Southside
Kasa Southside Jacksonville
Sleeps 4 · 1 bedroom
9.29.2 out of 10
Wonderfulwonderful
22 reviews(22 reviews)
Three Oaks Manor Pool Riverfront Weddings/Events
Sleeps 14 · 6 bedrooms · 3+ bathrooms
LOUNGE IN LUXURY
Sleeps 4 · 2 bedrooms · 2 bathrooms
9.89.8 out of 10
Exceptionalexceptional
7 reviews(7 reviews)
Northeast Florida Retreat
Sleeps 4 · 2 bedrooms · 2 bathrooms
9.69.6 out of 10
Exceptionalexceptional
10 reviews(10 reviews)
Relaxing & charming home
Sleeps 6 · 3 bedrooms · 2 bathrooms
9.49.4 out of 10
Exceptionalexceptional
38 reviews(38 reviews)
Easter Sale! Glam it Up Cottage_5min San Marco &Town~4BR
Sleeps 9 · 4 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
3 reviews(3 reviews)
- Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
- More quality timeFrom booking to staying, the whole process is simple and enjoyable
- All the privacy of homeEnjoy full kitchens, pools, gardens and more
- More for lessMore space, more privacy, more amenities — more value
Frequently asked questions
What is the most popular type of holiday rental accommodation in Southside?
The most popular types of holiday rentals in Southside are apartments. Looking for something different? Vrbo has a variety of options to match the diverse needs of our guests, so you’ll see properties in loads of shapes and sizes. The perfect home away from home is waiting for you — find yours today.
How much does it cost to rent a holiday rental in Southside?
Length of stay, property type and time of year are some factors that can affect the price of a holiday home. Simply click on your travel dates to find your ideal escape. From quaint country cottages to expansive luxury villas, all Vrbo holiday rentals provide unbeatable value.
How much does it cost to rent a beach house in Southside?
Prices for beach houses in Southside may differ depending on the style and size of the property and time of year you’re travelling. Simply enter your dates of travel into Vrbo and the number of guests to view your options and prices. From there you can use the filters to narrow your search results by amenities, ratings, nearby activities and more.
Are there pet-friendly holiday rentals in Southside?
Yes. Pick from 375 holiday homes that roll out the welcome mat in Southside on Vrbo. Our cuddly best friends need to get away from it all too, so simply use our search function for pet-friendly holiday rentals to find a pad where your doggie can join in the fun.
Can I rent a house with a pool in Southside?
Tick the “pool” box in our handy filter tool and pick from 161 houses with private pools in Southside on Vrbo. Lazy soak or ball games and races? How you spend your leisure time is up to you when your Vrbo holiday property comes with a swimming pool.
What are popular rental amenities in Southside?
A garden, a chef and a nearby waterfront are rated the most popular rental amenities in Southside. Whether you plan to travel as a party of one, with your better half or a group of family members, Vrbo will help you find a holiday home that suits your tastes with all the features you’ll enjoy.
Are there large group holiday rentals in Southside?
You can choose from 19 holiday properties in Southside that can sleep 10 or more people. Whether you’re planning time away with extended family or a celebration like a birthday, there’s plenty of room to get your loved ones together under one roof.
Are there holiday rentals in Southside that welcome kids?
Southside has 375 family-friendly holiday rentals to pick from. And booking a stay that welcomes kids is super easy with our “Properties good for families” filter. In addition to having the whole place to yourselves, you can also look forward to conveniences and perks like living rooms, kitchens and yards.
What are the top attractions for families in Southside?
Keep the kids busy at these fantastic family-friendly attractions in Southside:
- Mandarin Museum
- Latitude 30
- Hands on Childrens Museum
Are there one-bedroom holiday rentals in Southside?
Yes, you can take your pick from 117 one-bedroom rentals in Southside. Whether you’d prefer a cosy chalet or a cabin, Vrbo’s one-bedroom properties are perfect if you don’t require tons of space. One of the main perks of having your own digs? You’ll never need to share your trip with strangers.
Can I find two-bedroom holiday rentals in Southside?
Southside has 109 two-bedroom holiday properties for you to select from. Go for a holiday home with all the comfort and space you need at a price you’ll love on Vrbo.
Are there holiday rentals with WiFi in Southside?
You can pick from 178 holiday rentals with WiFi in Southside. If you’d like to disconnect from the world on your break, but still need to be connected to the internet, these getaways have just what you need. Narrow your search by applying the WiFi filter on Vrbo.
How can I find holiday rentals with air conditioning in Southside?
Southside has 369 holiday rentals where you’ll be able to wind down in air-conditioned comfort. To find a stay on Vrbo offering this amenity, enter your travel dates and use the convenient filters to select the “air conditioning” box.
How old do you have to be to rent a holiday rental in Southside?
The age limit can differ between properties on Vrbo, so double-check the rules of the holiday home in Southside you’re considering. But typically, it’s 16, 18 or 21.
How long can I rent a holiday rental in Southside for?
It really depends on the Southside property. To browse available options offering extended stays, just enter your dates and guest number into the Vrbo search page. You can look forward to having the whole place to yourself, along with comforts such as a fully-equipped kitchen and a backyard where the little ones can play. Be on the lookout for any long-term stays that offer weekly or monthly discounts.