Short-Term Rentals in Theodore Roosevelt Area, FL: Compare 10+ Sites & Save

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  4.  Florida
  5.  Jacksonville
  6.  Theodore Roosevelt Area

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242 Best Short-Term Rentals in Theodore Roosevelt Area (Starting from $52)

Jacksonville Home on 1 Acre about 6 Mi to Beach!
Jacksonville Home on 1 Acre about 6 Mi to Beach!
House
Jacksonville, FL, USA
0.6k from Theodore Roosevelt Area center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals, Places to stay

6 Bedrooms14 Guests
8.0

Good

1 reviews

$455
Average price / night
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Luxe Amenities, Game Room, Near Mayo & Beaches
Luxe Amenities, Game Room, Near Mayo & Beaches
House
Jacksonville, FL, 32225, United States
0.8k from Theodore Roosevelt Area center

AC, Arcade, Crib, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen

4 Bedrooms8 Guests
10.0

Exceptional

2 reviews

$315
Average price / night
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12113 Roundham Ln
12113 Roundham Ln
House
Jacksonville, FL, USA
1.0k from Theodore Roosevelt Area center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Jacuzzis, Places to stay

3 Bedrooms6 Guests
New to Booking
$261
Average price / night
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Pool Retreat Near Hanna Park, Beaches, Mayo & Golf-2550 Sq Ft Luxe Stay
Pool Retreat Near Hanna Park, Beaches, Mayo & Golf-2550 Sq Ft Luxe Stay
House
Jacksonville, FL, 32225, United States
1.3k from Theodore Roosevelt Area center

AC, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave, No Smoking

3 Bedrooms6 Guests
New to Booking
$514
Average price / night
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Fish and Bird Watch Waterfront Jacksonville Gem
Fish and Bird Watch Waterfront Jacksonville Gem
House
Jacksonville, FL, USA
2.1k from Theodore Roosevelt Area center

Accommodations, Parking, Villas, Vacation homes, Spa, Cottages, Pet-friendly, Lodgings, Places to stay

3 Bedrooms8 Guests
New to Booking
$301
Average price / night
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~Oasis Pearl_Sleeps 8_Heated Pool & Spa~
~Oasis Pearl_Sleeps 8_Heated Pool & Spa~
House
Jacksonville, FL, 32225, United States
1.3k from Theodore Roosevelt Area center

AC, Balcony, Barbecue, Crib, Dryer, Fireplace, Free Parking, Heater, Internet

10.0

Exceptional

8 reviews

$531
Average price / night
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Prismatic Jacksonville Gem with Pool and Backyard
Prismatic Jacksonville Gem with Pool and Backyard
House
Theodore Roosevelt Area, Jacksonville, Florida, USA
2.8k from Theodore Roosevelt Area center

Pool, Parking, Balcony/Terrace, Wheelchair Accessible, Internet, Child Friendly

3 Bedrooms6 Guests
4.5

Review score

2 reviews

$370
Average price / night
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Woodsy 3-bedroom retreat on 600 acre nature preserve in Jacksonville near beach
Woodsy 3-bedroom retreat on 600 acre nature preserve in Jacksonville near beach
House
Jacksonville, FL, 32225, United States
1.6k from Theodore Roosevelt Area center

AC, Barbecue, Dryer, Free Parking, Heater, Hot Tub, Internet, Kitchen, Laundry

3 Bedrooms6 Guests
10.0

Exceptional

3 reviews

$272
Average price / night
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Peaceful Island Retreat - Heated Pool - Gym - Private Dock
Peaceful Island Retreat - Heated Pool - Gym - Private Dock
House
Jacksonville, FL, USA
3.3k from Theodore Roosevelt Area center

Accommodations, Pools, Villas, Vacation homes, Cottages, Lodgings, Places to stay, Family

4 Bedrooms10 Guests
New to Booking
$1484
Average price / night
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Waterfront Jacksonville Gem w/ Dock + Game Room!
Waterfront Jacksonville Gem w/ Dock + Game Room!
House
Jacksonville, FL, 32225, United States
2.1k from Theodore Roosevelt Area center

AC, Arcade, Balcony, Barbecue, Crib, Dryer, Free Parking, Heater, Kitchen

3 Bedrooms8 Guests
10.0

Exceptional

4 reviews

$313
Average price / night
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5BR House - Pool - Hot Tub - 8 Min to Hannah Park
5BR House - Pool - Hot Tub - 8 Min to Hannah Park
House
Jacksonville, FL, USA
3.3k from Theodore Roosevelt Area center

Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings

5 Bedrooms13 Guests
10.0

Exceptional

1 reviews

$270
Average price / night
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Peaceful Lakefront Home in Hidden Hills
Peaceful Lakefront Home in Hidden Hills
House
Jacksonville, FL, 32225, United States
2.1k from Theodore Roosevelt Area center

AC, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area, Microwave

2 Bedrooms4 Guests
New to Booking
$189
Average price / night
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Cozy House St Johns Bluff
Cozy House St Johns Bluff
House
Jacksonville, FL, USA
5.1k from Theodore Roosevelt Area center

Air Conditioner, Internet, Pet Friendly, Security/Safety, Parking, Child Friendly

5 Bedrooms23 Guests
7.6

Good

20 reviews

$52
Average price / night
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Lapin House - Charming & fun with pool & pool table
Lapin House - Charming & fun with pool & pool table
House
Jacksonville, FL, 32225, United States
2.4k from Theodore Roosevelt Area center

AC, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area, Microwave

5 Bedrooms9 Guests
9.6

Exceptional

12 reviews

$344
Average price / night
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Southern Charm at Southern Rose
Southern Charm at Southern Rose
House
Jacksonville, FL, USA
5.1k from Theodore Roosevelt Area center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay, Self-catering

1 Bedroom19 Guests
10.0

Exceptional

1 reviews

$222
Average price / night
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Pineapple Paradise~Pool+Hot Tub+Billiards+Grill!
Pineapple Paradise~Pool+Hot Tub+Billiards+Grill!
House
Jacksonville, FL, 32225, United States
2.5k from Theodore Roosevelt Area center

AC, Arcade, Barbecue, Dryer, Free Parking, Heater, Hot Tub, Internet, Kitchen

3 Bedrooms10 Guests
8.8

Fabulous

3 reviews

$478
Average price / night
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Cozy Tiny Home
Cozy Tiny Home
House
Jacksonville, FL, USA
5.1k from Theodore Roosevelt Area center

Pet Friendly, Air Conditioner, Internet, Security/Safety, Parking, Child Friendly

2 Bedrooms6 Guests
6.0

Review score

5 reviews

$60
Average price / night
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Adorable cozy bungalow w/ pool & yard / very short drive to beaches and near Mayo clinic
Adorable cozy bungalow w/ pool & yard / very short drive to beaches and near Mayo clinic
Apartment
Jacksonville, FL, 32225, United States
2.6k from Theodore Roosevelt Area center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

3 Bedrooms6 Guests
8.4

Very Good

5 reviews

$375
Average price / night
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The Healing Haven
The Healing Haven
House
Jacksonville, FL, USA
5.4k from Theodore Roosevelt Area center

Cheap, Accommodations, Villas, Vacation homes, Cottages, Lodgings, Places to stay, Accessible hotels

3 Bedrooms6 Guests
7.7

Good

3 reviews

$349
Average price / night
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our retreat welcomes families and events in Jacksonville Florida
our retreat welcomes families and events in Jacksonville Florida
House
Jacksonville, FL, 32225, United States
2.7k from Theodore Roosevelt Area center

AC, Barbecue, Fireplace, Free Parking, Heater, Internet, Kitchen, No Smoking, Pool

5 Bedrooms10 Guests
New to Booking
$677
Average price / night
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White Rock Studio
White Rock Studio
House
Jacksonville, FL, USA
5.5k from Theodore Roosevelt Area center

B&bs, Cheap, Accommodations, Parking, Guest houses, Homestays, Lodgings, Vacation rentals, Places to stay

1 Bedroom2 Guests
10.0

Exceptional

2 reviews

$100
Average price / night
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Jacksonville Intracoastal Retreat + near the beach
Jacksonville Intracoastal Retreat + near the beach
House
Jacksonville, FL, 32225, United States
2.9k from Theodore Roosevelt Area center

Internet, Kitchen, No Smoking, Outdoor Space, TV

3 Bedrooms6 Guests
8.0

Good

1 reviews

$164
Average price / night
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Cozy Casita close to the St Johns river
Cozy Casita close to the St Johns river
House
Jacksonville, FL, 32225, United States
3.0k from Theodore Roosevelt Area center

AC, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area, Microwave, No Smoking

3 Bedrooms6 Guests
9.8

Exceptional

9 reviews

$220
Average price / night
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The Island Estate! Heated Salt Pool/Spa On The St John’s River! 9 Min To Beach!
The Island Estate! Heated Salt Pool/Spa On The St John’s River! 9 Min To Beach!
House
Jacksonville, FL, 32226, United States
3.1k from Theodore Roosevelt Area center

AC, Arcade, Balcony, Barbecue, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater

5 Bedrooms10 Guests
10.0

Exceptional

67 reviews

$1575
Average price / night
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Location meets Charm and Comfort in this 3 Bedroom 3 Bathroom Home
Location meets Charm and Comfort in this 3 Bedroom 3 Bathroom Home
House
Jacksonville, FL, 32225, United States
3.2k from Theodore Roosevelt Area center

AC, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave

3 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$148
Average price / night
Check Availability
Peaceful Island Retreat - Heated Pool - Sleeps 10
Peaceful Island Retreat - Heated Pool - Sleeps 10
House
Jacksonville, FL, 32226, United States
3.3k from Theodore Roosevelt Area center

AC, Arcade, Balcony, Barbecue, Crib, Dryer, Fitness Equipment, Free Parking, Heater

4 Bedrooms10 Guests
9.6

Exceptional

23 reviews

$982
Average price / night
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Tolkien's Tranquil Retreat | Team Joseph Ellen
Tolkien's Tranquil Retreat | Team Joseph Ellen
House
Jacksonville, FL, 32225, United States
3.4k from Theodore Roosevelt Area center

AC, Dryer, Heater, Internet, Kitchen, Laundry, Microwave, No Smoking, Toys

3 Bedrooms7 Guests
9.6

Exceptional

4 reviews

$263
Average price / night
Check Availability

Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Short-Term Rentals in Theodore Roosevelt Area.

Where to stay in Theodore Roosevelt Area? Best neighborhoods & areas

Theodore Roosevelt Area Short-Term Rentals on the Map

Frequently Asked Questions

You can explore 242 verified short-term rentals in Theodore Roosevelt Area, including apartments, houses, and furnished stays suitable for both travel and temporary living.

Short-term rental prices in Theodore Roosevelt Area vary depending on location, property size, and travel dates. Rates typically start from around $52 per night, with higher prices for premium properties or peak seasons.

Many short-term rentals in Theodore Roosevelt Area include Wi-Fi, making them suitable for remote work. Some listings also provide dedicated workspaces, but it is recommended to check property details for specific features.

Booking 30 to 45 days in advance is generally recommended for the best availability. For peak travel periods or major events in Theodore Roosevelt Area, booking earlier can help secure better options.

In many cases, utilities such as electricity, water, and internet are included in the rental price. However, this can vary by property, so it is important to review the listing details before booking.

Short-term rentals in Theodore Roosevelt Area often include amenities such as Fireplace/Heating, Internet, and Laundry, providing a comfortable and convenient stay.

Short-term rentals in Theodore Roosevelt Area are often used for flexible stays, including work trips or temporary housing, while vacation rentals are typically geared toward leisure stays in tourist areas. Both offer furnished, home-like accommodations.