Holiday rentals near Five Flags Speedway
We found 4,471 holiday rentals — enter your dates for availability
Scroll through and discover holiday rentals within easy reach of Five Flags Speedway that are perfect for your trip. Whether you’re travelling with friends, family or even pets, holiday homes have the amenities that you expect for your stay, including parking and a TV. What you'll find is a property to rent for everyone's needs, including places that are non-smoking or accessible.
Holiday rentals with weekly discounts - Five Flags Speedway
Showing deals for:25 Jul - 1 Aug
Image gallery for Heaven on Earth! Tower 5 Unit 801 Best Views on island-HUGE 3BR rented as 2BR.

1010 out of 10 rating
Exceptional
(65 reviews)
Heaven on Earth! Tower 5 Unit 801 Best Views on island-HUGE 3BR rented as 2BR.
Pensacola Beach, FL
8% off
Price is NZ$9,960
NZ$9,960
NZ$1,423 per night
includes taxes & fees
Image gallery for Bunny and Boo's Beach Bungalow - Outside Paradise, Large Decks, BBQ, and Games!

1010 out of 10 rating
Exceptional
(53 reviews)
Bunny and Boo's Beach Bungalow - Outside Paradise, Large Decks, BBQ, and Games!
Pensacola Beach, FL
8% off
Price is NZ$7,667
NZ$7,667
NZ$1,095 per night
includes taxes & fees
Image gallery for Pensacola Pool Home*NEW HOTTUB*Game Room*Fire Pit*Central Location

1010 out of 10 rating
Exceptional
(16 reviews)
Pensacola Pool Home*NEW HOTTUB*Game Room*Fire Pit*Central Location
Pensacola, FL
8% off
Price is NZ$5,841
NZ$5,841
NZ$834 per night
includes taxes & fees
Image gallery for Relax/De-Stress/Renew at Beach Club Resort on the White Sands of Pensacola Beach

1010 out of 10 rating
Exceptional
(36 reviews)
Relax/De-Stress/Renew at Beach Club Resort on the White Sands of Pensacola Beach
Pensacola Beach, FL
8% off
Price is NZ$12,762
NZ$12,762
NZ$1,823 per night
includes taxes & fees
Image gallery for Beautiful vacation Home Near Airport, I10, shopping

9.69.6 out of 10 rating
Exceptional
(9 reviews)
Beautiful vacation Home Near Airport, I10, shopping
Pensacola, FL
8% off
Price is NZ$7,467
NZ$7,467
NZ$1,067 per night
includes taxes & fees
Image gallery for A Whimsical Tiny House near our sugar sand beaches and bay!

1010 out of 10 rating
Exceptional
(20 reviews)
A Whimsical Tiny House near our sugar sand beaches and bay!
Gulf Breeze, FL
8% off
Price is NZ$1,584
NZ$1,584
NZ$226 per night
includes taxes & fees
Image gallery for Luxurious Renovated Portofino 2BR Condo--Family Friendly Resort on the Beach!

1010 out of 10 rating
Exceptional
(122 reviews)
Luxurious Renovated Portofino 2BR Condo--Family Friendly Resort on the Beach!
Pensacola Beach, FL
8% off
Price is NZ$8,593
NZ$8,593
NZ$1,228 per night
includes taxes & fees
Image gallery for Enjoy this waterfront home with a pool, dock, and Blue Angels! Bring your boat!

8.68.6 out of 10 rating
Excellent
(7 reviews)
Enjoy this waterfront home with a pool, dock, and Blue Angels! Bring your boat!
Pensacola, FL
8% off
Price is NZ$5,586
NZ$5,586
NZ$798 per night
includes taxes & fees
Image gallery for Coastal Getaway near Pensacola beach, Downtown & NAS + walk to bayou & marinas

1010 out of 10 rating
Exceptional
(13 reviews)
Coastal Getaway near Pensacola beach, Downtown & NAS + walk to bayou & marinas
Pensacola, FL
8% off
Price is NZ$3,254
NZ$3,254
NZ$465 per night
includes taxes & fees
Image gallery for Enjoy Sunsets at Fully Equipped 2BR Condo at the Beach

1010 out of 10 rating
Exceptional
(8 reviews)
Enjoy Sunsets at Fully Equipped 2BR Condo at the Beach
Pensacola Beach, FL
8% off
Price is NZ$5,024
NZ$5,024
NZ$718 per night
includes taxes & fees
Image gallery for Palm Beach Oasis - Waterfront

1010 out of 10 rating
Exceptional
(34 reviews)
Palm Beach Oasis - Waterfront
Pensacola Beach, FL
8% off
Price is NZ$6,589
NZ$6,589
NZ$941 per night
includes taxes & fees
Image gallery for Salty and Sweet at Perdido Key SLEEPS 10! Two pools and a state-of-the-art gym

1010 out of 10 rating
Exceptional
(8 reviews)
Salty and Sweet at Perdido Key SLEEPS 10! Two pools and a state-of-the-art gym
Perdido Key, FL
8% off
Price is NZ$6,227
NZ$6,227
NZ$890 per night
includes taxes & fees
Image gallery for Magnolia Breeze! Pet Friendly with Pool! 3.15 miles to Pensacola Beach!

1010 out of 10 rating
Exceptional
(18 reviews)
Magnolia Breeze! Pet Friendly with Pool! 3.15 miles to Pensacola Beach!
Gulf Breeze, FL
8% off
Price is NZ$7,792
NZ$7,792
NZ$1,113 per night
includes taxes & fees
Image gallery for New and Modern Double En-Suite

1010 out of 10 rating
Exceptional
(5 reviews)
New and Modern Double En-Suite
Pensacola, FL
16% off
Price is NZ$2,383
NZ$2,383
NZ$340 per night
includes taxes & fees
Image gallery for Pensacola Bay waterfront! Close to Pensacola and Navarre beach , amazing sunsets

9.69.6 out of 10 rating
Exceptional
(17 reviews)
Pensacola Bay waterfront! Close to Pensacola and Navarre beach , amazing sunsets
Milton, FL
8% off
Price is NZ$7,867
NZ$7,867
NZ$1,124 per night
includes taxes & fees
Image gallery for New home close to NAS and Corey Station

9.69.6 out of 10 rating
Exceptional
(7 reviews)
New home close to NAS and Corey Station
Pensacola, FL
7% off
Price is NZ$2,269
NZ$2,269
NZ$324 per night
includes taxes & fees
Image gallery for Seas the day 3-level Townhome, 2 bed and 2.5 bath.

1010 out of 10 rating
Exceptional
(77 reviews)
Seas the day 3-level Townhome, 2 bed and 2.5 bath.
Pensacola Beach, FL
8% off
Price is NZ$7,054
NZ$7,054
NZ$1,008 per night
includes taxes & fees
Image gallery for Private Getaway with Screened Pool, Upscale Kitchen, & Large Private Fenced Yard

1010 out of 10 rating
Exceptional
(14 reviews)
Private Getaway with Screened Pool, Upscale Kitchen, & Large Private Fenced Yard
Pensacola, FL
12% off
Price is NZ$5,027
NZ$5,027
NZ$718 per night
includes taxes & fees
Image gallery for 2 BEACH CHAIRS & 1 UMBRELLA SET UP FOR YOU GULF SIDE 2 DAY COMPLIMENTARY!

1010 out of 10 rating
Exceptional
(24 reviews)
2 BEACH CHAIRS & 1 UMBRELLA SET UP FOR YOU GULF SIDE 2 DAY COMPLIMENTARY!
Pensacola Beach, FL
17% off
Price is NZ$8,722
NZ$8,722
NZ$1,246 per night
includes taxes & fees
Image gallery for Modern waterfront home on spacious wooded lot. Sleeps 6.

9.69.6 out of 10 rating
Exceptional
(9 reviews)
Modern waterfront home on spacious wooded lot. Sleeps 6.
Elberta, AL
8% off
Price is NZ$5,554
NZ$5,554
NZ$793 per night
includes taxes & fees
Image gallery for NEW-The Bayou Bungalow in Downtown Pensacola. Come join us on the Bayou!

1010 out of 10 rating
Exceptional
(5 reviews)
NEW-The Bayou Bungalow in Downtown Pensacola. Come join us on the Bayou!
Pensacola, FL
7% off
Price is NZ$1,320
NZ$1,320
NZ$189 per night
includes taxes & fees
Image gallery for Perdido Sun #404~ Enjoy Sun, Sand & Surf and Shelling!

9.89.8 out of 10 rating
Exceptional
(164 reviews)
Perdido Sun #404~ Enjoy Sun, Sand & Surf and Shelling!
Perdido Key, FL
9% off
Price is NZ$3,924
NZ$3,924
NZ$561 per night
includes taxes & fees
Image gallery for Amazing Loft in Historic Waterworks Building, near Downtown Pensacola

8.88.8 out of 10 rating
Excellent
(13 reviews)
Amazing Loft in Historic Waterworks Building, near Downtown Pensacola
Pensacola, FL
8% off
Price is NZ$4,058
NZ$4,058
NZ$580 per night
includes taxes & fees
Image gallery for Chic Studio in Historic Downtown Pensacola

9.69.6 out of 10 rating
Exceptional
(5 reviews)
Chic Studio in Historic Downtown Pensacola
Pensacola, FL
8% off
Price is NZ$2,249
NZ$2,249
NZ$321 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Five Flags Speedway
The perfect family vacation home! Get your Latitude Adjustment at the beach!
Sleeps 16 · 6 bedrooms · 3+ bathrooms
9.69.6 out of 10
Exceptionalexceptional
136 reviews(136 reviews)
6 Bedroom 3 Bath April & May 399 per night
Sleeps 14 · 7 bedrooms · 3 bathrooms
1010 out of 10
Exceptionalexceptional
222 reviews(222 reviews)
Brand-New Pensacola Haven with Community Pool
Sleeps 6 · 3 bedrooms · 2+ bathrooms
1010 out of 10
Exceptionalexceptional
12 reviews(12 reviews)
Pensacola Dog-Friendly Retreat: Backyard | Firepit
Sleeps 10 · 4 bedrooms · 2 bathrooms
9.89.8 out of 10
Exceptionalexceptional
7 reviews(7 reviews)
Poolside Retreat! Private pool & hot tub! Only 5 min to Beach!
Sleeps 12 · 5 bedrooms · 2 bathrooms
9.89.8 out of 10
Exceptionalexceptional
12 reviews(12 reviews)
BAY HOUSE - Steps to its own Private Beach - Amazing Sunsets on the Water
Sleeps 6 · 3 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
53 reviews(53 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, laundry, pools, gardens and more
- More for lessMore space, more privacy, more amenities — more value