
Holiday rentals near Oops Alley
We found 2,832 holiday rentals — enter your dates for availability
If you want to to stay within easy reach of Oops Alley, scroll through and discover holiday rentals to find the perfect one for your trip. Whether you’re staying in a holiday home with family, friends or just your furry companion, you'll have the best amenities for spending time at your home away from home, which might include Wi-Fi and a washer and dryer. Whatever you're looking for, you're sure to find a property to rent that has what everyone needs, including a place that is accessible or non-smoking.
Holiday rentals with weekly discounts - Oops Alley
Showing deals for:19 Sept - 26 Sept
Image gallery for Ocean View; Fast Beach Access; Pool; Family-Sized Villa; Ideal Spot!

1010 out of 10 rating
Exceptional
(15 reviews)
Ocean View; Fast Beach Access; Pool; Family-Sized Villa; Ideal Spot!
Pensacola Beach, FL
8% off
Price is NZ$3,980
NZ$3,980
NZ$569 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
14% off
Price is NZ$3,947
NZ$3,947
NZ$564 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$12,770
NZ$12,770
NZ$1,824 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
7% off
Price is NZ$4,469
NZ$4,469
NZ$638 per night
includes taxes & fees
Image gallery for Peaceful Family Getaway Pool/Hot Tub Near Downtown

1010 out of 10 rating
Exceptional
(12 reviews)
Peaceful Family Getaway Pool/Hot Tub Near Downtown
Pensacola, FL
7% off
Price is NZ$5,375
NZ$5,375
NZ$768 per night
includes taxes & fees
Image gallery for Treasure on Pensacola Beach, views of Gulf, on Little Sabine Bay with boat docks

9.89.8 out of 10 rating
Exceptional
(8 reviews)
Treasure on Pensacola Beach, views of Gulf, on Little Sabine Bay with boat docks
Pensacola Beach, FL
8% off
Price is NZ$4,889
NZ$4,889
NZ$698 per night
includes taxes & fees
Image gallery for A Beautiful Retreat Right on East Bay- Sunsets, Boat Ramp, Fishing.….

1010 out of 10 rating
Exceptional
(66 reviews)
A Beautiful Retreat Right on East Bay- Sunsets, Boat Ramp, Fishing.….
Gulf Breeze, FL
8% off
Price is NZ$9,320
NZ$9,320
NZ$1,331 per night
includes taxes & fees
Image gallery for Sound Retreat Family Home with in-ground pool

1010 out of 10 rating
Exceptional
(13 reviews)
Sound Retreat Family Home with in-ground pool
Navarre, FL
7% off
Price is NZ$4,501
NZ$4,501
NZ$643 per night
includes taxes & fees
Image gallery for Cozy Hideaway! Spacious and centrally located. Pet Friendly!

1010 out of 10 rating
Exceptional
(8 reviews)
Cozy Hideaway! Spacious and centrally located. Pet Friendly!
Pensacola, FL
7% off
Price is NZ$2,211
NZ$2,211
NZ$316 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
(21 reviews)
A Whimsical Tiny House near our sugar sand beaches and bay!
Gulf Breeze, FL
8% off
Price is NZ$1,400
NZ$1,400
NZ$200 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$6,130
NZ$6,130
NZ$876 per night
includes taxes & fees
Image gallery for 1684 Calle Bonita - 3 Bedroom/2.5 Bath Townhome....Just Steps From The Ocean!

9.89.8 out of 10 rating
Exceptional
(106 reviews)
1684 Calle Bonita - 3 Bedroom/2.5 Bath Townhome....Just Steps From The Ocean!
Pensacola Beach, FL
7% off
Price is NZ$4,531
NZ$4,531
NZ$647 per night
includes taxes & fees
Image gallery for Cozy 3BD close to Pensacola & Navarre Beaches!

9.69.6 out of 10 rating
Exceptional
(22 reviews)
Cozy 3BD close to Pensacola & Navarre Beaches!
Gulf Breeze, FL
7% off
Price is NZ$2,483
NZ$2,483
NZ$355 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
11% off
Price is NZ$2,332
NZ$2,332
NZ$333 per night
includes taxes & fees
Image gallery for Exquisite.. Snow White Beaches ... ...the Perfect Luxury vacation Beach Townhome

1010 out of 10 rating
Exceptional
(101 reviews)
Exquisite.. Snow White Beaches ... ...the Perfect Luxury vacation Beach Townhome
Pensacola Beach, FL
7% off
Price is NZ$11,421
NZ$11,421
NZ$1,632 per night
includes taxes & fees
Image gallery for Cute and Cozy by the Beach, Perfect for a Beach Getaway!

9.89.8 out of 10 rating
Exceptional
(76 reviews)
Cute and Cozy by the Beach, Perfect for a Beach Getaway!
Pensacola Beach, FL
8% off
Price is NZ$4,261
NZ$4,261
NZ$609 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$2,036
NZ$2,036
NZ$291 per night
includes taxes & fees
Image gallery for MAKE PLANS NOW FOR 2025!🏖️☀️

1010 out of 10 rating
Exceptional
(90 reviews)
MAKE PLANS NOW FOR 2025!🏖️☀️
Pensacola Beach, FL
8% off
Price is NZ$3,152
NZ$3,152
NZ$450 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
(15 reviews)
Private Getaway with Screened Pool, Upscale Kitchen, & Large Private Fenced Yard
Pensacola, FL
12% off
Price is NZ$4,929
NZ$4,929
NZ$704 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
7% off
Price is NZ$3,212
NZ$3,212
NZ$459 per night
includes taxes & fees
Image gallery for Cooper Basin River House - 30 mins to beaches

1010 out of 10 rating
Exceptional
(12 reviews)
Cooper Basin River House - 30 mins to beaches
Milton, FL
7% off
Price is NZ$2,088
NZ$2,088
NZ$298 per night
includes taxes & fees
Image gallery for Bayfront Cabin -A Serene Getaway On East Bay

1010 out of 10 rating
Exceptional
(46 reviews)
Bayfront Cabin -A Serene Getaway On East Bay
Gulf Breeze, FL
8% off
Price is NZ$5,881
NZ$5,881
NZ$840 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
(14 reviews)
Coastal Getaway near Pensacola beach, Downtown & NAS + walk to bayou & marinas
Pensacola, FL
8% off
Price is NZ$2,698
NZ$2,698
NZ$385 per night
includes taxes & fees
Image gallery for Palm Beach Oasis - Waterfront

1010 out of 10 rating
Exceptional
(35 reviews)
Palm Beach Oasis - Waterfront
Pensacola Beach, FL
8% off
Price is NZ$3,528
NZ$3,528
NZ$504 per night
includes taxes & fees
Find spaces that suit your style
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Condo/Apartment
Cabin
Cottage
Villa
Chalet
Find the best place to stay - Oops Alley
Fabulous, cozy cottage, w Hot Tub, 20-25 mins to Pensacola & Perdido Key Beach
Sleeps 6 · 3 bedrooms · 2 bathrooms
9.89.8 out of 10
Exceptionalexceptional
18 reviews(18 reviews)
Fins to the Left on Blackwater River - 35 mins to the Beach
Sleeps 6 · 2 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
11 reviews(11 reviews)
Your Own Private Resort On The Bay
Sleeps 6 · 3 bedrooms · 2+ bathrooms
9.89.8 out of 10
Exceptionalexceptional
40 reviews(40 reviews)
Private family home close to the beach, fishing and NAS
Sleeps 8 · 3 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
88 reviews(88 reviews)
The Blue Escape Pool House
Sleeps 8 · 3 bedrooms · 2+ bathrooms
1010 out of 10
Exceptionalexceptional
5 reviews(5 reviews)
New Listing in Pensacola Fla
Sleeps 10 · 4 bedrooms · 2+ bathrooms
- 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