
Holiday rentals near Oops Alley
We found 2,848 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:3 Oct - 10 Oct
Image gallery for Java the Hut: Cozy Retreat in Downtown Pensacola

9.89.8 out of 10 rating
Exceptional
(16 reviews)
Java the Hut: Cozy Retreat in Downtown Pensacola
Pensacola, FL
7% off
Price is NZ$1,903
NZ$1,903
NZ$272 per night
includes taxes & fees
Image gallery for Family Gathering Place with 2 Houses under 1 Roof! Close to Downtown & Beaches!

1010 out of 10 rating
Exceptional
(14 reviews)
Family Gathering Place with 2 Houses under 1 Roof! Close to Downtown & Beaches!
Pensacola, FL
9% off
Price is NZ$5,291
NZ$5,291
NZ$756 per night
includes taxes & fees
Image gallery for ★Pool Home★ 3King Beds★ Close to Pensacola Beach and Navarre Beach!

9.89.8 out of 10 rating
Exceptional
(16 reviews)
★Pool Home★ 3King Beds★ Close to Pensacola Beach and Navarre Beach!
Gulf Breeze, FL
7% off
Price is NZ$5,105
NZ$5,105
NZ$729 per night
includes taxes & fees
Image gallery for Charming Pensacola Florida Beach House With Pool ⭐️

9.89.8 out of 10 rating
Exceptional
(30 reviews)
Charming Pensacola Florida Beach House With Pool ⭐️
Gulf Breeze, FL
8% off
Price is NZ$5,365
NZ$5,365
NZ$766 per night
includes taxes & fees
Image gallery for Fully Furnished Executive Rental w/Florida Room

1010 out of 10 rating
Exceptional
(12 reviews)
Fully Furnished Executive Rental w/Florida Room
Milton, FL
8% off
Price is NZ$4,699
NZ$4,699
NZ$671 per night
includes taxes & fees
Image gallery for Beachy Bungalow for Family Fun! Walk to local Beach!

1010 out of 10 rating
Exceptional
(32 reviews)
Beachy Bungalow for Family Fun! Walk to local Beach!
Pensacola, FL
7% off
Price is NZ$2,626
NZ$2,626
NZ$375 per night
includes taxes & fees
Image gallery for Life's a Breeze! 🏖 Updated 3BR 5min to Pcola Beach

9.89.8 out of 10 rating
Exceptional
(32 reviews)
Life's a Breeze! 🏖 Updated 3BR 5min to Pcola Beach
Gulf Breeze, FL
8% off
Price is NZ$3,064
NZ$3,064
NZ$438 per night
includes taxes & fees
Image gallery for 4 Bed 2 Bath home w/Private Pool, Hot Tub & Sauna. Close to Beaches!

1010 out of 10 rating
Exceptional
(8 reviews)
4 Bed 2 Bath home w/Private Pool, Hot Tub & Sauna. Close to Beaches!
Gulf Breeze, FL
7% off
Price is NZ$4,205
NZ$4,205
NZ$601 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
(24 reviews)
A Whimsical Tiny House near our sugar sand beaches and bay!
Gulf Breeze, FL
8% off
Price is NZ$1,380
NZ$1,380
NZ$197 per night
includes taxes & fees
Image gallery for Beautiful Renovated Townhouse with Sound Views

1010 out of 10 rating
Exceptional
(7 reviews)
Beautiful Renovated Townhouse with Sound Views
Gulf Breeze, FL
7% off
Price is NZ$1,863
NZ$1,863
NZ$266 per night
includes taxes & fees
Image gallery for Peaceful Family Getaway Pool/Hot Tub Near Downtown

9.89.8 out of 10 rating
Exceptional
(13 reviews)
Peaceful Family Getaway Pool/Hot Tub Near Downtown
Pensacola, FL
7% off
Price is NZ$4,861
NZ$4,861
NZ$694 per night
includes taxes & fees
Image gallery for Comfy home in safe neighborhood, close to the airport shopping dinning and more!

1010 out of 10 rating
Exceptional
(5 reviews)
Comfy home in safe neighborhood, close to the airport shopping dinning and more!
Pensacola, FL
7% off
Price is NZ$2,459
NZ$2,459
NZ$351 per night
includes taxes & fees
Image gallery for Pensacola getaway for the WHOLE family no locals

1010 out of 10 rating
Exceptional
(9 reviews)
Pensacola getaway for the WHOLE family no locals
Pensacola, FL
11% off
Price is NZ$2,382
NZ$2,382
NZ$340 per night
includes taxes & fees
Image gallery for Spacious & Modern Home w/ 4BD & 2BA

9.49.4 out of 10 rating
Exceptional
(10 reviews)
Spacious & Modern Home w/ 4BD & 2BA
Pensacola, FL
7% off
Price is NZ$3,050
NZ$3,050
NZ$436 per night
includes taxes & fees
Image gallery for Steps to the beach!! Blue Angels!

1010 out of 10 rating
Exceptional
(5 reviews)
Steps to the beach!! Blue Angels!
Pensacola Beach, FL
8% off
Price is NZ$12,407
NZ$12,407
NZ$1,772 per night
includes taxes & fees
Image gallery for Fins to the Right on Blackwater River - 35 mins to the Beach

9.89.8 out of 10 rating
Exceptional
(20 reviews)
Fins to the Right on Blackwater River - 35 mins to the Beach
Milton, FL
8% off
Price is NZ$1,935
NZ$1,935
NZ$276 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
11% off
Price is NZ$3,964
NZ$3,964
NZ$566 per night
includes taxes & fees
Image gallery for Beach and Bay Views All Around! 2/2.5 Townhouse, Pool, Tennis, and More!

9.69.6 out of 10 rating
Exceptional
(27 reviews)
Beach and Bay Views All Around! 2/2.5 Townhouse, Pool, Tennis, and More!
Pensacola Beach, FL
7% off
Price is NZ$3,178
NZ$3,178
NZ$454 per night
includes taxes & fees
Image gallery for Discounted Rates ~ Palm Beach Club ~ Edge of Paradise ~ Steps to Gulf & Sound

1010 out of 10 rating
Exceptional
(50 reviews)
Discounted Rates ~ Palm Beach Club ~ Edge of Paradise ~ Steps to Gulf & Sound
Pensacola Beach, FL
7% off
Price is NZ$5,126
NZ$5,126
NZ$732 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$4,436
NZ$4,436
NZ$634 per night
includes taxes & fees
Image gallery for Charming cottage in Pensacola

9.09.0 out of 10 rating
Wonderful
(7 reviews)
Charming cottage in Pensacola
Pensacola, FL
8% off
Price is NZ$1,281
NZ$1,281
NZ$183 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$2,307
NZ$2,307
NZ$330 per night
includes taxes & fees
Image gallery for Beautiful Waterfront Townhome San Deluna #3

9.89.8 out of 10 rating
Exceptional
(81 reviews)
Beautiful Waterfront Townhome San Deluna #3
Pensacola Beach, FL
6% off
Price is NZ$3,874
NZ$3,874
NZ$553 per night
includes taxes & fees
Image gallery for Updated waterfront condo. Short walk to the Beach! Family friendly

1010 out of 10 rating
Exceptional
(13 reviews)
Updated waterfront condo. Short walk to the Beach! Family friendly
Pensacola Beach, FL
11% off
Price is NZ$4,024
NZ$4,024
NZ$575 per night
includes taxes & fees
Find spaces that suit your style
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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)
Endless Summer by the Sea - Brand New Build - Brand New Pool! - 20 Mins to Beach
Sleeps 14 · 5 bedrooms · 3 bathrooms
1010 out of 10
Exceptionalexceptional
6 reviews(6 reviews)
Close to Beach & Downtown ~ Fenced Yard
Sleeps 8 · 3 bedrooms · 2+ bathrooms
9.49.4 out of 10
Exceptionalexceptional
11 reviews(11 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