Holiday rentals near Wayside Park
We found 2,550 holiday rentals — enter your dates for availability
Find the perfect private holiday rental that's near Wayside Park. Holiday rentals provide the best amenities for your family, friends or furry companion, such as air conditioning and a pool. What you'll find is a property to rent to meet everyone's needs, including places that are non-smoking or accessible.
Holiday rentals with weekly discounts - Wayside Park
Showing deals for:26 Sept - 3 Oct
Image gallery for Family Gathering Place with 2 Houses under 1 Roof! Close to Downtown & Beaches!
1010 out of 10 rating
Exceptional
(12 reviews)
Family Gathering Place with 2 Houses under 1 Roof! Close to Downtown & Beaches!
Pensacola, FL
9% off
Price is NZ$5,024
NZ$5,024
NZ$718 per night
includes taxes & fees
Image gallery for 4-bedroom vacation home steps to Pensacola Beach. 2 minute walk to Trolley Stop
1010 out of 10 rating
Exceptional
(5 reviews)
4-bedroom vacation home steps to Pensacola Beach. 2 minute walk to Trolley Stop
Pensacola Beach, FL
8% off
Price is NZ$8,690
NZ$8,690
NZ$1,241 per night
includes taxes & fees
Image gallery for Java the Hut: Cozy Retreat in Downtown Pensacola
9.69.6 out of 10 rating
Exceptional
(15 reviews)
Java the Hut: Cozy Retreat in Downtown Pensacola
Pensacola, FL
7% off
Price is NZ$1,899
NZ$1,899
NZ$271 per night
includes taxes & fees
Image gallery for Fishing Retreat Unit C
8.48.4 out of 10 rating
Very good
(5 reviews)
Fishing Retreat Unit C
Pensacola, FL
7% off
Price is NZ$993
NZ$993
NZ$142 per night
includes taxes & fees
Image gallery for Walk to Blue Wahoos, Bruce Beach, Festivals, Palafox Market and Restaurants!
9.29.2 out of 10 rating
Wonderful
(5 reviews)
Walk to Blue Wahoos, Bruce Beach, Festivals, Palafox Market and Restaurants!
Pensacola, FL
7% off
Price is NZ$1,298
NZ$1,298
NZ$185 per night
includes taxes & fees
Image gallery for NEW-The Bayou Bungalow in Downtown Pensacola. Come join us on the Bayou!
9.89.8 out of 10 rating
Exceptional
(9 reviews)
NEW-The Bayou Bungalow in Downtown Pensacola. Come join us on the Bayou!
Pensacola, FL
7% off
Price is NZ$1,313
NZ$1,313
NZ$188 per night
includes taxes & fees
Image gallery for Centrally located in Pensacola
9.29.2 out of 10 rating
Wonderful
(42 reviews)
Centrally located in Pensacola
Pensacola, FL
7% off
Price is NZ$1,362
NZ$1,362
NZ$195 per night
includes taxes & fees
Image gallery for Orange Tree Cottage- Entire Cottage, Cute and Charming!
1010 out of 10 rating
Exceptional
(11 reviews)
Orange Tree Cottage- Entire Cottage, Cute and Charming!
Pensacola, FL
7% off
Price is NZ$1,390
NZ$1,390
NZ$199 per night
includes taxes & fees
Image gallery for Bright & Cozy Historic Getaway | Suite 2 - 1st floor
1010 out of 10 rating
Exceptional
(15 reviews)
Bright & Cozy Historic Getaway | Suite 2 - 1st floor
Pensacola, Florida
7% off
Price is NZ$1,400
NZ$1,400
NZ$200 per night
includes taxes & fees
Image gallery for Charming 1 bedroom cottage with free parking
8.88.8 out of 10 rating
Excellent
(10 reviews)
Charming 1 bedroom cottage with free parking
Pensacola, FL
7% off
Price is NZ$1,421
NZ$1,421
NZ$203 per night
includes taxes & fees
Image gallery for Cozy modern house near interstate, close to mall, amusement parks, and hospitals
1010 out of 10 rating
Exceptional
(5 reviews)
Cozy modern house near interstate, close to mall, amusement parks, and hospitals
Pensacola, FL
7% off
Price is NZ$1,450
NZ$1,450
NZ$207 per night
includes taxes & fees
Image gallery for Cozy Yellow Cottage with Garage
9.89.8 out of 10 rating
Exceptional
(28 reviews)
Cozy Yellow Cottage with Garage
Pensacola, FL
8% off
Price is NZ$1,672
NZ$1,672
NZ$239 per night
includes taxes & fees
Image gallery for Adorable 2 BR Bungalow Near DT, NAS, Beaches
9.89.8 out of 10 rating
Exceptional
(17 reviews)
Adorable 2 BR Bungalow Near DT, NAS, Beaches
Pensacola, FL
7% off
Price is NZ$1,736
NZ$1,736
NZ$248 per night
includes taxes & fees
Image gallery for Luxury East Hill Apt. Near Downtown Pensacola
1010 out of 10 rating
Exceptional
(29 reviews)
Luxury East Hill Apt. Near Downtown Pensacola
Pensacola, FL
7% off
Price is NZ$1,742
NZ$1,742
NZ$249 per night
includes taxes & fees
Image gallery for Cute cottage near the Navy base
9.49.4 out of 10 rating
Exceptional
(20 reviews)
Cute cottage near the Navy base
Pensacola, FL
8% off
Price is NZ$1,768
NZ$1,768
NZ$253 per night
includes taxes & fees
Image gallery for Awesome Tiny Home with Stock Tank Pool Near Downtown Pensacola
9.49.4 out of 10 rating
Exceptional
(33 reviews)
Awesome Tiny Home with Stock Tank Pool Near Downtown Pensacola
Pensacola, FL
8% off
Price is NZ$1,773
NZ$1,773
NZ$253 per night
includes taxes & fees
Image gallery for Cozy Comfy Home and game room, near NAS & downtown
9.89.8 out of 10 rating
Exceptional
(29 reviews)
Cozy Comfy Home and game room, near NAS & downtown
Pensacola, FL
8% off
Price is NZ$1,784
NZ$1,784
NZ$255 per night
includes taxes & fees
Image gallery for Bungalow at Bobe Street
1010 out of 10 rating
Exceptional
(11 reviews)
Bungalow at Bobe Street
Pensacola, FL
7% off
Price is NZ$1,835
NZ$1,835
NZ$262 per night
includes taxes & fees
Image gallery for Palm House in Pensacola
1010 out of 10 rating
Exceptional
(8 reviews)
Palm House in Pensacola
Pensacola, FL
7% off
Price is NZ$1,925
NZ$1,925
NZ$275 per night
includes taxes & fees
Image gallery for Lil' Piece of Pensacola I 3BR/2BA I Near NAS I 6 min to Beach
9.89.8 out of 10 rating
Exceptional
(6 reviews)
Lil' Piece of Pensacola I 3BR/2BA I Near NAS I 6 min to Beach
Pensacola, Florida
6% off
Price is NZ$1,950
NZ$1,950
NZ$279 per night
includes taxes & fees
Image gallery for Beach Barn 🏖🏡 5min to Pcola Beach
8.88.8 out of 10 rating
Excellent
(8 reviews)
Beach Barn 🏖🏡 5min to Pcola Beach
Gulf Breeze, FL
7% off
Price is NZ$1,964
NZ$1,964
NZ$281 per night
includes taxes & fees
Image gallery for Welcome to Pineapple House! No Cleaning Fee!...
9.49.4 out of 10 rating
Exceptional
(16 reviews)
Welcome to Pineapple House! No Cleaning Fee!...
Pensacola, FL
11% off
Price is NZ$1,968
NZ$1,968
NZ$281 per night
includes taxes & fees
Image gallery for Cozy Corner house with garden located 15 to 20 mins from beach
9.09.0 out of 10 rating
Wonderful
(16 reviews)
Cozy Corner house with garden located 15 to 20 mins from beach
Pensacola, FL
16% off
Price is NZ$1,981
NZ$1,981
NZ$283 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$2,006
NZ$2,006
NZ$287 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Wayside Park
Zen! Refreshing! Spotless! Relaxing! Welcoming! Well-appointed! Dock your boat!
Sleeps 4 · 2 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
104 reviews(104 reviews)
Tommy's Zen Garden and Cottage, a wonderful peaceful retreat!
Sleeps 2 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
52 reviews(52 reviews)
Extended Stay
Sleeps 2
4.44.4 out of 10
279 reviews(279 reviews)
Peaceful! Inviting! Clean! Perfect! Heavenly floating getaway! Dock your boat!!
Sleeps 6 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
133 reviews(133 reviews)
Charming Guest House at Live Oaks on the Bayou
Sleeps 2 · 1 bedroom · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
25 reviews(25 reviews)
NEW-The Bayou Bungalow in Downtown Pensacola. Come join us on the Bayou!
Sleeps 4 · 1 bedroom · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
9 reviews(9 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