
Holiday rentals near Wayside Park
We found 2,557 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:14 Nov - 21 Nov
Image gallery for Java the Hut: Cozy Retreat in Downtown Pensacola

9.29.2 out of 10 rating
Wonderful
(21 reviews)
Java the Hut: Cozy Retreat in Downtown Pensacola
Pensacola, FL
5% off
Price is S$1,318
S$1,318
S$188 per night
includes taxes & fees
Image gallery for Charming Pensacola Florida Beach House With Pool ⭐️

9.89.8 out of 10 rating
Exceptional
(35 reviews)
Charming Pensacola Florida Beach House With Pool ⭐️
Gulf Breeze, FL
8% off
Price is S$3,707
S$3,707
S$530 per night
includes taxes & fees
Image gallery for Beautiful Home with a Pool!

8.48.4 out of 10 rating
Very good
(7 reviews)
Beautiful Home with a Pool!
Pensacola, FL
14% off
Price is S$2,531
S$2,531
S$362 per night
includes taxes & fees
Image gallery for Spacious, cozy downtown cottage designed just for you, your peeps and your pup!

1010 out of 10 rating
Exceptional
(62 reviews)
Spacious, cozy downtown cottage designed just for you, your peeps and your pup!
Pensacola, FL
14% off
Price is S$1,777
S$1,777
S$254 per night
includes taxes & fees
Image gallery for Cute cottage near the Navy base

9.49.4 out of 10 rating
Exceptional
(26 reviews)
Cute cottage near the Navy base
Pensacola, FL
8% off
Price is S$1,351
S$1,351
S$193 per night
includes taxes & fees
Image gallery for Waterfront, Dog Friendly, Bring your boat + Secluded Beach

8.48.4 out of 10 rating
Very good
(13 reviews)
Waterfront, Dog Friendly, Bring your boat + Secluded Beach
Pensacola Beach, FL
5% off
Price is S$4,943
S$4,943
S$706 per night
includes taxes & fees
Image gallery for Oceanfront Condo 2/2 with short walk to beach. Sleeps 6, fully stocked, pool

1010 out of 10 rating
Exceptional
(154 reviews)
Oceanfront Condo 2/2 with short walk to beach. Sleeps 6, fully stocked, pool
Pensacola Beach, FL
8% off
Price is S$3,098
S$3,098
S$443 per night
includes taxes & fees
Image gallery for Charming cottage in Pensacola

9.29.2 out of 10 rating
Wonderful
(11 reviews)
Charming cottage in Pensacola
Pensacola, FL
8% off
Price is S$1,008
S$1,008
S$144 per night
includes taxes & fees
Image gallery for Pensacola Beach - 4 Bedrooms w/ Beach and Pool Access!

9.89.8 out of 10 rating
Exceptional
(9 reviews)
Pensacola Beach - 4 Bedrooms w/ Beach and Pool Access!
Pensacola Beach, FL
8% off
Price is S$4,332
S$4,332
S$619 per night
includes taxes & fees
Image gallery for Gumbo Bungalow: Private Heated Pool w/ Swim-up Bar, Volleyball, Ping Pong

9.09.0 out of 10 rating
Wonderful
(90 reviews)
Gumbo Bungalow: Private Heated Pool w/ Swim-up Bar, Volleyball, Ping Pong
Pensacola Beach, FL
15% off
Price is S$4,926
S$4,926
S$704 per night
includes taxes & fees
Image gallery for Beautiful Waterfront Townhome San Deluna #3

9.89.8 out of 10 rating
Exceptional
(86 reviews)
Beautiful Waterfront Townhome San Deluna #3
Pensacola Beach, FL
6% off
Price is S$3,019
S$3,019
S$431 per night
includes taxes & fees
Image gallery for Family home , Large salt water pool, not heated, and tropical courtyard

9.69.6 out of 10 rating
Exceptional
(55 reviews)
Family home , Large salt water pool, not heated, and tropical courtyard
Pensacola, FL
11% off
Price is S$1,712
S$1,712
S$245 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
(52 reviews)
Discounted Rates ~ Palm Beach Club ~ Edge of Paradise ~ Steps to Gulf & Sound
Pensacola Beach, FL
7% off
Price is S$2,294
S$2,294
S$328 per night
includes taxes & fees
Image gallery for Beach Home - Game Room - Private Pool - 5 min walk to beaches - Pet friendly

1010 out of 10 rating
Exceptional
(100 reviews)
Beach Home - Game Room - Private Pool - 5 min walk to beaches - Pet friendly
Pensacola Beach, FL
8% off
Price is S$3,730
S$3,730
S$533 per night
includes taxes & fees
Image gallery for Beachside Retreat - 4BR, 3 King Beds, Bunks, Pool & More! Great fall rates!

9.69.6 out of 10 rating
Exceptional
(52 reviews)
Beachside Retreat - 4BR, 3 King Beds, Bunks, Pool & More! Great fall rates!
Pensacola Beach, FL
7% off
Price is S$3,002
S$3,002
S$429 per night
includes taxes & fees
Image gallery for Adorable North Pensacola Cottage - Private Back Yard - Fast WiFi - Free Parking - *Reduced Rates*

1010 out of 10 rating
Exceptional
(33 reviews)
Adorable North Pensacola Cottage - Private Back Yard - Fast WiFi - Free Parking - *Reduced Rates*
Pensacola, FL
16% off
Price is S$1,644
S$1,644
S$235 per night
includes taxes & fees
Image gallery for Sunshine Beach House - Private Pool - 5 minute walk to beaches - Pet friendly

1010 out of 10 rating
Exceptional
(134 reviews)
Sunshine Beach House - Private Pool - 5 minute walk to beaches - Pet friendly
Pensacola Beach, FL
8% off
Price is S$3,412
S$3,412
S$487 per night
includes taxes & fees
Image gallery for Pensacola Beach Condo, Sabine 6E- Beach View from every room!

1010 out of 10 rating
Exceptional
(90 reviews)
Pensacola Beach Condo, Sabine 6E- Beach View from every room!
Pensacola Beach, FL
7% off
Price is S$2,163
S$2,163
S$309 per night
includes taxes & fees
Image gallery for Amazing Views! Elegant Gulf Front Home:Elevator, Expansive Deck/Private Walkover

1010 out of 10 rating
Exceptional
(34 reviews)
Amazing Views! Elegant Gulf Front Home:Elevator, Expansive Deck/Private Walkover
Pensacola Beach, FL
8% off
Price is S$7,665
S$7,665
S$1,095 per night
includes taxes & fees
Image gallery for Exquisite.. Snow White Beaches ... ...the Perfect Luxury vacation Beach Townhome

1010 out of 10 rating
Exceptional
(107 reviews)
Exquisite.. Snow White Beaches ... ...the Perfect Luxury vacation Beach Townhome
Pensacola Beach, FL
7% off
Price is S$8,287
S$8,287
S$1,184 per night
includes taxes & fees
Image gallery for 🌟 New 🌟 Fun Mid-Century Modern Beachside Condo🏝🐠

9.49.4 out of 10 rating
Exceptional
(22 reviews)
🌟 New 🌟 Fun Mid-Century Modern Beachside Condo🏝🐠
Pensacola Beach, FL
7% off
Price is S$1,360
S$1,360
S$194 per night
includes taxes & fees
Image gallery for East Hill Coastal Cottage, prefect for couples and families, pet friendly.

1010 out of 10 rating
Exceptional
(67 reviews)
East Hill Coastal Cottage, prefect for couples and families, pet friendly.
Pensacola, FL
8% off
Price is S$1,939
S$1,939
S$277 per night
includes taxes & fees
Image gallery for 6 bedroom 5 bathroom Home with Private Pool

1010 out of 10 rating
Exceptional
(163 reviews)
6 bedroom 5 bathroom Home with Private Pool
Pensacola Beach, FL
20% off
Price is S$5,178
S$5,178
S$740 per night
includes taxes & fees
Image gallery for Seaside Serenity on beach. 5star clean. W&D coffee bar, new paint Free⛱️

9.89.8 out of 10 rating
Exceptional
(46 reviews)
Seaside Serenity on beach. 5star clean. W&D coffee bar, new paint Free⛱️
Pensacola Beach, FL
13% off
Price is S$2,016
S$2,016
S$288 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
110 reviews(110 reviews)
Tommy's Zen Garden and Cottage, a wonderful peaceful retreat!
Sleeps 2 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
54 reviews(54 reviews)
Extended Stay
Sleeps 2
4.44.4 out of 10
310 reviews(310 reviews)
Peaceful! Inviting! Clean! Perfect! Heavenly floating getaway! Dock your boat!!
Sleeps 6 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
141 reviews(141 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
61 reviews(61 reviews)
NEW-The Bayou Bungalow in Downtown Pensacola. Come join us on the Bayou!
Sleeps 4 · 1 bedroom · 1 bathroom
9.69.6 out of 10
Exceptionalexceptional
13 reviews(13 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