We noticed that you're using an unsupported browser. The Tripadvisor website may not display properly.We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Holiday Rentals in Pensacola

List your property
Owner log in
Check-in
— / — / —
Check-out
— / — / —
Guests
0 rooms, 2+ guests
Bedrooms
Any
Bathrooms
Any
Amenities
Show more
Suitability
Show more
Property type
Show more
Distinctive Features
Show more
Distance from
1 km
323 rentals in Pensacola.
Sort by:
Tripadvisor Sort

East Hill Bungalow #2 (4 bungalows on site, all with private entrances)

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check-in
Check-out
Payment Protection

The Blue Pearl★6min to Downtown★ Short Beach Drive

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
Payment Protection

East Hill Bungalow #1 (4 bungalows on site, all with private entrances)

Private Room
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
More info
Check-in
Check-out
Payment Protection

Waterfront Condo 415

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
Payment Protection

Modern Cottage in Historic East Hill

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check-in
Check-out

Gorgeous carriage house close to everything!

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check-in
Check-out

HangLoose14ad Purple Parrot Resort Perdido Key FL

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out

Amazing views - 18th Floor Penthouse - 2 BR / 2 BA - Beautiful decor

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out

Updated Condo * Family Friendly Purple Parrot Island Resort in Perdido Key, FL

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out

Enjoy spectacular views of sugar sand beach front from huge balcony

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
Save time - get the best Pensacola rentals sent straight to your email!

The 'Jesse', a 1903 cottage in Historic District of downtown Pensacola.

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check-in
Check-out

Rated #1(VRBO) Includes ground floor storage stocked with chairs and umbrellas.

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out

Beach Colony Resort Gulf Paradise 10th Floor

Condo/Apartment
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out

You Can Be One of Our 1st Guests to Experience Our Renovations & Updates!

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out

Beautiful Pool Home w 4 Bdrms & 2 Ba So Much More & 5 Star Reviews ⭐️

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
More info
Check-in
Check-out

STUNNING BEACH FRONT! 4 Bedrm, 4 Bath Banana Bay Home on Private Beach!

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
More info
Check-in
Check-out

East Hill cottage retreat, perfect for couples, newly renovated

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out

Palafox Perfection Sparkling Clean in Historic Downtown

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out

Vacation Paradise at Purple Parrot Resort Relax at the Tiki Bar New on

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out

Family friendly one bedroom/one bath In Grand Caribbean East

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out

Newly Built Modern Downtown Pensacola Cottage

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out

The RED DOOR circa 1880 - Downtown Pensacola

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out

Fabulous East End Unit at Beach Colony Resort

Condo/Apartment
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out

BEACH FRONT PARADISE - 4 bedroom - Gated Community - witih Opt. 30 ft Boat Slip

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
More info
Check-in
Check-out

Historic Downtown Bayfront New Home - Mins to Beach, Walk Downtown, Pool, Bikes

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out

Beachfront Condo - Rental includes Ground Floor Storage for Beach Gear

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out

1928 Tudor in Historic East Hill - Across from Park, 8 Miles to Pensacola Beach!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out

Beachfront, Sandy Key, Relax and Enjoy, This Unit Has it All.

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out

Cute, Peaceful Home Centrally Located in Pensacola

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out

�Beachfront Retreat on Perdido Key. Two Pools, Hot Tub, & Gym�

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out

Bright & Sunny Beach Colony Condo, Directly Beachfront Amazing Views!

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out

Luxury Downtown Townhome on the coast

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out

Sparkling Clean Exquisite Find on Palafox in the Heart of Historic Downtown

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out

Saufley House - Intracoastal Beach Cottage, Perdido Key, FL

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out

New Retreat , FREE Bikes, Walk to everything ! Enhanced Cleaning

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out

Boat ramp and walking/biking trail across the street

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out

Slow Mo 17AD-Beautiful Beach Cottage * the Purple Parrot Resort/Perdido Key FL

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out

Harbour Pointe Luxury Condo-4 Bedrooms, 3 Baths..Incredible Views!

Condo/Apartment
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out

Beautiful Cozy Beach Cottage, 1 block to beach, tropical landscaping

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out

Halloween at the beach. Book now....Private dock ! Only steps to the WATER.

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
More info
Check-in
Check-out

Downtown Getaway For Two!

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check-in
Check-out

Beautiful... Peaceful.. Perfectly Located

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out

Private Waterfront--Scenic Serenity

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
More info
Check-in
Check-out

Floating on the Pensacola Bay

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out

Home near Perdido keys with pool in Pensacola 1.7m from beach. Near NAS

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 11
Match: Sleeps
More info
Check-in
Check-out

Loft Townhouse in East Hill - Across from Park, 8 Miles to Pensacola Beach!

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out

Family home , Large salt water pool (not heated) and tropical courtyard

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out

Waterfront view- 2 bedroom 2 bath

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out

ROMANTIC Beach Getaway for Couple!

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check-in
Check-out
Payment Protection

Cozy coastal condo with shared pool and easy beach access

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
PreviousNext
1234567
Frequently Asked Questions about Pensacola