Pensacola Beach Vacation Rentals
242 properties available
Top Reasons to Book Gulf Winds 101: * BeachFront Condo* Huge Gulf Front Wraparound Balcony* Master Suite has Gulf Front Balcony* Plantation Blinds, Granite Counter tops, Tile Flooring* Walk to Peg Leg Pete’s* Just 2 miles to the Pensacola Beach Boardwalk* Professionally Managed* Balconies will be repaired offseason 2025/2026 Gulf Winds 101 is a two
Gulf Winds 101
Condo
2
bedrooms
2
Full
4
guests
4.9
(55 Reviews)
Top Reasons to Book San De Luna #2: * Stunning Sound Front Views* Unobstructed view of the Gulf of Mexico is just across the street* Large Community Pool * Just 3 miles to the Pensacola Beach Boardwalk * Professionally Managed; 24/7 service.Relax with stunning bay views at San De Luna #2, a first-floor walk-up condo just steps from the water. This
San De Luna #2
Condo
2
bedrooms
2
Full, 1 Half
6
guests
5
(8 Reviews)
Top Reasons to Book Regency Cabanas E1:* Peek-a-Boo Gulf Views* Beautiful Updates* The Beach is Steps Away * Two Community Swimming Pools * Short Distance to Pensacola Beach Boardwalk* Professionally Managed; 24/7Your vacation begins when you step into the beautifully updated Regency Cabanas E1! This 3 bed, 3 and a half bath townhome, features a ki
Regency Cabanas E1
Condo
3
bedrooms
3
Full, 1 Half
8
guests
5
(19 Reviews)
Top Reasons to Book Santa Rosa Dunes 425: * Newly updated * Sweeping Views of the Sound * Communal Pool, Tennis, Pickleball and Fishing Pier * Steps to the Gulf of Mexico- it's just across the street * Walk to Peg Leg Pete’s * Just 2 miles to the Pensacola Beach Boardwalk * Professionally ManagedStep into this stunning, newly updated Condo that is
Santa Rosa Dunes 425
Condo
2
bedrooms
2
Full, 1 Half
6
guests
4.9
(29 Reviews)
Top Reasons to Book Portofino 3-1903: * Steps Away from White Sandy Beaches * Sound Views From Every Room* Spa Portofino, Tennis, and Fitness Center Onsite * Complimentary Garage Covered Parking Spot * Luxury High Rise * Gulf Front Pool and an Indoor (seasonally heated) Pool * Professionally Managed; 24/7*PORTOFINO ISLAND MANAGEMENT NOW REQUIRES A
Portofino Island Resort 3-1903
Condo
2
bedrooms
2
Full, 1 Half
6
guests
5
(35 Reviews)
Top Reasons to Book Tristan Towers 1B:* Gulf and Santa Rosa Sound Views* Corner Wraparound Balcony* Every Bedroom has Balcony Access* The Gulf of Mexico is just across the street* Lighted Tennis and Pickleball Courts* Olympic-sized Pool* Pier on Sound-Side* Grills and Picnic Tables* Just 2 miles to the Pensacola Beach Boardwalk*New Living Room Furn
Tristan Towers unit 1B
Condo
2
bedrooms
2
Full
6
guests
4.9
(23 Reviews)
Top Reasons to Book Portofino 4-704: * Steps Away from White Sandy Beaches * Gulf Views From Every Room* Luxury High Rise with Upscale Decor * Functional Remote Workspace * Complimentary Garage Covered Parking Spot * Gulf Front Pool and an Indoor (seasonally heated) Pool *Portofino/Premier Island Management requires a $75 check in fee and a daily a
Portofino Island Resort 4-704
Condo
3
bedrooms
3
Full, 1 Half
10
guests
5
(10 Reviews)
Top Reasons to Book Sugar Dunes 124:* Beautiful Sound Views from Spacious Private Balcony* Just Steps from Sugar-White Sand Beach Access* Bright, Beachy Interior with Relaxing Vibes* Walkable to Local Restaurants, Shops & Nightlife* Professionally Managed Welcome to Sugar Dunes 124, your serene coastal escape on the beautiful Gulf Coast! This b
Sugar Dunes 124
Condo
2
bedrooms
2
Full
8
guests
4.9
(15 Reviews)
Top Reasons to Book Tristan Towers 14D: *Santa Rosa Soundfront*King Suite has Balcony Access*The Gulf of Mexico is just across the street*Lighted Tennis Courts-Olympic size Pool*Pier on Sound-Grills and Picnic Tables*Walk to Peg Leg Pete’s*Just 2 miles to the Pensacola Beach Boardwalk*Professionally ManagedTristan Towers 14D is a two bedroom, two b
Tristan Towers unit 14D
Condo
2
bedrooms
2
Full
4
guests
5
(81 Reviews)
Top Reasons to Book Sand Dollar W-103: * The Gulf of Mexico is Steps Away* Outdoor Grill * Vestibule Unit Access * Just .9 miles to the Pensacola Beach Boardwalk * Professionally Managed; 24/7 Sand Dollar W-103 is a lovely one-bedroom, one-bath condo that sits across the street from Pensacola Beach. When you enter this beautiful condo, you’ll notic
Sand Dollar W-103
Condo
1
bedrooms
1
Full
4
guests
5
(21 Reviews)
Top Reasons for Booking Seaside Serenity: * Private Pool – Perfect for Relaxing After a Day at the Beach*Hot tub is not for guest use and is inoperable*New Mattresses* Just a Short Walk to Public Gulf Beach Access* Pet Friendly – Bring Your Furry Friend Along for the Fun (Fees will be applied once you booked by the host) Additional $100.00 non-refu
Seaside Serenity
House
3
bedrooms
2
Full
10
guests
5
(12 Reviews)
Top Reasons to Book Villas on the Gulf A1: * Just steps to the beach! * Complex Pool and Clubhouse * Just 3 miles to the Pensacola Beach Boardwalk * Only 2.7 miles to the Pensacola Beach Park East Snorkeling Reefs * Professionally Managed Escape to paradise at Villas on the Gulf A1! This coastal themed two-bedroom, one and a half bath unit is just
Villas on the Gulf unit A1
Condo
2
bedrooms
1
Full, 1 Half
6
guests
5
(5 Reviews)
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