Pensacola Beach Vacation Rentals
243 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 Portofino 1-1003: * Steps Away from White Sandy Beaches * Gulf Views* 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/Premier Island Management requires a $75 check in
Portofino Island Resort 1-1003
Condo
2
bedrooms
2
Full, 1 Half
6
guests
5
(21 Reviews)
Top Reasons to Book The Salty Pelican:* Community Pool* Boardwalk Beach Access to Sound, Steps Away* Pet Friendly up to Two Pets (addtl. fees apply)* Professionally Managed, 24/7* This property is NOT AVAILABLE for rent to those under the age of 25. No Exceptions.Welcome to The Salty Pelican, a bright and beachy 3-level cottage in the Village at Na
The Salty Pelican
House
4
bedrooms
2
Full, 1 Half
10
guests
5
(4 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 Portofino 3-1705: * Steps Away from White Sandy Beaches * Water 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 3-1705
Condo
2
bedrooms
2
Full, 1 Half
6
guests
5
(5 Reviews)
Top Reasons To Book The Pearl 1201:* Gulf Front Views * 2 Master Suites* Beachfront Communal Pool and Hot Tub * Private Beach Access* Luxury, Gated Resort* Beautiful Updates* Complementary Beach Service - 2 chairs 1 umbrella March 1st to October 1st* Professionally Managed; 24/7Escape to The Pearl of Navarre 1201! This beautifully updated 3 bed, 3
The Pearl 1201
Condo
3
bedrooms
3
Full
6
guests
4.9
(39 Reviews)
Top Reasons to Book Sundunes 111:* STEPS to the Beach – walk straight from the complex to the sand in minutes* Stunning Gulf Views from the living area and balcony* Private Gulf-Front Balcony perfect for sunrise coffee or sunset cocktails* Beachfront Complex with pool and grilling area* Professionally Managed with 24/7 Guest SupportSundunes 111 is
Sundunes 111
Condo
2
bedrooms
2
Full
6
guests
5
(48 Reviews)
Top Reasons to Book Sans Souci 706:*Gulf Front on Pensacola Beach*Breathtaking Gulf Views from Balcony*Access to Beach from Complex Boardwalk*Community Pool and Hot Tub pool not heated starting JUne*Walk across the Street to Peg Leg Pete’s*Just 1.7 miles to the Pensacola Beach Boardwalk *Professionally Managed*Building Construction October 2025 - M
Sans Souci unit 706
Condo
3
bedrooms
2
Full
10
guests
4.9
(27 Reviews)
Top Reasons to Book This Condo: * 12th-floor penthouse with panoramic beach views* Direct beachfront—walk straight to the sand* Private balcony with stunning Gulf-front views* Zero gravity beds for unmatched comfort* Jacuzzi Tub for day-end relaxation* Seasonally Heated Complex Pool (November 1st - April 1st)* Family-friendly layout with spacious l
Navarre Towers 1202 - The Penthouse Pearl
Condo
2
bedrooms
2
Full
8
guests
5
(2 Reviews)
Top Reasons to Book Santa Rosa Towers 1202: *Huge Balcony with Gulf Views*Spacious Interior is 1600 s.f. -Balcony is 252 s.f.*Steps to the Gulf of Mexico- just across the street*Gated with Huge Pool *Tennis Courts *Walk to Peg Leg Pete’s*Just 2 miles to the Pensacola Beach Boardwalk*Professionally Managed *The association is taking this offseason
Santa Rosa Towers unit 1202
Condo
3
bedrooms
2
Full
8
guests
4.9
(39 Reviews)
Top Reasons to Book Emerald Surf 106: * Spacious Beachfront 2 Bedroom* Balcony Overlooking The Gulf * Nice Seasonally Heated Complex Swimming Pool* Great Area Attractions* Professionally Managed; 24/7Relax in style with endless emerald waters as the backdrop for your next vacation at Emerald Surf 106! This beachfront condo will be the perfect place
Emerald Surf 106
Condo
2
bedrooms
2
Full
6
guests
4.9
(33 Reviews)
Top Reasons to Stay at Sugar Beach D-13:* Gulf Front Complex* Steps to the White Sugar Sand Beach* Close to the Navarre Beach Fishing Pier* Community Pool* Spacious and Beautifully Maintained Complex* Professionally Managed 24/7Welcome to Sugar Beach D-13! This townhome is perfect for families and friends traveling together. The wonderful townhome
Sugar Beach D-13
Townhome
2
bedrooms
2
Full, 1 Half
6
guests
4.9
(12 Reviews)
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