Pensacola Beach Vacation Rentals
235 properties available
Top Reasons to Book Aqua Skye: * Only 650ft to the Gulf of Mexico* Private Heated and Cooled Pool (Add'l Fees Apply)Heating will only get to up to 20 degrees warmer than outside temperature.* Putting Green, Outdoor Dining + Gas Grill * Dog Friendly (Add'l $100 non-refundable pet fee per dog) 50lbs max 2 dogs max* Plenty of Parking; Great for Large
Aqua Skye
House
5
bedrooms
3
Full
14
guests
5
(9 Reviews)
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 Santa Rosa Dunes 722: * Across the Street from the Gulf of Mexico * Modern and Comfortable * Beautiful Sound View from the Balcony* Two King Suites * Communal Pool, Tennis, Pickleball and Fishing Pier * Walk to Peg Leg Pete’s * Just 2 miles to the Pensacola Beach Boardwalk * Professionally Managed; 24/7 Service*This property is
Santa Rosa Dunes 722
Condo
2
bedrooms
2
Full, 1 Half
6
guests
5
(12 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
(11 Reviews)
Top Reasons to Book Para-Dise Upper: * Right across the street from the Gulf* Dog Friendly (add'l $150 per dog fee applies)* Newly Built 2020* Close to the Navarre Beach Fishing Pier* Second Level Unit* Professionally Managed Welcome to Para-Dise Upper! This home is perfect for families and friends traveling together. Para-Dise Upper is a beautiful
Para-Dise Upper
House
4
bedrooms
3
Full
12
guests
4.9
(22 Reviews)
Top Reasons to Book Portofino 3-1206: * Steps Away from White Sandy Beaches * Sound Views From Every Room* Spa Portofino, Tennis, and Fitness Center Onsite * Beautiful Vessel Tub* Modern Interior* Luxury High Rise * Gulf Front Pool and an Indoor (seasonally heated) Pool * Professionally Managed; 24/7*PORTOFINO ISLAND MANAGEMENT NOW REQUIRES A $75 C
Portofino Island Resort 3-1206
Condo
2
bedrooms
2
Full, 1 Half
6
guests
5
(14 Reviews)
Top Reasons to Book Tequila Sunrise: * Luxury Gulf and Sound Front Views* Enjoy your Beautiful Views from Multiple Balconies * Private backyard w/ Stunning Patio * Private Pool (Heating Optional, $50/night)Heating will only get to up to 20 degrees warmer than outside temperature.* Residential Elevator* Boat Lift Available For Guests* Large Kitchen
Tequila Sunrise
House
4
bedrooms
3
Full, 1 Half
14
guests
5
(25 Reviews)
Top Reasons to Book Sans Souci 705:*Gulf Front on Pensacola Beach *Breathtaking Gulf Views from Balcony*Access to Beach from Complex Boardwalk*Community Pool and Hot Tub*Walk across the Street to Peg Leg Pete’s*Just 1.7 miles to the Pensacola Beach Boardwalk *Professionally Managed*Building Construction October 2025 - May 2026Choose Sans Souci 705
Sans Souci unit 705
Condo
2
bedrooms
2
Full
6
guests
4.9
(52 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
(18 Reviews)
Top Reasons to Book Serendipity Cottage: * Complimentary 6-Seater Golf Cart with 4+ Night Stays (additional fee applies to stays of 3 nights or less)* Short Walk To The Gulf of Mexico (About 1000ft)* Large Private Pool + Traeger Pellet Grill* Complimentary Elevator * Plenty of Parking; 2 Garage Spots, 4 Driveway Spots* Beach Essentials Provided* P
Serendipity Cottage
House
5
bedrooms
5
Full, 1 Half
16
guests
4.9
(11 Reviews)
Top Reasons to Book Emerald Isle 1206: * Direct Beachfront with Floor-to-Ceiling Gulf Views* Two Beachfront Pools (One Seasonally Heated)* Hot Tub, Sauna & Gulf-View Fitness Center* Walkable to Red Fish Blue Fish & Casino Beach Pier* Under a Mile from the Pensacola Beach Boardwalk* Professionally Managed for a Seamless Stay*** Starting Augu
Emerald Isle unit 1206
Condo
2
bedrooms
2
Full
6
guests
5
(38 Reviews)
Top Reasons to Book Portofino 5-1003: * Floor to Ceiling Beach Views * Exclusive P5 Tower Outdoor Pool and Spa * Indoor Heated Pool * Access to the Lifestyle Center Pool Deck * Spa Portofino, Tennis and Fitness Center Onsite * Two Electric Car Charging Stations* Onsite Dining and Shopping at the Portofino Boardwalk * Award Winning Golf Courses Ne
Portofino Island Resort 5-1003
Condo
2
bedrooms
2
Full, 1 Half
6
guests
5
(41 Reviews)
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