Snowbird Monthly Rentals

Our monthly rentals allow you to live like a local and experience the relaxed Emerald Coast lifestyle. Whether you're seeking a pet friendly snowbird rental or a cozy getaway, Pensacola Beach Properties is the place to go for your monthly rental. It's your opportunity to create lasting memories on the Emerald Coast!

*We LOVE Snowbirds! Low Monthly Winter Rates*
Snowbird Season runs from November through February. For a quote, select an arrival date (must be the 1st day of the month) and a departure date (must be the 1st day of a subsequent month). Contact us for alternative date requests and further assistance! All monthly rentals are subject to an additional $150 cleaning fee.



Properties Available 194 properties available
Top Reasons to Book Portofino 3-606: * 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 CH
Portofino Island Resort 3-606
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full, 1 Half
Guests 6 guests
Rating 5 (21 Reviews)
Top Reasons To Book The Pearl 404:* Gulf Front Condo with Breathtaking Views * Large Balcony Accessible from Living Room and Master Suite* Great Open Kitchen with Separate Wet Bar with Mini Fridge* Beachfront Communal Pool, Hot Tub, and Fitness Room* Luxury, Gated Resort with Private Beach Access* Professionally Managed; 24/7*This property is NOT A
The Pearl 404
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 6 guests
Rating 4.9 (25 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
Bedrooms 3 bedrooms
Bathrooms 3 Full, 1 Half
Guests 10 guests
 New Property!
Top Reasons to Book Portofino 4-1305: * Steps Away from White Sandy Beaches * Gulf Views From Every Room* Luxury High Rise with Upscale Decor * Extra hidden refrigerated cooling drawers* Functional Remote Workspace * Complimentary Garage Covered Parking Spot * Gulf Front Pool and an Indoor (seasonally heated) Pool *PORTOFINO ISLAND MANAGEMENT NOW R
Portofino Island Resort 4-1305
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full, 1 Half
Guests 6 guests
Rating 5 (47 Reviews)
Top Reasons to Book Portofino 2-1602: * Beautiful Intracoastal Views of the Sound* Steps Away from White Sandy Beaches * Gulf Front Pool and an Indoor (seasonally 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 Portofi
Portofino Island Resort 2-1602
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full, 1 Half
Guests 6 guests
Rating 5 (6 Reviews)
Top Reasons to Book Azure Pleasure:* Beach Front Balcony with Unobstructed Views* Boardwalk to the Beach is Steps Away* Two Beach Chairs and a Umbrella in the Condo* Each Bedroom has Ensuite Bath and Gulf Views* Beachside Pool and In-Unit Laundry* Located on the Seasonal Trolley Route* Only 2.7 miles to the Pensacola Beach Park East Snorkeling Reef
Hot HOT 17
Regency Towers 702 West- Azure Pleasure
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 8 guests
Rating 5 (68 Reviews)
Top Reasons to Book Tristan Towers 9B:*Gulf of Mexico and Santa Rosa Sound Views!*Corner Wraparound Balcony*Every Bedroom 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
Hot HOT 22
Tristan Towers unit 9B
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 4 guests
Rating 5 (58 Reviews)
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 fee per dog) 50lbs max 2 dogs max* Plenty of Parking; Great for Large Groups* Profession
Aqua Skye
House Pet Friendly
Bedrooms 5 bedrooms
Bathrooms 3 Full
Guests 14 guests
Rating 5 (8 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
Bedrooms 4 bedrooms
Bathrooms 3 Full, 1 Half
Guests 14 guests
Rating 5 (25 Reviews)
Top Reasons to Book Portofino 1-809: * Beautiful Intracoastal Views of Gulf * Luxury High Rise Resort* Steps Away from White Sand Beaches * Outdoor Pool and an Indoor (seasonally heated) Pool * Access to the Lifestyle Center Pool Deck * Spa Portofino, Tennis and Fitness Center Onsite * Two Electric Car Charging Stations* Onsite Dining and Shoppin
Portofino Island Resort 1- 809
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full, 1 Half
Guests 6 guests
Rating 5 (29 Reviews)
Top Reasons to Book Sans Souci 104: * BEACH Front on Pensacola Beach* Breathtaking Gulf Views from First Floor Balcony* Community Pool and Hot Tub with Gulf Views* 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 2026Sans Souci 104 is an ideal
Sans Souci unit 104
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 5 guests
Rating 5 (61 Reviews)
Top Reasons to Book Portofino 5-1708: * Beautiful Intracoastal Views Of Gulf * Luxury High Rise * Steps Away From White Sand Beaches * Gulf Front Pool and an Indoor (seasonally 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
Portofino Island Resort 5-1708
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full, 1 Half
Guests 4 guests
Rating 4.9 (39 Reviews)

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