Vacation Rentals
90 properties available
Top Reasons to Book this Condo:* Private Balcony with Stunning Views of Gulf, Pool, and Pier Park* Across the Street from Private Beach Access (via skybridge)* Walking Distance to Restaurants and Shopping at Pier Park* Large Outdoor Zero-Entry Swimming Pool with Cabanas* Café Onsite for Quick Snacks and Drinks; Fitness Room with Pool Views* Tiki Ba
Calypso 3-1006
Condo
Starting at:
$85.00
- $652.00
/ per night
3
bedrooms
2
Full
9
guests
New Property!
Top Reasons to Book This Stunning Home:* 530 Yards to Beach Access 12* Fenced-in Backyard* Dog and Cat Friendly-Up to 3 pets – Additional $200 (plus tax) per pet* Parking for up to 4 Cars* Pac-Man Arcade Game* Restaurants and Cafes within Walking Distance* Nearby Shipwreck Island Waterpark and Pier Park* Professionally Managed; 24/7 Service*This pr
Sunset by the Sea
House
Starting at:
$60.00
- $508.00
/ per night
3
bedrooms
2
Full
9
guests
5
(4 Reviews)
Top Reasons to Book this Beautiful Condo!* Floor to Ceiling Gulf Views w/ Private Balcony!* TWO HUGE Pools, Fitness Center, Onsite Restaurant, and Starbucks!* Poolside Tiki Bar, Sky Bar and Gift Shop* Walk to Sharky's Beachfront Restaurant!* 1.2 miles to Pier Park and 2.2 miles to Shipwreck Island!* Professionally Managed; 24/7 Service** Important
Emerald Beach 225
Condo
Starting at:
$107.00
- $557.00
/ per night
2
bedrooms
2
Full
6
guests
4.9
(30 Reviews)
Top Reasons to Book this Condo:* Located Directly on the Gulf* Private Balcony with Stunning Views * Two Large Pools on the Gulf* Walking Distance to Restaurants and Shopping at Pier Park* New Fitness Room with Pool and Gulf Views* Tiki Bar on the pool deck and Covered Parking* Professionally Managed; 24/7 Service*We LOVE Snowbirds! Low Monthly Wi
Calypso 1-1805
Condo
Starting at:
$61.00
- $553.00
/ per night
1
bedrooms
1
Full, 1 Half
4
guests
5
(37 Reviews)
Top Reasons to Book this Lovely Condo:* Amazing 4th-floor Views of Pool and Bay* Mini Putt-Putt Course * Balcony Access from Living Room and Master Bedroom* Splash into 10,000 sq ft of Pools + Seasonally Heated Round Pool & Hot Tub* Tennis Courts, Firepit Area, Golf Course, and Full-Service Spa & Salon* Professionally Managed, 24/7 serviceW
Reflections 402
Condo
Starting at:
$58.00
- $394.00
/ per night
2
bedrooms
2
Full
4
guests
5
(15 Reviews)
Top Reasons to book this Gulf Front Condo: * 15th floor Gulf Front Views* Two beachfront pools, gazebo, fitness center, and covered parking* Next to Schooner's, or just down Thomas Dr to Captain Anderson's* Sea Dragon Pirate Cruise docked only 1.5 miles away* Professionally Managed; 24/7 Service**This property doesn't allow groups of adults age 25
Seychelles 1505
Condo
Starting at:
$100.00
- $444.00
/ per night
2
bedrooms
2
Full
4
guests
New Property!
Top Reasons to Book this Fabulous Condo:* Stunning Gulf Views throughout the Unit* Massive Covered Balcony* Beachfront Pool (Seasonally Heated), Grilling Area* Fitness Center with Gulf Views, Activity Room, Onsite Watersport Rentals* Walk to the Fishing Pier* Only .5 miles to Shipwreck Island* Professionally Managed; 24/7 Service*This property is n
Sterling Reef 405
Condo
Starting at:
$95.00
- $545.00
/ per night
2
bedrooms
2
Full
6
guests
New Property!
Top Reasons to Book this Spacious Condo!* Free Beach Service- 2 Chairs & 1 Umbrella * Stunning Corner Ocean Views from the 9th Floor* Indoor and Outdoor Heated Pools, Kiddie Pool, Hot tub, Covered Picnic and Grilling Areas *Pool is heated from October - April for the winter months* Fitness Center, Tennis court, and Movie screening room * Just 2
Celadon 909
Condo
Starting at:
$94.00
- $557.00
/ per night
3
bedrooms
3
Full
7
guests
5
(17 Reviews)
Top Reasons to Book this Fabulous Condo:* Stunning Gulf Views throughout the Unit* Beachfront Pool (Seasonally Heated), Grilling Area* Fitness Center with Gulf Views, Activity Room, Onsite Watersport Rentals* Walk to the Fishing Pier* Only .5 miles to Shipwreck Island* Professionally Managed; 24/7 Service*This property is not available to adults un
Sterling Reef 301
Condo
Starting at:
$82.00
- $589.00
/ per night
3
bedrooms
2
Full
6
guests
New Property!
Top Reasons to Book this Fabulous Condo:* Stunning Gulf Views throughout the Unit* Massive Covered Balcony* Beachfront Pool (Seasonally Heated), Grilling Area* Fitness Center with Gulf Views, Activity Room, Onsite Watersport Rentals* Walk to the Fishing Pier* Only .5 miles to Shipwreck Island* Professionally Managed; 24/7 Service*This property is n
Sterling Reef 104
Condo
Starting at:
$135.00
- $533.00
/ per night
2
bedrooms
2
Full
6
guests
5
(9 Reviews)
Top Reasons to Book this Fabulous Condo:* Stunning Gulf Views throughout the Unit* Beach Service (March- October 31st)* Beachfront Pool (Seasonally Heated), Grilling Area* Fitness Center with Gulf Views, Activity Room, Onsite Watersport Rentals* Walk to the Fishing Pier* Only .5 miles to Shipwreck Island* Professionally Managed; 24/7 Service*This p
Sterling Reef 501
Condo
Starting at:
$83.00
- $593.00
/ per night
3
bedrooms
2
Full
8
guests
5
(1 Reviews)
Top Reasons to Book this Condo:* Private Balcony with Stunning Views of Gulf, Pool, and Pier Park* Across the Street from Private Beach Access (via skybridge)* Walking Distance to Restaurants and Shopping at Pier Park* Large Outdoor Zero-Entry Swimming Pool with Cabanas* Café Onsite for Quick Snacks and Drinks; Fitness Room with Pool Views* Tiki Ba
Calypso 3-2007
Condo
Starting at:
$85.00
- $649.00
/ per night
3
bedrooms
2
Full
8
guests
4.7
(7 Reviews)
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