Resort Rentals - Florida Vacation Rentals Beach Vacation

During the winter and summer season, most properties require a Saturday check-in/check-out date. If your dates are flexible and the search result doesn't return a property that meets your requirements, please adjust your dates accordingly or call our Guest Services Team at 727-363-3336.

Properties Available 326 properties available
Top reasons to Book: • A beautiful, shared beachfront pool. • beautifully furnished patio and balcony overlooking the Gulf of Mexico! • The location- directly on Sunset beach and a short distance to several well-known restaurants and live entertainment.• Dog friendly! 50lb/dog limit. 2 dogs max. (Fees and restrictions apply) "Serenity By The Se
Serenity By The Sea - Beach House
House - Pet Friendly
$394 - $924 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths / 1 half baths
Guests 8 guests
Rating 4.9 (118)
Top Reasons to Book this Luxury Penthouse Condo: * Luxurious Top Floor Penthouse with 9FT Ceilings and a Spacious 1800 Sq Ft. Floor Plan * Panoramic Intercoastal Views from Oversized 40 Ft Balcony and Expansive Sliding Doors in Living Room and Master *All Beach Necessities including Beach Towels, Chairs, Sand Toys and Beach Cart * Granite Counte
Madeira Del Mar Penthouse #2- Premier
Condo - Pet Friendly
$219 - $663 / per night
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 5 (1)
Top Reasons to book : • Short proximity to the onsite heated pool. • All the fabulous amenities including two Hot Tubs, Charcoal BBQ Grills, Community Gazebos, Shuffleboard, Volleyball, Tennis and Pickleball Courts. • Boardwalk that wraps around the community for your morning exercise or evening stroll. • Located on the peninsula, this community o
Land's End 7-406 Beach Front
Condo -
$146 - $569 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 4.9 (71)
Top Reasons to book : • Short proximity to the onsite heated pool. • All the fabulous amenities including two Hot Tubs, Charcoal BBQ Grills, Community Gazebos, Shuffleboard, Volleyball, Tennis and Pickleball Courts. • Boardwalk that wraps around the community for your morning exercise or evening stroll. • Located on the peninsula, this community o
Land's End 1-401 Gulf View
Condo -
$106 - $440 / per night
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 2 guests
Rating 4.9 (80)
Top Reasons to Book this Cozy Cottage:* Perfect Spot for Couples Getaway* Pet-Friendly (additional fees apply) * Only 1 Block to the Beach* Shared Amenities: Shed with Beach Gear, Outdoor Heated Pool, BBQ area, Putting Green and Poolside Tiki Huts*NO DOGS ALLOWED IN POOL AREA*The Cottages at Madeira Beach are a hard to find treasure across from the
C6-Manatee
House - Pet Friendly
$88 - $267 / per night
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 5 (44)
Top Reasons to Book:* 173 Yards to the Gulfport Beach Recreation Area* 5 Miles to St. Pete Beach* Pet Friendly up to 20lbs. (Additional Cost Applies) * On-Site Parking and Laundry Facility * Walking Distance to many Restaurants, Art Galleries, and Boutiques* Professionally Managed * Gas Grill on grounds* Hulu Live access!Ideal for your next getaway
Beach Quarters #5
Condo - Pet Friendly
$89 - $269 / per night
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 5 (21)
Top Reasons to Book:* 173 Yards to the Gulfport Beach Recreation Area* 5 Miles to St. Pete Beach* Pet Friendly up to 20lbs. (Additional Cost Applies) * On-Site Parking and Laundry Facility * Walking Distance to many Restaurants, Art Galleries, and Boutiques* Professionally Managed * Gas Grill on grounds* Hulu Live access!Beach Quarters 2BR is a com
Beach Quarters 2BR #5 and #6
Condo - Pet Friendly
$160 - $551 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 4 (1)
Top Reasons to book this Beautiful Piece of Paradise • All the fabulous amenities including two Hot Tubs, Charcoal BBQ Grills, Community Gazebos, Shuffleboard, Volleyball, Tennis and Pickleball Courts. • Boardwalk that wraps around the community for your morning exercise or evening stroll. • Located on the peninsula, this community offers the bes
Land's End 7-203 Beach Front - Premier
Condo -
$180 - $670 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 5 guests
Rating 5 (27)
Top reasons to book: • Comfortable patio furnishings to allow for lounging and relaxing on the large beachfront balcony! • All the amenities-TWO heated beachfront pools, a 250 feet private pier, a BBQ and cabana area, tiki huts and direct beach access! • Located just a few miles South is the well known John’s Pass Village which is loaded with tons
La Contessa 306
Condo -
$136 - $490 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 5 (1)
Top Reasons to Book: • Take in unforgettable panoramic beachfront views and warm sunshine from your private balcony. • Short drive to St Petersburg- loaded with great museums, shops and restaurants. • Shared outdoor pool on site (heated seasonally). Nicely updated 2-bedroom, 2 bath condo located on the South corner of the building with direct v
Emerald Isle 101
Condo -
$134 - $431 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 4.9 (81)
Top Reasons to book : • Short proximity to the onsite heated pool. • All the fabulous amenities including two Hot Tubs, Charcoal BBQ Grills, Community Gazebos, Shuffleboard, Volleyball, Tennis and Pickleball Courts. • Boardwalk that wraps around the community for your morning exercise or evening stroll. • Located on the peninsula, this community o
Land's End 6-301 Beach Front
Condo -
$146 - $569 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 5 (92)
Top Reasons To Book:* Across the Street from the Beach with Easy Beach Access* Cute, Beachy Fully Updated Unit* Less than 3 miles from John's Pass Village* Walking Distance to Restaurants, Grocery Store and Tiki BarsWelcome to Nautilus, a charming 4-plex in Treasure Island! This property offers comfort, convenience, and proximity to the beautiful
Nautilus B
Condo -
$93 - $322 / per night
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 5 (1)

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