Condos

Here you can choose from one of our Florida condo rentals. Our waterfront condo rentals are very comfortable and private. Located either on the Gulf of Mexico or on Boca Ciega Bay, our Florida vacation rental properties are a great choice for your family beach vacation.

Why go for a hotel when you can enjoy your next winter vacation or a romantic getaway in one of our affordable, convenient, comfortable and private beach condo rentals? If you are taking a few days off to enjoy a fun Orlando family vacation with the kids, our condo rentals are very convenient – just a short drive to Orlando.


Properties Available 269 properties available
Top Reasons to Book Dolphin Key 504: * Top Floor Condo with Incredible Intracoastal Views* Easy Beach Access Across the Street* Huge Private Balcony + Beach Gear in Unit* Community Heated Pool + Spa * Grilling Area + Gazebo* Great Location in Indian Shores Beach* Professionally ManagedWelcome to Dolphin Key 504, the ideal waterfront retreat for you
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New Property Introductory Discount

New Property Introductory Discount 

Limited time only Promo Code NEW100

Dolphin Key 504 - Premier
Condo
$1,015.00 - $2,800.00 / per week
Bedrooms 3 bedrooms
Bathrooms 2 Full
Guests 6 guests
 New Property!
Top Reasons to Book:• Stunning Views of the Gulf of Mexico from the moment you enter the condo. • Enjoy the fabulous complex amenities such as the shared outdoor pool, lounge chairs and beach access. • Washer/Dryer in unit Welcome to Ocean Sands 708, your ultimate Gulf front vacation rental in the enchanting Madeira Beach. Prepare to be captivated
Hot HOT 21
Ocean Sands 1-708
Condo
$714.00 - $3,969.00 / per week
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 6 guests
Rating 5 (3 Reviews)
Top reasons to Book: • Free wifi; Free Parking onsite! • Walk to Caddy’s, a beach bar restaurant offering great food, cold drinks and live entertainment! • Shared outdoor beachfront swimming pool! This condo is located in the popular Sunset Beach neighborhood of Treasure Island. It has 1-bedroom, 1-bath and a nicely equipped kitchen, no dishwashe
Hot HOT 20
Sunset Chateau 506 - Premier
Condo
$735.00 - $2,779.00 / per week
Bedrooms 1 bedrooms
Bathrooms 1 Full
Guests 4 guests
Rating 5 (81 Reviews)
**Please note that due to damage from Hurricane Helene, this property temporarily has no access to the pool. At this time, we do not have a guaranteed date for this to be accessible. Please reach out with any questions. Rates lowered!**Top Reasons to Book: • Walking distance to a wide variety of local restaurants and entertainment. • Located just
Hot HOT 21
Amadeus 10
Condo
$770.00 - $3,003.00 / per week
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 5 guests
Rating 4.9 (134 Reviews)
Top Reasons to book: • You’ll love the beautiful décor, and comfortable furnishings throughout this unit • As you enter, you'll be greeted by floor to ceiling sliding glass doors and a panoramic view of the Gulf of Mexico. • Enjoy direct beach access as well as an outdoor heated pool! • Open floor plan with plenty of room for the entire family to
Hot HOT 17
Trillium 1B - Premier
Condo
$1,155.00 - $5,103.00 / per week
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 6 guests
Rating 5 (148 Reviews)
**Please note that due to damage from Hurricane Helene, this property temporarily has no access to the pool, tiki deck, or beach boardwalk. At this time, we do not have a guaranteed date for any of these to be accessible. Please reach out with any questions. Rates lowered!**Top Reasons to Book: • All the Amenities! Large Heated Pool, Kiddie Pool
Hot HOT 13
Sunset Vistas 302S
Condo
$1,015.00 - $4,004.00 / per week
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 6 guests
Rating 4.5 (43 Reviews)
**Please note that due to damage from Hurricanes Helene and Milton, this property temporarily has no access to Sunset Beach (beach access available north of Sunset Beach), pool, or amenities. At this time, we do not have a guaranteed date for these to be accessible, though to our knowledge this should not impact 2025 stay dates. Please reach out wi
Hot HOT 43
Land's End 7-203 Beach Front - Premier
Condo
$1,393.00 - $5,005.00 / per week
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 5 guests
Rating 4.9 (36 Reviews)
**Please note that due to damage from Hurricanes Helene and Milton, this property temporarily has no access to Sunset Beach (beach access available north of Sunset Beach), elevator, pool, or amenities. At this time, we do not have a guaranteed date for these to be accessible, though to our knowledge this should not impact 2025 stay dates. Please re
Hot HOT 27
Land's End 10-403 Beach Front - Premier
Condo
$1,071.00 - $4,725.00 / per week
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 4 guests
Rating 5 (93 Reviews)
**Please note that due to damage from Hurricanes Helene and Milton, this property temporarily has no access to Sunset Beach (beach access available north of Sunset Beach), pool, or amenities. At this time, we do not have a guaranteed date for these to be accessible, though to our knowledge this should not impact 2025 stay dates. Please reach out wi
Hot HOT 16
Land's End 1-405 Gulf View - Premier
Condo
$742.00 - $4,046.00 / per week
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 4 guests
Rating 5 (49 Reviews)
**Please note that due to damage from Hurricanes Helene and Milton, this property temporarily has no access to Sunset Beach (beach access available north of Sunset Beach), pool, or amenities. At this time, we do not have a guaranteed date for these to be accessible, though to our knowledge this should not impact 2025 stay dates. Please reach out wi
Hot HOT 14
Land's End 1-202 Bay Front
Condo
$651.00 - $3,486.00 / per week
Bedrooms 1 bedrooms
Bathrooms 1 Full
Guests 2 guests
Rating 4.9 (74 Reviews)
**Please note that due to damage from Hurricanes Helene and Milton, this property temporarily has no access to Sunset Beach (beach access available north of Sunset Beach), elevator, pool, or amenities. At this time, we do not have a guaranteed date for these to be accessible, though to our knowledge this should not impact 2025 stay dates. Please re
Hot HOT 11
Land's End 10-203 Beach Front - Premier
Condo
$1,071.00 - $4,725.00 / per week
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 4 guests
Rating 5 (80 Reviews)
Please note that this is a NON SMOKING PROPERTY!Directly across the street from the beach and completely remodeled at the end of 2022! This super cute house consists of 4 individual 1BR units, each with a kitchen, bedroom, living room and full bathroom. The location is perfect for the single traveler, couples, families or a larger group of friends/
Hot HOT 10
Twin Tiki units 3 and 4 - Upstairs
Condo
$1,281.00 - $4,221.00 / per week
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 8 guests
Rating 5 (1 Reviews)

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