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 262 properties available
The Harbor At Town Center is a brand new property in Madeira Beach!Top reasons to Book: • Private and beautifully furnished balcony overlooking the marina! • Just a block from beautiful, white sand Madeira Beach! • Wonderful amenities such as a pool and spa as well as free Wi-Fi, secured parking, and an in-unit washer and dryer! • Beautifully decor
The Harbor Condo 503 - Premier
Condo
$1,134.00 - $3,444.00 / per week
Bedrooms 3 bedrooms
Bathrooms 2 Full , 1 Half
Guests 7 guests
Rating 5 (4 Reviews)
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). This Gulf front condo offers all the comforts of home with a million-dollar view! The tastefully dec
Emerald Isle 502 - Premier
Condo
$1,540.00 - $4,235.00 / per week
Bedrooms 3 bedrooms
Bathrooms 2 Full
Guests 6 guests
Rating 4.9 (15 Reviews)
**Please note that due to damage from Hurricanes Helene and Milton, this property temporarily does not have access to the hot tubs. Elevators may be experiencing intermittent outages or ongoing work. Beach access, pool, and most onsite amenities are now available! Please reach out with any questions. Rates lowered** Top Reasons to book : • Short p
Land's End 1-303 Gulf View
Condo
$679.00 - $2,961.00 / per week
Bedrooms 1 bedrooms
Bathrooms 1 Full
Guests 4 guests
Rating 5 (34 Reviews)
Top reasons to Book: • Private and beautifully furnished balcony overlooking the Gulf of Mexico! • Unit includes free Wi-Fi and free parking! • Beautifully decorated throughout to reflect coastal comfort. The 5th floor condo at Arena De Madeira features many great updates and is tastefully decorated! This large 3 bedroom condo has a terrific view
Arena De Madeira 502- Premier
Condo
$1,456.00 - $4,228.00 / per week
Bedrooms 3 bedrooms
Bathrooms 2 Full
Guests 8 guests
Rating 4.8 (18 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
Trillium 5A - Premier
Condo
$1,204.00 - $4,606.00 / per week
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 6 guests
Rating 4.9 (27 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
Sunset Chateau 506 - Premier
Condo
$749.00 - $2,520.00 / per week
Bedrooms 1 bedrooms
Bathrooms 1 Full
Guests 4 guests
Rating 5 (22 Reviews)
Top Reasons to book:• Gorgeous interior with beautiful updates!• Includes 4 tickets to Splash Harbour Water Park for the duration of stay-additional passes can be purchased at a discounted rate!• Enjoy fabulous on-site amenities including spacious community sundecks, putt putt golf, and arcade for the kiddos, a poolside snack bar, and live music in
Harbourside 7718- Premier
Condo
$1,400.00 - $5,327.00 / per week
Bedrooms 3 bedrooms
Bathrooms 2 Full
Guests 10 guests
Rating 4.9 (73 Reviews)
**Please note that due to damage from Hurricane Helene, this property temporarily has no access to the elevators or pool. At this time, we do not have a guaranteed date for these to be accessible, but we do not anticipate any interference with 2025 stay dates. Please reach out with any questions. Rates lowered!**Top reasons to book: • Don’t forget
Madeira Del Mar 305
Condo Pet Friendly
$1,400.00 - $4,557.00 / per week
Bedrooms 3 bedrooms
Bathrooms 3 Full
Guests 8 guests
Rating 4.9 (53 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 this Beautiful Condo:* Incredible Water Views from the Balcony* Fantastic Community Amenities:
Bahia Vista 361- Club Bahia
Condo
$756.00 - $2,975.00 / per week
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 6 guests
Rating 5 (3 Reviews)
**Please note that due to damage from Hurricanes Helene and Milton, this property temporarily does not have access to the hot tubs. Elevators may be experiencing intermittent outages or ongoing work. Beach access, pool, and most onsite amenities are now available! Please reach out with any questions. Rates lowered** Top Reasons to book : • Short p
Land's End 10-305 Beach Front
Condo
$1,120.00 - $3,920.00 / per week
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 4 guests
Rating 5 (23 Reviews)
**CONSTRUCTION NOTICE: BUILDING WORK/PAINTING September 2nd, 2024 - Mid December, 2024. Dates could vary. ** Top Reasons to Book: • Spacious screened balcony featuring breathtaking views of the Gulf of Mexico. • Shared covered lounge chairs and access to the heated saltwater swimming pool during your visit. • Located minutes from Florida's ma
Villa Madeira 301 - Premier
Condo
$1,463.00 - $4,949.00 / per week
Bedrooms 3 bedrooms
Bathrooms 2 Full
Guests 6 guests
Rating 4.8 (44 Reviews)
**Please note that due to damage from Hurricanes Helene and Milton, this property temporarily does not have access to the hot tubs. Elevators may be experiencing intermittent outages or ongoing work. Beach access, pool, and most onsite amenities are now available! Please reach out with any questions. Rates lowered** Top reasons to book:• End unit w
Land's End 4-306 Bay Front - Premier
Condo
$945.00 - $3,500.00 / per week
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 6 guests
Rating 4.9 (18 Reviews)

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