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 299 properties available
**Please note that due to damage from the recent hurricanes, this property temporarily has no access to the pool. Parking is currently limited onsite. Elevators may experience intermittent outages but are currently being worked on. There may be some noise onsite while restoration work is ongoing. At this time, we do not have a guaranteed timeline f
Villa Madeira 501 - Premier
Condo
Bedrooms 3 bedrooms
Bathrooms 2 Full
Guests 6 guests
Rating 5 (130 Reviews)
**Please note that this property temporarily does not have access to one of the two hot tubs. Elevators may experience occasional outages. Beach access, the hot tub near the pool, and all other onsite amenities are fully available! ROOF WORK SCHEDULED ON BUILDING 8 FOR JUNE 23RD, 2025 FOR APPROX. 5-6 WEEKS. Please call for details. **Top Reasons
Specials Tag Special
Dog Days of Summer Sale

We're entering the Dog Days of Summer! Book now to get 10% off your end-of-summer stay. Stay for 4+ nights and get 10% off using code "DOGDAYS". Book by August 3, 2025 for stays until October 3, 2025.


*Only applicable to new bookings. Restrictions may apply.

Land's End 8-301 Beach Front
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 4 guests
Rating 5 (45 Reviews)
**Please note that due to damage from the recent hurricanes, this property temporarily has no access to onsite amenities. Parking is limited onsite. Elevators are currently out of service. There may be some noise onsite while restoration work is ongoing. At this time, we do not have a guaranteed timeline for these repairs to be complete. Please rea
Specials Tag Special
Dog Days of Summer Sale

We're entering the Dog Days of Summer! Book now to get 10% off your end-of-summer stay. Stay for 4+ nights and get 10% off using code "DOGDAYS". Book by August 3, 2025 for stays until October 3, 2025.


*Only applicable to new bookings. Restrictions may apply.

Madeira Vista 601
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 6 guests
Rating 4.9 (19 Reviews)
Top Reasons to Book Friendly Native 204: * Quick and Easy Walk to Beautiful Upham Beach (about 500ft)* Cute, Quaint Condo in Low-Density Complex* Walking Distance to Restaurants, Beach Bars, Gym and Shopping* Fun Onsite Amenities: Heated Pool with Large Pool Deck, Shuffleboard and Charcoal Grills with Tables and Chairs* Short Drive to John's Pass V
Specials Tag Special
Dog Days of Summer Sale

We're entering the Dog Days of Summer! Book now to get 10% off your end-of-summer stay. Stay for 4+ nights and get 10% off using code "DOGDAYS". Book by August 3, 2025 for stays until October 3, 2025.


*Only applicable to new bookings. Restrictions may apply.

Friendly Native 204
Condo
Bedrooms 2 bedrooms
Bathrooms 1 Full
Guests 6 guests
Rating 5 (5 Reviews)
**Please note that due to damage from the recent hurricanes, this property temporarily has no access to the pools, hot tubs, cabanas, or clubhouse. Restoration work will be taking place. 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: • All the Ameni
Specials Tag Special
Dog Days of Summer Sale

We're entering the Dog Days of Summer! Book now to get 10% off your end-of-summer stay. Stay for 4+ nights and get 10% off using code "DOGDAYS". Book by August 3, 2025 for stays until October 3, 2025.


*Only applicable to new bookings. Restrictions may apply.

Tides 2-423
Condo
Bedrooms 3 bedrooms
Bathrooms 2 Full
Guests 6 guests
Rating 5 (7 Reviews)
**Please note that this property temporarily does not have access to one of the two hot tubs. Elevators may experience occasional outages. Beach access, the hot tub near the pool, and all other onsite amenities are fully available! ** Top Reasons to book : • Short proximity to the onsite heated pool. • All the fabulous amenities including two Hot
Specials Tag Special
Dog Days of Summer Sale

We're entering the Dog Days of Summer! Book now to get 10% off your end-of-summer stay. Stay for 4+ nights and get 10% off using code "DOGDAYS". Book by August 3, 2025 for stays until October 3, 2025.


*Only applicable to new bookings. Restrictions may apply.

Land's End 1-402 Bay Front - Premier
Condo
Bedrooms 1 bedrooms
Bathrooms 1 Full
Guests 4 guests
Rating 5 (46 Reviews)
Top Reasons to Book this Condo: * Beachfront Property with Direct Beach Access Onsite* Bright and Spacious Condo Perfect for a Relaxing Getaway* Private Balcony with Stunning Gulf and Pool Views* Tons of Amenities to Enjoy - Large Heated Pool, 2 Whirlpool Spas, Designated Kiddie Pool with Splash Fountain, Fitness Center, Bike Rentals and more!
Specials Tag Special
Dog Days of Summer Sale

We're entering the Dog Days of Summer! Book now to get 10% off your end-of-summer stay. Stay for 4+ nights and get 10% off using code "DOGDAYS". Book by August 3, 2025 for stays until October 3, 2025.


*Only applicable to new bookings. Restrictions may apply.

Sunset Vistas 209N - Latitude Adjustment
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 6 guests
Rating 5 (4 Reviews)
**Please note that this property temporarily does not have access to one of the two hot tubs. Elevators may experience occasional outages. Beach access, the hot tub near the pool, and all other onsite amenities are fully available! ** Top Reasons to book : • Short proximity to the onsite heated pool. • All the fabulous amenities including two Hot
Land's End 3-204 Bay Front
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 4 guests
Rating 4.9 (28 Reviews)
**Please note that this property temporarily does not have access to one of the two hot tubs. Elevators may experience occasional outages. Beach access, the hot tub near the pool, and all other onsite amenities are fully available! ** Top Reasons to Book this Bay Front Condo: * Short Walk to the On-site Heated Pool* Spacious Balcony with Great Wat
Specials Tag Special
Dog Days of Summer Sale

We're entering the Dog Days of Summer! Book now to get 10% off your end-of-summer stay. Stay for 4+ nights and get 10% off using code "DOGDAYS". Book by August 3, 2025 for stays until October 3, 2025.


*Only applicable to new bookings. Restrictions may apply.

Land's End 1-208 Bay Front - Premier
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 4 guests
Rating 5 (25 Reviews)
Top Reasons to Book this Lovely Condo: * Spacious Balcony with Pool Views and Electric Grill* Private, Charming Community, Close to Great Area Attractions* Fabulous Resort Amenities: Heated Pool, Hot Hub, and Charcoal BBQ Grills* EV Charging Station and Car Wash Station in the Parking Lot* Professionally ManagedLooking for the perfect Florida beach
Specials Tag Special
Dog Days of Summer Sale

We're entering the Dog Days of Summer! Book now to get 10% off your end-of-summer stay. Stay for 4+ nights and get 10% off using code "DOGDAYS". Book by August 3, 2025 for stays until October 3, 2025.


*Only applicable to new bookings. Restrictions may apply.

Vista Verde East 250
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 4 guests
Rating 5 (7 Reviews)
**Please note that this property temporarily does not have access to one of the two hot tubs. Elevators may experience occasional outages. Beach access, the hot tub near the pool, and all other onsite amenities are fully available! ** Top Reasons to book : • Short proximity to the onsite heated pool. • All the fabulous amenities including two Hot
Specials Tag Special
Dog Days of Summer Sale

We're entering the Dog Days of Summer! Book now to get 10% off your end-of-summer stay. Stay for 4+ nights and get 10% off using code "DOGDAYS". Book by August 3, 2025 for stays until October 3, 2025.


*Only applicable to new bookings. Restrictions may apply.

Land's End 11-405 Beach Front - Premier
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 4 guests
Rating 5 (64 Reviews)
Top Reasons to Book this Condo: * Private Balcony with Gulf Views* Across the Street from the Beach* Onsite Heated Pool* In-Unit Washer/Dryer* 1.5 Miles North of John's Pass Village and Boardwalk* Central Location Walking Distance to Restaurants* Professionally Managed Welcome to La Coquina 102 in Madeira Beach! This charming 2-bedroom, 2-bathroo
Specials Tag Special
Dog Days of Summer Sale

We're entering the Dog Days of Summer! Book now to get 10% off your end-of-summer stay. Stay for 4+ nights and get 10% off using code "DOGDAYS". Book by August 3, 2025 for stays until October 3, 2025.


*Only applicable to new bookings. Restrictions may apply.

La Coquina 102
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 6 guests
Rating 4.7 (4 Reviews)

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