Poolside Properties


Properties Available 354 properties available
Top Reasons To Book: * Beachfront Condo with AWESOME Views - Watch Sunset Every Night * Private Balcony Extending off of Living Room and Master Bedroom * Full Condo Water Filtration and Purification System - No Need to buy Bottled Drinking Water * Heated Pool and Beach Access Path on Grounds * Professionally Managed Condo Welcome to Arena De M
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Summer Savings

Save 10% on 4+ night stays* 

PROMO CODE: SUMMER2025
Offer is valid on new online bookings only when you book July 8, 2025 for 4+ night stays through August 8, 2025. Cannot be combined with other offers. Exclusions and restrictions may apply to select properties.   

Arena De Madeira 103 - Premier
Condo
Bedrooms 3 bedrooms
Bathrooms 2 Full
Guests 8 guests
Rating 5 (29 Reviews)
Top Reasons To Book This Incredible Condo:* Beautiful 135 Degree Beach Views - BEST in the Building* Private Balcony Access from Living Room and Master Bedroom* Perfect Location - Closest to the Beach and Pool* Private Floorplan - No Neighbors on the Bedroom Side of Unit* Beachfront Complex with Great Amenities * Located less than one mile South of
Specials Tag Special
Summer Savings

Save 10% on 4+ night stays* 

PROMO CODE: SUMMER2025
Offer is valid on new online bookings only when you book July 8, 2025 for 4+ night stays through August 8, 2025. Cannot be combined with other offers. Exclusions and restrictions may apply to select properties.   

Sunset Vistas 313N
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 6 guests
Rating 4.6 (17 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
Summer Savings

Save 10% on 4+ night stays* 

PROMO CODE: SUMMER2025
Offer is valid on new online bookings only when you book July 8, 2025 for 4+ night stays through August 8, 2025. Cannot be combined with other offers. Exclusions and restrictions may apply to select properties.   

Land's End 11-307 Beach Front - Premier
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 6 guests
Rating 4.9 (27 Reviews)
**Please note that due to damages from recent hurricanes, the elevators are experiencing occasional outages at the property and will be worked on as the issues come up. Please reach out with any questions. ** Top Reasons to Book Crystal Palms 201: * Steps From the Warm Sand and Sparkling Waters of the Gulf of Mexico* Spacious Pool Deck with Cozy L
Specials Tag Special
Summer Savings

Save 10% on 4+ night stays* 

PROMO CODE: SUMMER2025
Offer is valid on new online bookings only when you book July 8, 2025 for 4+ night stays through August 8, 2025. Cannot be combined with other offers. Exclusions and restrictions may apply to select properties.   

Crystal Palms 201
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 4 guests
Rating 4.9 (30 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
Summer Savings

Save 10% on 4+ night stays* 

PROMO CODE: SUMMER2025
Offer is valid on new online bookings only when you book July 8, 2025 for 4+ night stays through August 8, 2025. Cannot be combined with other offers. Exclusions and restrictions may apply to select properties.   

Land's End 10-202 Beach Front - Premier
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 4 guests
Rating 5 (36 Reviews)
Top Reasons to Book 202W: * Direct Beachfront Condo in the WEST building with Private Balcony * “Sunset Roof Top Deck” on the 7th Floor for Even MORE Beach Views! * Pool with Deck and Lounge Chairs, Hot Tub on Grounds * Updated and Comfortable Furnishings * Dogs allowed (Fees and Restrictions apply) Escape to paradise in this updated 2-bedroom,
Specials Tag Special
Summer Savings

Save 10% on 4+ night stays* 

PROMO CODE: SUMMER2025
Offer is valid on new online bookings only when you book July 8, 2025 for 4+ night stays through August 8, 2025. Cannot be combined with other offers. Exclusions and restrictions may apply to select properties.   

Oceana 202 West
Condo Pet Friendly
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 6 guests
Rating 4.9 (61 Reviews)
Top Reasons to Book this Beautiful Townhome: * Newly Built in 2025 with Private Elevator* Rooftop Balcony with Views of Gulf and Intracoastal Waterway* Prime Location Just a Quick Walk to the Beach, About 300 Feet!* Spacious Layout with Plenty of Room for All* Dog Friendly (Fee and Restrictions Apply)* Professionally ManagedWelcome to Azul T
Specials Tag Special
Summer Savings

Save 10% on 4+ night stays* 

PROMO CODE: SUMMER2025
Offer is valid on new online bookings only when you book July 8, 2025 for 4+ night stays through August 8, 2025. Cannot be combined with other offers. Exclusions and restrictions may apply to select properties.   

Azul Townhomes A1
Madeira Beach Pet Friendly
Bedrooms 5 bedrooms
Bathrooms 4 Full
Guests 14 guests
Rating 5 (5 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! ** SPECIAL OFFER*: Stay Longer, Save BIG! Apply promo code at checkout to enjoy exclusive discounts:• Promo code DD10
Specials Tag Special
Summer Savings

Save 10% on 4+ night stays* 

PROMO CODE: SUMMER2025
Offer is valid on new online bookings only when you book July 8, 2025 for 4+ night stays through August 8, 2025. Cannot be combined with other offers. Exclusions and restrictions may apply to select properties.   

Land's End 4-401 Bay Front - Premier
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 6 guests
Rating 5 (54 Reviews)
**Please note that due to damage from the recent hurricanes, this property temporarily has no access to the pool. 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 reach out with any questions. **Top Reasons to Book: • Take in unforgettable p
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HOTDEALS

Limited time only! 

10% off ANY stay dates for select properties

Promo Code: HOTDEALS

3-21 night stays only


*Cannot be combined with other offers or discounts. Offer applies to new online reservations only and select properties*


Emerald Isle 104
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 4 guests
Rating 4.8 (55 Reviews)
Top Reasons to Book Sea Club #13:* Close to Beach Access* Private Balcony* Beautifully Landscaped Grounds* Onsite Heated Pool and Shuffleboard* Fishing Dock on Intracoastal Waterway* Professionally ManagedWelcome to Coastal Charm, a stunning two-bedroom, two-bathroom coastal-style condo just steps away from the community swimming pool. Enjoy the re
Specials Tag Special
Summer Savings

Save 10% on 4+ night stays* 

PROMO CODE: SUMMER2025
Offer is valid on new online bookings only when you book July 8, 2025 for 4+ night stays through August 8, 2025. Cannot be combined with other offers. Exclusions and restrictions may apply to select properties.   

Sea Club #13 - Coastal Charm
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 5 guests
Rating 5 (3 Reviews)
Top Reasons to Book: • Enjoy The low density and well-maintained beachside complex with beach access. • Very close proximity to many well know restaurants in the area. • Brand new kitchen and balcony furnishings • Beautifully decorated throughout to reflect coastal comfort.Experience many breathtaking sights of the Gulf of Mexico right from your b
Specials Tag Special
HOTDEALS

Limited time only! 

10% off ANY stay dates for select properties

Promo Code: HOTDEALS

3-21 night stays only


*Cannot be combined with other offers or discounts. Offer applies to new online reservations only and select properties*


Pelican Pointe 2A
Indian Shores
Bedrooms 2 bedrooms
Bathrooms 2 Full, 1 Half
Guests 6 guests
Rating 4.9 (54 Reviews)
Top Reasons to Book: * Quiet Neighborhood Location in Treasure Island* Quick Drive to the Beach, Only 2 minutes!* Easy Access on and off the Island* Cozy Private Patio * Professionally Managed Welcome to Se La Vie, your perfect Florida getaway! This charming two-bedroom, one-bathroom unit is tucked away on a quiet neighborhood street, offeri
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New Property Introductory Discount

New Property Introductory Discount 

Limited time only Promo Code NEW100

Se La Vie
House
Bedrooms 2 bedrooms
Bathrooms 1 Full
Guests 6 guests
Rating 5 (7 Reviews)

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