Homes with Pools


Properties Available 49 properties available
Signature Amenities of This Spacious Coastal Home:* Prime Location on Ariola Drive - Steps to the Gulf* Private Pool + Expansive Deck with Outdoor Dining + Loungers* Golf Cart Available for Rent (6-Seater)* 7 Bedrooms + Bunk Room - Sleeps Large Families and Groups* Gulf Views from Oversized Covered Porch + Deck* Cowley Park Directly Behind Home – P
Hot HOT 34
Beach Dreams
House
$3,563 - $17,563 / per week
Bedrooms 7 bedrooms
Bathrooms 5 Full, 2 Half
Guests 22 guests
Rating 5 (39 Reviews)
Signature Amenities of The Sunshine Gulfside:* Private backyard pool with shaded and sunny lounging areas and optional heat***Please note that the owner has installed exterior cameras*** Three distinct sleeping zones - perfect for multiple families* Spacious deck with Gulf views and al fresco dining space* Open concept living area with large kitche
Hot HOT 23
The Sunshine Gulfside
House
$3,143 - $14,063 / per week
Bedrooms 7 bedrooms
Bathrooms 4 Full
Guests 24 guests
Rating 5 (48 Reviews)
Signature Amenities of this Beachfront Retreat:* Gulf-Front 3BR/3BA Condo with Floor-to-Ceiling Views* Complimentary Platinum Beach Service (Mar–Oct)* Handicapped-Accessible Balcony, Master Bath, Pool, and Beach Walkover* Designer Decor with Custom Furnishings and Porcelain Plank Floors* Gourmet Kitchen with Induction Cooktop, Concrete Counters &am
Hot HOT 51
Sunscape
Condo
$1,113 - $5,866 / per week
Bedrooms 3 bedrooms
Bathrooms 3 Full
Guests 8 guests
Rating 4.9 (53 Reviews)
Signature Amenities of this Coastal Retreat:* Waterfront Home with Dock and Private Boat Lift* Expansive 15x30ft Private Pool (Heated Option Available)* Oversized Rear Deck, Front Balcony, and Stunning Lunar Deck Views* Garage Lounge with Bar, TV, Ping Pong, & Giant Connect Four* Golf Cart Available for Rent (6-Seater)* Kayaks, Life Vests, Beac
Hot HOT 42
Blue Chair
House Pet Friendly
$2,513 - $13,363 / per week
Bedrooms 5 bedrooms
Bathrooms 5 Full, 2 Half
Guests 18 guests
Rating 5 (29 Reviews)
Signature Amenities of this Coastal Retreat:* Direct Beachfront Access from Your Private Deck* Loaded Beach Garage – 7 Bikes, 4 Kayaks, SUP, Skimboards and More* Over a Dozen Chairs, 6 Umbrellas, Toys, Games, Tennis and Pickleball Gear* Premium Kitchen with All-Clad, Le Creuset and Top-Shelf Cookware* Outdoor Deck with Elevated, Custom Seating for
Hot HOT 22
Stay and Play
Condo
$1,253 - $6,496 / per week
Bedrooms 3 bedrooms
Bathrooms 3 Full
Guests 9 guests
Rating 5 (47 Reviews)
Signature Amenities of this Elevated Escape:* Complimentary Platinum Beach Service (Mar–Oct)* Includes 2 Chairs, Umbrella, Table and 1 Hour Kayak or Paddleboard Use Daily* Unobstructed Western Sunset Views and Floor-to-Ceiling Windows* 2023 Renovation - Expanded Chef’s Kitchen and Beverage Fridge* Professionally Decorated with Tranquil Coastal Styl
Hot HOT 17
Star of the Sea
Condo
$1,323 - $6,538 / per week
Bedrooms 3 bedrooms
Bathrooms 3 Full
Guests 8 guests
Rating 5 (53 Reviews)
Signature Amenities of this Elevated Retreat:* Expansive 4BR/4BA Home with Gulf and Sound Views* Wraparound Decks with Stunning Island Panoramas* Elevator Access to All Levels* Pet Friendly with Approval (Limit 2, Fee Applies)* Grand Top-Floor Living Area with Coastal Views* Fully Equipped Chef’s Kitchen * Community Pool Steps from the Home* Easy B
Hot HOT 63
Cloud Nine
House Pet Friendly
$1,400 - $9,415 / per week
Bedrooms 4 bedrooms
Bathrooms 4 Full
Guests 18 guests
Rating 4.9 (22 Reviews)
Signature Amenities of Surf and City:* Sleek Modern Design with Gulf and Island Views* Balcony Pool Overlooking Beach and Commercial District* Elevator Access to All Levels* Game Room with Pool Table and Built-In Bunks* High-End Kitchen with Stainless Steel Appliances* Walkable Location Near Dining, Shopping, and Boardwalk* Private Beach Access Jus
Hot HOT 47
Surf and City
House Pet Friendly
$2,800 - $16,163 / per week
Bedrooms 5 bedrooms
Bathrooms 5 Full, 1 Half
Guests 14 guests
Rating 4.9 (57 Reviews)
Signature Amenities of This Resort-Style Home:* Newly Renovated * Unobstructed Gulf Views - Steps to County Beach Access* Private Lagoon-Style Pool + Tiki Bar + Lounge Seating* Game Room with Pool Table, Ping Pong, Foosball and Basketball Game* 6 Bedrooms + Bonus Loft Area - Sleeps Large Groups Comfortably* Fully Equipped Kitchen + Upstairs Kitchen
Hot HOT 24
Anne's Island Girl
House Pet Friendly
$3,542 - $17,563 / per week
Bedrooms 6 bedrooms
Bathrooms 4 Full
Guests 22 guests
Rating 5 (37 Reviews)
Signature Amenities of this Elevated Beach Retreat:* 4BR/4BA Direct Gulf-Front Estate/plus bonus area bunk beds– Sleeps 18* Private Dune Walkover to Sugar-White Sands* Expansive Gulf-Front Infinity-Style Pool (Heat Optional)* Open-Concept Great Room with Floor-to-Ceiling Gulf Views* Gourmet Kitchen with Oversized Island & Premium Appliances* Tw
Hot HOT 39
The Salt Life
House
$3,213 - $16,800 / per week
Bedrooms 5 bedrooms
Bathrooms 4 Full
Guests 18 guests
Rating 5 (23 Reviews)
Signature Amenities of this Impressive Home:* Newly installed Putting Green * Beachfront Location with Sweeping Gulf Views* Back Yard Firepit * Private Heated Pool with Lounge Seating*Poolside bare with refrigerator and television * Spacious 9-Bedroom, 9.5-Bathroom Layout* Elevator Access to All Floors (additional fee applies-The fee can  be waived
Hot HOT 38
No Shoes
House Pet Friendly
$4,200 - $25,977 / per week
Bedrooms 9 bedrooms
Bathrooms 9 Full, 2 Half
Guests 30 guests
Rating 5 (38 Reviews)
Signature Amenities of this Beachview Condo:* Professionally Re-Decorated in 2023 – Fresh and Stylish* Ground-Floor Location – Easy Access to Pool and Beach* Spacious Open Living, Dining and Kitchen Area* Pet Friendly with Approval (Limit 2, Fee Applies)* Tennis Courts, Pool and Grass Area Just Outside the Door* Large Flat-Screen TVs in Living Room
Hot HOT 148
Beach on a Budget
Condo Pet Friendly
$1,036 - $4,963 / per week
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 6 guests
Rating 4.9 (55 Reviews)

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