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26 Heilwood SUNNY ORANGE STAYS presents… ☀️ Forever Sunshine ➠ 26 Heilwood 26 Heilwood Hosting a family reunion, corporate retreat, or destination wedding? This massive 9-bedroom estate is custom-built for large groups, sleeping up to 26 guests. 26 Heilwood Located just a block from the white sands of Clearwater Beach, this home features a private heated pool, an incredible outdoor entertainment bar 26 Heilwood Rooftop terrace with the Gulf views and enough space for everyone to spread out 26 Heilwood Steps to the Sand – A quick 1.5-minute walk puts you directly on the quiet sands of Clearwater Beach. 26 Heilwood The backyard is designed for parties and gatherings. 26 Heilwood Private Heated Pool– Resort-style pool with a waterfall feature, perfect for kids and adults alike (Heat available for a fee) 26 Heilwood Outdoor Tiki Bar – A massive covered entertainment area with a TV and seating—the group's favorite hangout spot.
26 Heilwood
26 guests 9 bed 5 bath 2,400 sq ft
Gulf Coast - Clearwater Beach | Clearwater Beach
4.9 (58)
Guest rating
Starting at $1,189 daily
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971 Eldorado SUNNY ORANGE STAYS presents… 🌴 Casa Del Mar ➠ 971 Eldorado 971 Eldorado Private Screened Pool – A sparkling oasis with a waterfall feature, fully screened for comfort (Pool heat available for a fee) 971 Eldorado Comprising a spacious main house and a Casita, this property is the ultimate compound for reunions and large groups. 971 Eldorado Gather the whole extended family at this sprawling 6-bedroom coastal estate, located in the uncrowded North Beach neighborhood of Clearwater. 971 Eldorado Main Living: Comfortable seating and a large Smart TV for movie nights. 971 Eldorado Climate Controlled Florida Room – An extra living space to spread out, play games, or relax out of the sun. 971 Eldorado Steps to North Beach – Located directly across the street from a quiet, residential stretch of sand away from the high-rise crowds. 971 Eldorado Parking for 5 Vehicles – Rare for Clearwater Beach, featuring two separate driveways for hassle-free parking.
971 Eldorado
12 guests 6 bed 4 bath 2,932 sq ft
Gulf Coast - Clearwater Beach | Clearwater Beach
4.9 (21)
Guest rating
Starting at $859 daily
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GAR4430 Extra large lanai overlooking the canal. Includes sparkling pool, relaxing hot tub, al fresco dining and more. Pool size: 14' x 28' x 6' GAR4430 Beautiful 4/3 waterfront home with private pool GAR4430 Gorgeous, bright, open, fully-equipped kitchen GAR4430 Double suite attached bathroom with walk-in shower, soaking tub, and double vanities GAR4430 Beautiful 4/3 waterfront home with private pool GAR4430 Game room in garage with pool table & foosball GAR4430 Foyer GAR4430 Foyer
GAR4430
8 guests 4 bed 3 bath 1,940 sq ft
Gulf Coast - Charlotte Harbor | Port Charlotte
Starting at $400 daily
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800 Lantana Pool, hot tub, outdoor kichen & TV 800 Lantana Stunning home a short walk to Clearwater Beach 800 Lantana Enjoy the sunset views from your private balcony 800 Lantana Beautiful living room area 800 Lantana Ground floor main kitchen with complete equipment and modern appliances 800 Lantana Pool, hot tub, outdoor kichen & TV 800 Lantana Pool, hot tub, outdoor kichen & TV 800 Lantana Pool, hot tub, outdoor kichen & TV
800 Lantana
17 guests 4 bed 5 bath 2,663 sq ft
Gulf Coast - Clearwater Beach | Clearwater Beach
5.0 (2)
Guest rating
Starting at $357 daily
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HZL17163 Gorgeous 3 bedroom, 2 bathroom waterfront home with private pool HZL17163 Beautiful, bright, open living space HZL17163 Bright, open, fully-equipped kitchen HZL17163 Sparkling pool overlooking canal. HZL17163 Don't forget your boat! Dock size: 34' x 8'. Dock has electricity and water (No boat lift) HZL17163 Beautiful primary bedroom with king bed, attached bathroom, lanai access and 75-inch Smart TV HZL17163 Welcoming foyer HZL17163 Living room overlooking the sparkling pool and canal beyond. Living room features lots of comfy seating and 75-inch Smart TV
HZL17163
6 guests 3 bed 2 bath 2,100 sq ft
Gulf Coast - Charlotte Harbor | Port Charlotte
Starting at $350 daily
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ANC311 Living Room outdoor view ANC311 Olympic-size Pool ANC311 Primary Bedroom/King Bed 50" TV / DVD Player/Balcony access ANC311 View From Beach ANC311 Balcony ANC311 Living Room With 75" Smart TV ANC311 Living Room ANC311 Living Room
ANC311
8 guests 3 bed 2 bath 2,400 sq ft
Gulf Coast - Siesta Key | Siesta Key
Starting at $340 daily
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ANC611 Pool Table ANC611 Living Room (Angle) ANC611 Olympic-size Pool ANC611 Breakfast Bar ANC611 Master Bedroom King Bed 32" Smart TV ANC611 View From Beach ANC611 Living Room 50" Smart TV ANC611 Living Room (Angle 2)
ANC611
6 guests 3 bed 3 bath 2,400 sq ft
Gulf Coast - Siesta Key | Siesta Key
Starting at $350 daily
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GA1978 Our Canal Front House offers a fantastic location to the Harbor and thoughtful touches to make your vacation one to remember! GA1978 A comfortable living room to relax GA1978 Gorgeous kitchen with plenty of space to prepare any meal GA1978 Our Canal Front House offers a fantastic location to the Harbor and thoughtful touches to make your vacation one to remember! GA1978 Our Canal Front House offers a fantastic location to the Harbor and thoughtful touches to make your vacation one to remember! GA1978 Our Canal Front House offers a fantastic location to the Harbor and thoughtful touches to make your vacation one to remember! GA1978 A comfortable living room to relax GA1978 A comfortable living room to relax
GA1978
8 guests 3 bed 3 bath 2,913 sq ft
Gulf Coast - Other | Englewood
Starting at $345 daily
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22 Laurel SUNNY ORANGE STAYS presents… 🌴 Island Time ➠ 22 Laurel 22 Laurel Indoor/Outdoor Bar – A unique kitchen pass-through window with seating for 10—perfect for serving drinks and snacks poolside. 22 Laurel Resort-Style Pool Area – Private heated pool (fee applies) with a covered cabana and outdoor TV. 22 Laurel Quiet Location – Situated in a quiet residential neighborhood on the north end of Clearwater beach. 22 Laurel Steps to the Beach – Walk to the uncrowded North Beach sands in 1-2 minutes. 22 Laurel Massive Parking – Rare private driveway space for 6–7 vehicles. 22 Laurel Private backyard retreat featuring a sparkling pool, cabana, and plenty of space to unwind. 22 Laurel Resort-Style Pool Area – Private heated pool (fee applies) with a covered cabana and outdoor TV.
22 Laurel
16 guests 6 bed 4 bath 1,976 sq ft
Gulf Coast - Clearwater Beach | Clearwater Beach
4.9 (26)
Guest rating
Starting at $595 daily
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770 Mandalay SUNNY ORANGE STAYS presents… 🌴 Summer Breeze ➠ 770 Mandalay 770 Mandalay 100 Steps to the Beach – Just a 1.5-minute walk to the sugar-white sands of Clearwater Beach. 770 Mandalay Outdoor Tiki Bar – A fun, tropical spot by the pool to serve drinks and hang out. 770 Mandalay Massive Capacity – Sleeps up to 20 guests comfortably with 7 bedrooms and multiple living spaces. 770 Mandalay Single-Level Living – No stairs to navigate, making it perfect for multi-generational families and guests with mobility concerns. 770 Mandalay Cooking for an Army – Equipped with Dual Prep Areas and 3-door full-size fridge to cook for the whole crowd with ease. 770 Mandalay Dining Space for Group Meals 770 Mandalay Comfortable Bedrooms for All
770 Mandalay
20 guests 7 bed 3 bath 2,500 sq ft
Gulf Coast - Clearwater Beach | Clearwater Beach
4.9 (32)
Guest rating
Starting at $727 daily
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TED333 Welcome to Champagne Sunset. Relax, unwind, and enjoy TED333 Gorgeous, open living space overlooking private pool, canal, and nature preserve beyond. Living room features lots of comfy seating and 70-inch Smart TV TED333 Beautiful, bright, open, fully-equipped kitchen TED333 Large primary bedroom with king bed, en suite, lanai access, and 55-inch Roku TV TED333 14' x 6'. Dock with underwater fish lights (Boat lift not available) TED333 Welcoming foyer TED333 Welcoming foyer TED333 Gorgeous, open living space overlooking private pool, canal, and nature preserve beyond. Living room features lots of comfy seating and 70-inch Smart TV
TED333
6 guests 3 bed 3 bath 2,570 sq ft
Gulf Coast - Charlotte Harbor | Punta Gorda
Starting at $400 daily
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