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Holiday Homes in Osprey

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    Osprey is popular with travellers just like you. Don’t let them get your perfect place first—book today!
    All 73 Rentals in Osprey
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    Osprey
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Osprey
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pet friendly paradise with heated pool close to Sarasota-Osprey-Nokomis-Venice1 / 17
    (2)Very good
    Osprey
    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Osprey
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    About this property
    Beautifully re-modeled 2nd floor unit on Turtle Beach! Sit on your lanai and enjoy the amazing views of the Gulf of Mexico. Complex offers shuffle board, heated pool, boat docks by application and a prime location on Turtle Beach. Enjoy Sunday Brunch at O'Pheila's on the water just a short walk...
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    Osprey, Florida 34242
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    2 BR / 2 BA Condo in Stoneybrook Golf & County Club - Sarasota & Siesta Key1 / 59
    (2)Excellent
    Osprey
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Hot Tub
    • Patio
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    • Sauna
    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 June 2018
    The location is amazing! The condo was super clean and very family friendly. I loved the community with multiple pools and the awesome clubhouse. It was just a short drive or...
    Reviewed 25 May 2018
    There was not a single unmet need the entire week. This unit is clean, comfortable, and serene. The kitchen has everything, so we cooked a lot. From the beach towels, cooler...
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    About this property
    Stoneybrook Golf & Country Club is a gated community on Palmer Ranch with a fully renovated clubhouse with fine and casual dining, close proximity to Siesta Key's world-famous beaches, shops, restaurants, and Sarasota's active arts communities. This unit is a ground-floor end/corner unit with extra...
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    Osprey, Florida 34238
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Osprey
    1 Bedroom, 1 Bathroom, Sleeps 7 Quick View
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    • DVD Player
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    Pet friendly
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    Smoking allowed
    About this property
    BAY FRONT BEAUTIFUL WATERVIEW. PRIVATE BEACH AREA WITH RELAXING SEATING, HAMMOCKS, GRILL, FIRE PIT, KAYAK LAUNCH ALL ON SITE. PADDLEBOARDS, KAYAKS, BIKES, PONTOON, BOOGIE BOARDS, GOLF CART ALSO ON SITE FOR RENT. SERENE OVERHEAD NIGHT GLOBE LIGHTING. WALKING DISTANCE TO GULF OF MEXICO, RESTAURANTS,...
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    Osprey, Florida 34229
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 7
    Osprey
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Private Outdoor Pool (Heated)
    • Secure Parking
    • Private Garden
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    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our beautiful and spacious Villa is situated in a quiet subdivision on a large lake front lot with preserve views. The house was completely renovated and furnished in 2014. It features an open floor plan with two Bedrooms that share a bathroom on one side of the home and the master bedroom and...
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    Osprey, Florida 34275
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Osprey
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
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    • Private Outdoor Pool (Heated)
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our beautiful and spacious Villa is situated in a quiet subdivision on a large lake front lot with preserve views. The house was re-painted and and furnished in October 2016. It features an open floor plan with two Bedrooms that share a bathroom on one side of the home and the master suite and...
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    Osprey, Florida 34275
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Osprey
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Patio
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Sunshine awaits at this 3BR/2BA Sarasota home for six guests, featuring brand new updates and tranquil landscaping. Spend leisurely afternoons on your private patio with BBQ grill, and dine al fresco in your own backyard. Rent kayaks and launch them in the bay, located just a 5-minute walk from...
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    Osprey, Florida 34231
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Osprey
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Waterfront
    • Wi-Fi
    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Begin your sunkissed adventures at this 2-bedroom, 1-bathroom vacation rental condo for 4 guests in Siesta Key. This coastal condo boasts all the amenities of home with the luxuries of an upscale resort. Spend your days lounging around the heated community pool or take a short stroll to nearby...
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    Osprey, Florida 34242
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Osprey
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Central Heating
    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Sunrise Cove Yacht & Racquet Club is the most scenic, relaxing vacation spot on Siesta Key, a barrier island separating the Gulf of Mexico from Sarasota Bay. Located at the quiet end of Siesta Key, across from Turtle Beach, every unit has a direct water view. Nearby Siesta Beach was voted The Best...
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    Osprey, Florida 34242
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    Osprey
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Parking
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Idyllic beachfront home located on exclusive, unique Casey Key in Sarasota, Florida. Set in lush tropical greenery including 61 palm trees, sea grapes, and Hibiscus plants, just a few backyard steps to a white sand beach and spectacular sunsets on the Gulf of Mexico. Walk to historic Casey Key...
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    Osprey, Florida 34229
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    The following rentals are within 10 kilometres of Osprey.
    Gulf Gate Branch
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Washer
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    • Waterfront
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is a one bedroom one bathroom unit furnished with king-size bed in the private bedroom and queen-size sleeper sofa in the living room accommodating up to four persons. The living room is furnished with a 40' flatscreen TV with HD programing. The kitchen is equipped with 4-burner gas range,...
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    Gulf Gate Branch, Florida 34242
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    Gulf Gate Branch
    Studio, 1 Bathroom, Sleeps 2 Quick View
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    • Private Garden
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    In-law apartment private & comfy, 1 bedroom(queen bed), 1 bathroom, 2 chairs, Small fridge, Microwave, TV Cable, WiFi, Parking, quiet and safe neighborhood. This is a Private small place in a residential family home, just 8-10 minutes driving to the beautiful beaches, Siesta key, lido key, Turtle...
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    Gulf Gate Branch, Florida 34233
    Condo/Apartment - 1 Bathroom, Sleeps 2
    Gulf Gate Branch
    Studio, 1 Bathroom, Sleeps 2 Quick View
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    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Comfy Efficiency( small studio apartment),1 bedroom, 1 bed(queen), 1 sofa, 1 refrigerator, 1 bath with shower, kitchen fully furnished, Internet WiFi, Cable TV, parking. Air conditioning window unit. Nice place centrally located, just a few minutes driving to the beaches, Siesta key, Lido key, St....
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    Gulf Gate Branch, Florida 34233
    Condo/Apartment - 1 Bathroom, Sleeps 2
    Gulf Gate Estates
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Patio
    • Private Outdoor Pool (Unheated)
    • Washer
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    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our home, Temporary Sanity, could be your home away from home and you won't want to leave! This very recently renovated gorgeous home is only an 6-7-minute drive to Siesta Key's Crescent beach access #12. If you prefer, rent some bikes during your stay and get some exercise; it’s only a 12-minute...
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    Gulf Gate Estates, Sarasota 34231
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 10
    Gulf Gate Estates
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Air Conditioning
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    • Shared Outdoor Pool (Unheated)
    • Grill
    • Patio
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    We help make the most of your vacation by providing Free Admission to some of the area’s top attractions each and every day including a choice of a free, bike rental, free kayak rental, or free dolphin fun cruise! Round-trip airport transportation provided for up to 3 passengers from SRQ or TPA...
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    Gulf Gate Estates, Sarasota 34242
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Gulf Gate Estates
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Internet Access
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful 2 bed 2 bath single family home minutes from Siesta Key. Everything you need is on site. No Pets allowed. Siesta Key is an 8 mile long, crescent-shaped barrier island easily accessible by one of 2 bridges connecting it to the Mainland of Sarasota. Siesta Key has 4 main areas, Siesta...
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    Gulf Gate Estates, Sarasota 34231
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Gulf Gate Estates
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • DVD Player
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    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    WOW! Tortuga Turtle Beach Condo is a gem of all gems on south Siesta Key! Sink your toes into the warm sand of Turtle Beach in only a few minutes thru a private beach access located just behind the building....walk into the elevator....step outside the access door....walk to the back of the...
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    Gulf Gate Estates, Sarasota 34242
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Gulf Gate Estates
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Hot Tub
    • Private Outdoor Pool (Unheated)
    • Patio
    • Wi-Fi
    • Air Conditioning
    • Cable/satellite TV
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    We have affectionately named this spectacular pool home after the 1970's show 'The Brady Bunch'. Bring the whole gang as there is over 2100 square feet for you and your family to enjoy all on one level.... due to the private swimming pool, Brady Bunch home may not be best suited for those who have...
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    Gulf Gate Estates, Sarasota 34231
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Gulf Gate Estates
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Patio
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    Pet friendly
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    Smoking allowed
    About this property
    My place is close to Siesta Key Beach (5 miles/10 minutes depending on traffic) Downtown and Us 41 and I-75 You’ll love my place because of the location. My place is good for couples, families (with kids), and small groups. Spacious Completely Renovated Home in sought after Southgate Ridge...
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    Gulf Gate Estates, Sarasota 34233
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Gulf Gate Branch
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to Village des Pins! We offer you a lovely 2 bedroom, 2 bath, one car garage, single story villa surrounded by beautiful Florida Palms and other luscious greenery on the south side of Sarasota. This community has a clubhouse with many amenities, including a two tennis courts (lighted),...
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    Gulf Gate Branch, Florida 34238
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Gulf Gate Estates
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Wi-Fi
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    • Balcony
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    • Shared Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Accurately named, SUNRISE COVE offers incredible BAY sunrises morning after morning....but wait there's more....a 5 minute walk across the street will land you onto Turtle Beach for incredible evening sunsets! Having the option of the bay and the beach is a dream come true! Lay out in the sun,...
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    Gulf Gate Estates, Sarasota 34242
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Gulf Gate Estates
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Grill
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    • Private Outdoor Pool (Unheated)
    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to Cass Pool Home! Only a 6 minute drive to the beach on Siesta Key. Want to leave your car in the driveway? No problem, rent bikes if you like; it's only a 13 minute bike ride to the Beach Access #12! This is a lovely updated 2 bedroom (King, Queen) 1 full bath with two separate TV...
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    Gulf Gate Estates, Sarasota 34231
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
    Gulf Gate Estates
    5 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    About this property
    Big house located in Sarasota-downtown(2 mins walking), 5 bedrooms, 2 bathrooms with shower, 1 sofa-bed, living room, fully equipped kitchen, microwave, WiFi, Cable-TV, washer-dryer, linens, towels, playground, BBQ. Place is totally private, safe, clean , fenced back yard, it has a...
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    Gulf Gate Estates, Sarasota 34237
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 12
    Gulf Gate Estates
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Patio
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    Pet friendly
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    Smoking allowed
    About this property
    Looking for an amazing GOLF or Tennis experience in a private gated community!? Vacation just as if you are a PRIVATE member....because you will be! The 18 hole championship golf course was redesigned by Ron Garl, who has designed over 250 courses worldwide. Carts, Visage GPS system, a pro...
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    Gulf Gate Estates, Sarasota 34241
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Laurel
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Wi-Fi
    • Waterfront
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Sea Esta on Shakett Creek Treat your family and friends to some riverfront fun with this northern Nokomis house, with boating in Shakett Creek, a private lanai with sweeping views of the water, and a private heated pool. Dogs are welcome for a small nightly fee. Shops and restaurants are a...
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    Laurel, Florida 34275
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Gulf Gate Branch
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    About this property
    Siesta Respite This newly updated bungalow offers all of the comforts of home and then some. Boasting a newly renovated kitchen stocked with all of the essentials, updated comfortable furnishings, and private screened-in porch just perfect for catching those famous Florida sunsets, this home is...
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    Gulf Gate Branch, Florida 34231
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Gulf Gate Estates
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    About this property
    Gulf Gate Getaway *Please note that this home only allows minimum night stays of 28 nights or longer. This is enforced by the HOA and we cannot make any exceptions. Perfect for families and groups of friends, this sunny home has everything (including a scenic pond!) you need to enjoy some...
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    Gulf Gate Estates, Sarasota 34231
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Casey Key
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    About this property
    This sunny, two story, two residence home, sits across the street from Casey Key beach, with private beach access directly across the road. The house has decks in the front and the back, with views of both the intercostal waterway and the beautiful Gulf of Mexico. This lovely home has one bedroom,...
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    Casey Key, Florida 34275
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 4
    Gulf Gate Branch
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    About this property
    Tropical landscape, fenced in privacy, corner lot on a quiet street yet only 5 minutes to Siesta Key! This updated three bedroom two bath home located on the mainland of Sarasota is situated just minutes to Gulf Gate Plaza great for shopping, restaurants, and a few of those hole in the wall bars we...
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    Gulf Gate Branch, Florida 34231
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Gulf Gate Branch
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    About this property
    Located just a 5 minute drive to Siesta Key and 10 minutes to Downtown Sarasota, this home is perfect for experiencing the wide array of atmospheres Sarasota has to offer. Step through the front door and be greeted by a bright open living space with skylights throughout. The kitchen is well...
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    Gulf Gate Branch, Florida 34231
    Condo/Apartment - 2 Bedrooms, 3 Bathrooms, Sleeps 6
    LUX CONDOs near beautiful, sparkling Siesta Key Beach.1 / 27
    (1)Excellent
    Gulf Gate Branch
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Pet friendly
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    Reviewed 12 October 2017
    The location is great. Really close to the beach. The host is very friendly and helpful. We enjoyed our vacation.
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    About this property
    Dear Renter, I am Beya, the owner with more a decade experience in the vacation rental field. I have been offering authentic condos in the beautiful natural area of the Vintage Grand community. I would be happy to host you in one of my condos.I have down and upstairs floor condos with lake-view or...
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    Gulf Gate Branch, Florida 34238
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    Gulf Gate Branch
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    About this property
    Biltmore Pines This spotless, cozy and charming two-bedroom homes has an open concept it is lovingly maintained situated in a very desired location. As you enter the home you’ll find a bright living and dining areas with plenty of room for your gathering events with your family and friends. The...
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    Gulf Gate Branch, Florida 34231
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Gulf Gate Branch
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Patio
    • Cable/satellite TV
    • Air Conditioning
    • Grill
    • Waterfront
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is a spacious studio style two bedroom unit furnished with king-size bed and queen sleeper sofa downstairs and queen bed upstairs Accommodating up to 6 persons. The downstairs bathroom is equipped with tub/shower combo. While the upstairs offers a sky view stall shower. The unit is furnished...
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    Gulf Gate Branch, Florida 34242
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    4/3 Pool home 4 miles from Siesta Key Beach1 / 24
    (1)Excellent
    Gulf Gate Branch
    4 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Private Outdoor Pool (Heated)
    • Private Garden
    • Cable/satellite TV
    • Parking
    • Air Conditioning
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 13 January 2018
    This was an amazing place and we couldn't have been happier with our selection. Having a screened in pool attached to the house allowed us easy access everywhere without going...
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    About this property
    U-shaped home surrounding a private pool in the center. 4 bedrooms, living and dining area overlook pool. 40' of glass doors make this true indoor/outdoor living. House sits on a corner lot with 2 driveways. There is room for 2 cars in the rear driveway. House also has a washer/dryer. Split plan...
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    Gulf Gate Branch, Florida 34233
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 6
    Gulf Gate Branch
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Wi-Fi
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Patio
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Breezy Springs This 2-bedroom, 2-bathroom condo on the 1st floor is located in the former Golf community of Sunrise Golf Club. This condo provides everything you need for a relaxing vacation! Everything is located in the 1st floor. With its split floor plan you can enjoy privacy even in the...
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    Location Information
    Gulf Gate Branch, Florida 34238
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Gulf Gate Branch
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Patio
    • Air Conditioning
    • Grill
    • Cable/satellite TV
    • Wi-Fi
    • Waterfront
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is a one bedroom one bathroom unit furnished with king-size bed in the private bedroom and queen-size sleeper sofa in the living room accommodating up to four persons. The living room is furnished with a 40' flatscreen TV with HD programing. The kitchen is equipped with 4-burner gas range,...
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    Gulf Gate Branch, Florida 34242
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    Gulf Gate Branch
    1 Bedroom, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Washer
    • Patio
    • Grill
    • Air Conditioning
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Never miss a beach-scape sunset when you are just a couple hundred meters from Americans #1 beach, Siesta Key Beach. Enjoy this two bedroom two bathroom condo style unit in a great location: a short walk to the beach on a quite street but just minutes from shops, bars, and restaurants. The unit...
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    Location Information
    Gulf Gate Branch, Florida 34242
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 6
    Gulf Gate Branch
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Air Conditioning
    • Patio
    • Washer
    • Cable/satellite TV
    • Waterfront
    • Wi-Fi
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is a one bedroom one bathroom unit furnished with king-size bed in the private bedroom and queen-size sleeper sofa in the living room accommodating up to four persons. The living room is furnished with a 40' flatscreen TV with HD programing. The kitchen is equipped with 4-burner gas range,...
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    Location Information
    Gulf Gate Branch, Florida 34242
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    Gulf Gate Branch
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Cable/satellite TV
    • Air Conditioning
    • Washer
    • Patio
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Come and enjoy this two bedroom two bathroom condo style vacation rental located just a short walk to Siesta Key beach. The main living area has an open concept with living room and dining area in the first great room when you enter the unit. There is a full kitchen with breakfast bar opening off...
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    Gulf Gate Branch, Florida 34242
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Gulf Gate Branch
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is for a minimum of 6 month rental only. April - December $2750 monthly Only 8 min. to the #1 Beach in the USA 'Siesta Key Beach'!! Our 'SUPER CLEAN' large 3 bedroom / 2 bathroom condo in a beautiful gated complex. This spacious split plan offers a master bedroom with a walk-in closet,...
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    Gulf Gate Branch, Florida 34238
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Gulf Gate Branch
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Patio
    • Air Conditioning
    • Grill
    • Cable/satellite TV
    • Wi-Fi
    • Washer
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is a one bedroom one bathroom unit furnished with king-size bed in the private bedroom and queen-size sleeper sofa in the living room accommodating up to four persons. The living room is furnished with a 40' flatscreen TV with HD programing. The kitchen is equipped with 4-burner gas range,...
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    Location Information
    Gulf Gate Branch, Florida 34242
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    Casey Key
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Parking
    • Private Garden
    • Wi-Fi
    • Air Conditioning
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Amazing live-aboard opportunity and a fully self-contained houseboat. Very private was all the necessary amenities and many extras. On-site also for availability and use for a small fee are paddle boards, kayaks, bicycles, and an electric car like a golf cart. Gulf of Mexico access across the...
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    Location Information
    Casey Key, Florida 34229
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
    Gulf Gate Branch
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
    • Cable/satellite TV
    • Air Conditioning
    • Patio
    • Waterfront
    • Wi-Fi
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is a two bedroom two bathroom unit furnished with king-size bed in one private bedroom, two twin-size beds in the other private bedroom, and sleeper sofa in the living room accommodating up to 6 persons. There are two bathrooms one with shower only and the other with tub/shower combo. The...
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    Location Information
    Gulf Gate Branch, Florida 34242
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Gulf Gate Estates
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Washer
    • Shared Outdoor Pool (Unheated)
    • Waterfront
    • Air Conditioning
    • Wi-Fi
    • Grill
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Lakeside luxury living at its finest is waiting for you! This 3 bedroom, 2 bathroom villa is located in the prestigious neighborhood - The Hamptons at Palmer Ranch. The villa's hypnotic, private lanai overlooks the beautiful preserve and lake. There are plenty of birds, lush vegetation, and...
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    Gulf Gate Estates, Sarasota 34238
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Gulf Gate Branch
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
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    • Waterfront
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is a three bedroom two bathroom single family home furnished with king-size bed in the private master bedroom with beautiful en-suite bathroom equipped with stall shower. Adjacent is the first guest bedroom furnished with two twin-size beds. The third bedroom with pool view is furnished with...
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    Location Information
    Gulf Gate Branch, Florida 34242
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    Gulf Gate Estates
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Private Garden
    • Air Conditioning
    • Private Outdoor Pool (Heated)
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to paradise near Siesta Key in this 3-bedroom, 2-bathroom gem that comfortably sleeps up to 6. Relax out back in your private pool with attached hot tub and poolside dining. This spacious home boasts 1,300 square-feet of stylish interior upgrades and amenities which include granite...
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    Gulf Gate Estates, Sarasota 34231
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Casey Key
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Central Heating
    • DVD Player
    • Washer
    • Grill
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Recently remodeled,this welcoming home is situated in the perfect and safest location for the best experience you are looking for! Located just 7 minutes away from Casey Key Beach, 12 minutes to Venice Beach and 17 minutes to the beautiful Siesta Key Beach! It is also very close to I-75 and...
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    Location Information
    Casey Key, Florida 34275
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    Vacation Home Close to Beach!1 / 17
    (2)Excellent
    Gulf Gate Branch
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Air Conditioning
    • Private Garden
    • Patio
    • Washer
    • Grill
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 17 August 2018
    I loved my stay at this family-friendly rental. Perfect location - a quick drive to the beach, Siesta Village, and downtown Sarasota! The home had everything we could possibly...
    Reviewed 16 August 2018
    The house was very nice and was in a wonderful location. Everything was provided for a perfect stay. We would love to stay here again in the future!
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    About this property
    This spacious house has all the amenities of home so you'll never want to leave! Just a quick 7-10 minute drive to the beautiful free public beach, 12 minutes to fun Siesta Village, and 20 minutes to St Armand's Circle with tons of shops and restaurants! The Master bedroom has a king-sized bed...
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    Location Information
    Gulf Gate Branch, Florida 34231
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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