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Holiday Rentals in Sarasota, FL

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    Travellers to Sarasota are booking December dates now. Secure your holiday rental today, and have the perfect trip.
    1 / 12
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    4 of 5 stars (1) Very good
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    About this property
    Adorable Luxury Cottage on Gulf front Estate, nestled among Oaks & Palms. Tongue and groove wood cathedral ceiling, white wood floors, wains-coat, tile bathroom, washer, dryer and dishwasher. Large sliding glass doors to enjoy a view of gardens & ponds. Located on two beautiful landscaped acres... View all property information
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    Sarasota, Southwest Gulf Coast 34242
    1 / 15
    4 of 5 stars (1) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    Completely remodeled home within 5 miles of world famous Siesta Key beach. The home boasts 3 large bedrooms and 2 full bathrooms, along with a beautiful open kitchen/dining/living room area with a screened lanai and a patio. 1 Bedroom - 1 King Bed 1 Bedroom - 1 Queen Bed and 1 Futon 1 Bedroom -... View all property information
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    Sarasota, Southwest Gulf Coast 34231
    1 / 16
    4.5 of 5 stars (12) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Freshly Painted and Ready for Relaxation!!! This Gulf Side unit is very soothing with it's soft, sage green walls and tile throughout the common areas and beige carpet in both bedrooms. The sleeping amenities are a King and 2 Twin size beds, plus a sofa sleeper. New mattresses and bedroom furniture... View all property information
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    Sarasota, Southwest Gulf Coast 34242
    1 / 11
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Relax in a traditionally furnished Floridian style home. Our villa can accommodate up to six people, 2 King's and 1 Couch that unfolds into a bed. The living room has a TV with a basic cable. There is free WiFi internet connection for all guests. The dining room table seats 6 adjoining the open... View all property information
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    Sarasota, Southwest Gulf Coast 34232
    1 / 16
    1 of 5 stars (1) Terrible
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    About this property
    Voted best Outsider Architecture in 2013 by Sarasota Magazine and called “the most picturesque building in town.” Get swept away by old Sarasota while enjoying our location at the heart of the newest restaurants, galleries, theatres, and shops Sarasota’s art and business districts have to offer.... View all property information
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    Sarasota, Southwest Gulf Coast 34236
    1 / 25
    Lido Key
    5 Bedrooms, 6 Bathrooms, Sleeps 10 | Quick View
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    About this property
    TWO MONTHS MINIMUM. You will enjoy this 6 bedrooms, 5 and half bathrooms over 6,600 square feet residence that is part of a luxury neighborhood. Offering plenty of luxury spaces, with 3 larges kind size beds, 2 queen size beds, and 2 twin beds, large and fully equipped kitchen, a separate dining... View all property information
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    Lido Key, Sarasota 34236
    1 / 26
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    When we travel over 1,000 miles from our home in Kansas City to enjoy a beach vacation we're not interested in being steps from the beach, across from the beach, or having what is often euphemistically advertised as, “a view of the beach.” In our opinion, it simply makes no sense to stop 1,000... View all property information
    Location Information
    Sarasota, Southwest Gulf Coast 34242
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    1 / 15
    2 Bedrooms, 3 Bathrooms, Sleeps 4 | Quick View
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    **CALENDAR IS KEPT UP-TO-DATE!** You will have no excuse not to relax when you walk-out onto the lanai and watch the boats and dolphins go by. Walk down the steps to the fishing pier, grills, and lush green gardens to soak up the fresh air. Bay Oaks is located on the InterCoastal Waterway with... View all property information
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    Sarasota, Southwest Gulf Coast 34242
    1 / 7
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Location: fabulous central location, minutes to Southgate Mall, hospitals, Siesta Key Beach, Lido Beach, downtown Sarasota, world famous St. Armand’s Circle. One bedroom featuring a king size bed with fresh linens; one bedroom has 2 twin beds or you can make it into a king bed. Cable TV, DVD... View all property information
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    Sarasota, Southwest Gulf Coast 34239
    1 / 19
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    SARASOTA FLORIDA GATED COMMUNITY OF VILLAGIO, BEAUTIFUL 3/2 CONDOMINIUM... Professional on site management and security with many amenities. This is one of very few 3 bedrooms 2 bath units with 1,247 total square feet and covered parking. This is a second story (about 18 steps) corner unit, with... View all property information
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    Sarasota, Southwest Gulf Coast 34237
    1 / 6
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    3 BEDROOM/3 BATH OCEANFRONT VILLA AT THE BEAUTIFUL HYATT SIESTA KEY RESORT AVAILABLE SEPTEMBER 6 - SEPTEMBER 10 (4 NIGHTS) $1200 FREE PARKING AND CONTINENTAL BREAKFAST INCLUDED This beachfront condo hotel is 3.9 miles from the Country Club of Sarasota and 6.2 miles from I-75. Upscale 2-bedroom... View all property information
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    Sarasota, Southwest Gulf Coast 34242
    1 / 18
    5 of 5 stars (22) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Newly renovated throughout this 4th Floor Gulf Side unit boasts beautiful designer tile flooring in the common areas, Beige Berber carpet in the bedrooms, and light beige walls with white skip trowel ceilings and crown moldings. Fully equipped kitchen has new light maple cabinetry, appliances,... View all property information
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    Sarasota, Southwest Gulf Coast 34242
    1 / 21
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    Our Remodeled Pool House accommodate 8 people. The living room has a TV with plenty of channels. There is free Wi-Fi internet connection for all guests. The dining room table seats 6 adjoining the open plan kitchen. The kitchen is fitted with an oven, dishwasher, large fridge/freezer, ice-maker,... View all property information
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    Sarasota, Southwest Gulf Coast 34232
    1 / 21
    Lido Key
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    This newly remodeled villa will delight you with it's contemporary charm and pristine interior. Featuring a master bedroom with king-sized bed and a loft bedroom with queen bed, it has two full baths, a deluxe kitchen and high-end furnishings throughout. Among Lido Key’s premier vacation rentals... View all property information
    Location Information
    Lido Key, Sarasota 34236
    1 / 9
    5 of 5 stars (1) Excellent
    Studio, 1 Bathroom, Sleeps 2 | Quick View
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    In the beautiful Sarasota, Deed restricted 55 plus community in a beautiful Manufactured Estates park.Offers swimming pool,Jacuzzi,Gym room,shuffle board,club house.Close to shopping,dinning,and the new university mall,/ beach This beautiful studio apartment is spaciest,lots of natural light,high... View all property information
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    Sarasota, Southwest Gulf Coast 34234
    1 / 7
    2 Bedrooms, 2 Bathrooms, Sleeps 3 | Quick View
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    About this property
    Private home available while owner is traveling for business. Minutes away from Siesta Key, walking to shopping and restaurants. Home includes grill and hammock in very private garden style back yard with orange, lemon and grapefruit trees, ferns and flowers. Carport with room for one and extra... View all property information
    Location Information
    Sarasota, Southwest Gulf Coast 34239
    1 / 10
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    This 2 bedroom, 2 bathroom 2nd floor loft has just undergone a fresh remodel, and is ready to make your vacation complete. The location cannot be beat by any other rental in the surrounding area. You are literally across the street from the Towles Court Artist Colony, which features classic style... View all property information
    Location Information
    Sarasota, Southwest Gulf Coast 34236
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    1 / 17
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Centrally located 5min from Downtown, 15min to Lido Beach, 25min to Siesta Key Beach, 40min Anna Maria Island. We are 5min to Ringling Museum, Classic Cars Museum, Whimsical Museum, Jungle Gardens, Miniature Golf and Sarasota Air Port. 10min to Selby Gardens and so many Restaurants located... View all property information
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    Sarasota, Southwest Gulf Coast 34234
    1 / 19
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    An air conditioned 3 bedroom/2 bathroom villa with private solar heated pool. The villa is conveniently located in a residential area, close to all amenities including stunning beaches, golf courses, restaurants and shopping malls. Fully equipped kitchen and dining room. Quiet lounge with large... View all property information
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    Sarasota, Southwest Gulf Coast 34232
    1 / 8
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    Great Location next to Southgate Mall. Walk to new Cinemabistro; Publix, all shopping; 10 minutes to World famous Siesta Beach; fenced private yard for your dog. House is charming, and fully equipped. House has Washer, dryer, family room, grill for cooking, nice outside patio; local community... View all property information
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    Sarasota, Southwest Gulf Coast 34239
    1 / 66
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    Recently updated 2 bdr 2 bth 1,350 sq ft Gulf side condominium on Siesta Key. Located on ground floor overlooking a private landscaped pond with a full glass enclosed lanai, 3 minute walk to beach side pool and private white sands of beautiful Crescent Beach (designated #1 beach in the US.) Newly... View all property information
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    Sarasota, Southwest Gulf Coast 34242
    1 / 12
    4.5 of 5 stars (17) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    This Gulf View unit was recently renovated and has recently added a new sofa and chair. There is tile throughout and new carpet in the bedrooms. The decor gives you that fun Nantucket feel with stripes and plaids. This unit has a King and 2 Twin size beds . Enjoy a TV in the living room and both... View all property information
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    Sarasota, Southwest Gulf Coast 34242
    1 / 14
    4.5 of 5 stars (12) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    Feel right at home in this Gulf view second from the front unit, just steps away from the pool, tennis court, grill area and the beautiful white crystal sand of Crescent Beach. The fully equipped Kitchen and entry is newly renovated with light maple cabinets, granite counter tops, ceramic tile and... View all property information
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    Sarasota, Southwest Gulf Coast 34242
    1 / 11
    2 Bedrooms, 4 Bathrooms, Sleeps 4 | Quick View
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    About this property
    2 bed with a den 2 bath very private yard fenced in 1780 square feet of living space in a great location of Sarasota, Fl. 34243. Close to beaches, airport, and shopping at the new UTC mall in Sarasota. Very clean home with a open floor plan. The garage is not included in this home. Downtown... View all property information
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    Sarasota, Southwest Gulf Coast 34243
    1 / 8
    4.5 of 5 stars (21) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    All NEW! Totally renovated from ceiling to tile floor and everything in between! Sunny yellow fresh skip trowel walls show off the new white, blue & green furniture. Fully equipped Kitchen jazzed with all new appliances, beautiful white seamless counters & sink~accented with an adorable tiled... View all property information
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    Sarasota, Southwest Gulf Coast 34242
    1 / 8
    5 of 5 stars (9) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    This newly renovated two bedroom/two bath condo accommodates four comfortably and offers tropical décor and tile throughout. Once inside you will find a fully equipped kitchen with updated appliances and a separate laundry area. The living room/dining room combination offers a dinette for four,... View all property information
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    Sarasota, Southwest Gulf Coast 34242
    1 / 13
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Welcome to our beautiful 1700 sq. ft home in Rotonda West, a deeded community that is security patrolled. If you're looking for a place to unwind, stretch out and relax, you have found the perfect spot! Our home is a short 1 hour drive from Fort Myers Airport or half hour drive from Punta Gorda... View all property information
    Location Information
    Sarasota, Southwest Gulf Coast 33947
    1 / 10
    5 of 5 stars (11) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    This beautiful unit was renovated in September 2010. There is porcelain tile in the common areas, living room, dining room, kitchen and hallway. All countertops are done in granite. Both showers are tiled to the ceiling, have corner shelves, and have frameless doors with grab bars. The master... View all property information
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    Sarasota, Southwest Gulf Coast 34242
    1 / 14
    4.5 of 5 stars (10) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    This newly renovated Gulf View unit has tile throughout the common areas and carpet in both bedrooms. New in 2015 both bathrooms and the kitchen were updated with granite counter tops and cabinets. Enjoy new flat panel televisions in both bedrooms, as well as living room that includes DVD player... View all property information
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    Sarasota, Southwest Gulf Coast 34242
    1 / 28
    4 of 5 stars (1) Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    Great private cozy apartment with a nice outdoor terrace / bbq area Located in a quiet family neighborhood just minutes to shopping, dining, golf courses and of course the #1 Beach in the USA along with multiple other beautiful beaches including Lido Key, Casey Key, Turtle Beach and more. This is... View all property information
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    Sarasota, Southwest Gulf Coast 34232
    1 / 18
    4.5 of 5 stars (12) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    This Gulf Side unit has beige carpet throughout and is decorated with light shades of aqua, yellow and tan. This unit sleeps 6 by offering a King and 2 Twin size beds, and a new sleeper sofa. Enjoy TV's in the living room and both bedrooms, while the living room has a VCR, DVD and CD player.... View all property information
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    Sarasota, Southwest Gulf Coast 34242
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    2 BR/2 BA condo, newly renovated with walkout to inter-coastal waterway for fishing and daytime boating. Short walk across Stickney Point Bridge to beautiful Crescent Beach(adjacent to Siesta Key Beach) All stainless steel appliances with granite counter tops. Lanai with sliders out to water.... View all property information
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    Sarasota, Southwest Gulf Coast 34231
    1 / 9
    4.5 of 5 stars (23) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    Contemporary and stylish Unit 210 provides the utmost in an island retreat. Relax and enjoy fabulous views of the powdery white sands of Crescent beach from the living room or the private lanai. New photography from Modern Editions and a driftwood dining table with cream leather chairs add to the... View all property information
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    Sarasota, Southwest Gulf Coast 34242
    1 / 8
    4.5 of 5 stars (18) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    This Gulf View unit has tile throughout all common areas and blue carpet in the bedrooms. The color scheme is shades of blue and ivory. There are TV's in the living room and both bedrooms, VCR and DVD in the living room and also a CD player. This unit accomodates 4 with a King and 2 Twin size... View all property information
    Location Information
    Sarasota, Southwest Gulf Coast 34242
    1 / 16
    3 Bedrooms, 1 Bathroom, Sleeps 8 | Quick View
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    • Grill
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Located in a quiet family neighborhood just minutes to shopping, dining, golf courses and of course the #1 Beach in the USA along with multiple other beautiful beaches including Lido Key, Casey Key, Turtle Beach and more. This is a 1100 square foot three bedroom apartment has one queen bed, one... View all property information
    Location Information
    Sarasota, Southwest Gulf Coast 34234
    1 / 13
    5 of 5 stars (4) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • DVD Player
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    • Pet-friendly
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    About this property
    This newly renovated two bedroom/two bath condo accommodates four comfortably and offers a luxurious European flare throughout. Once inside you will find a fully equipped kitchen with updated stainless steel appliances and a separate laundry area. The living room/dining room combination offers a... View all property information
    Location Information
    Sarasota, Southwest Gulf Coast 34242
    1 / 17
    5 of 5 stars (15) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Balcony
    • Patio
    • Air Conditioning
    • DVD Player
    • Satellite TV
    • Internet Access
    • Parking
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    This may be the most updated apartment on Siesta Key! Newly remodeled one-bedroom, one bath ground-floor apartment with ceramic tile and enclosed backyard/garden for lounging and barbecuing. New cabinets and granite counter tops were installed in the kitchen in 2016 along with new ceramic top... View all property information
    Location Information
    Sarasota, Southwest Gulf Coast 34242
    1 / 13
    4.5 of 5 stars (2) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Shared Outdoor Pool...
    • Satellite TV
    • Internet Access
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Wow... take a look at this lovely 2 bedroom 2 bath condo located on the second floor of Pinebrook Hollow in the Meadows. Nicely furnished. Tile throughout. Updated kitchen. Master bedroom has ensuite bath, sitting chair and small flat screen TV. Living room has a flat screen tv as well. Guest... View all property information
    Location Information
    Sarasota, Southwest Gulf Coast 34235
    1 / 9
    4 of 5 stars (9) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Parking
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    • Pet-friendly
    • Child-friendly
    • ?
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    • ?
    About this property
    This freshly painted Gulf Side unit has new berber carpet throughout the common areas and bedrooms, white wicker furniture in both bedrooms with calming peaches and blues. When you need a break from the sun relax on the new leather livingroom furniture, and enjoy the new 42 inch, flat panel LCD TV... View all property information
    Location Information
    Sarasota, Southwest Gulf Coast 34242
    1 / 10
    4 of 5 stars (18) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • DVD Player
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    • Pet-friendly
    • Child-friendly
    • ?
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    • Smoking allowed
    • ?
    About this property
    This newly renovated Gulf View unit newly installed stainless steel appliances in the kitchen with granite counter tops and new cabinetry, new tile throughout all the common areas, and newly installed carpet in both bedrooms. The guest bedroom has a double and twin bed, and the master has a king... View all property information
    Location Information
    Sarasota, Southwest Gulf Coast 34242
    1 / 13
    4.5 of 5 stars (14) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Air Conditioning
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    • Pet-friendly
    • Child-friendly
    • ?
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    • Smoking allowed
    • ?
    About this property
    This Gulf Side unit has new installed tile inthe common areas, with carpet in both bedrooms and boasts a tropical theme throughout with the right use of color. This unit also offers a new 37" High-Def Flat Screen T. V., and DVD Player in the living room, as well as, T.V.'s in both bedrooms and... View all property information
    Location Information
    Sarasota, Southwest Gulf Coast 34242
    1 / 8
    5 of 5 stars (5) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Parking
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    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    This newly renovated Floridian condo boasts a Key West theme throughout. The kitchen, living room and both bathrooms are tiled while the 2 bedrooms are carpeted. The bathrooms and fully equipped kitchen have new cabinets with granite countertops. The living room has new furniture with a flat screen... View all property information
    Location Information
    Sarasota, Southwest Gulf Coast 34242
    1 / 7
    1 Bedroom, 2 Bathrooms, Sleeps 2 | Quick View
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    • Balcony
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    • Air Conditioning
    • Wi-Fi
    • DVD Player
    • Washer
    • Terrace
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    About this property
    This unit is in the luxurious Palm Aire community just off university Parkway in Sarasota. It overlooks a lake and a golf Course. Just recently upgraded with new furniture and bedding. It is about 3 mile from downtown and also from the beaches. 100 yards from heated pool. Many top rated golf... View all property information
    Location Information
    Sarasota, Southwest Gulf Coast 34243
    1 / 19
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Private Outdoor...
    • Air Conditioning
    • Satellite TV
    • Internet Access
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Great upstairs unit in the Meadows overlooking the pool. Eat in kitchen as well as a formal dining area. Tropical inspired decor. Both bedrooms have their own bath. Guest bedroom has a beach themed decor. Intenet is included. Enjoy the heated community pool, 20 miles of walking trails, or a round... View all property information
    Location Information
    Sarasota, Southwest Gulf Coast 34235
    1 / 10
    4.5 of 5 stars (18) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    Amenities & Details
    • Parking
    • DVD Player
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    This newly renovated Gulf View unit has new stainless steel appliances in the kitchen with granite counter tops, new tile throughout all the common areas, and newly installed carpet in both bedrooms. The unit offers a new King size bed in the master bedroom and two Twin size beds in the guest... View all property information
    Location Information
    Sarasota, Southwest Gulf Coast 34242
    1 / 9
    4.5 of 5 stars (10) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Amenities & Details
    • DVD Player
    • Parking
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Enter your own tropical paradise when entering this Gulf Side unit! The beautiful hand painted mural on the liviing room wall gives you the essence of being swept away. This unit has tile in all common areas and beige carpeting in both bedrooms. With a King, 2 Twin size beds and a sleeper sofa it... View all property information
    Location Information
    Sarasota, Southwest Gulf Coast 34242
    1 / 8
    4.5 of 5 stars (12) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    Amenities & Details
    • Parking
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    This freshly painted Gulf View unit has carpet in the living room and both bedrooms. Neutral tile finishes off the foyer, as well as the newly renovated kitchen and bathrooms. This unit offers a King and two Twin size beds, plus dinette seating for 4. In the living room enjoy the new LCD Flat... View all property information
    Location Information
    Sarasota, Southwest Gulf Coast 34242