Vacation Rentals By Owner In Siesta Key, FL

AMAZING views from this 5th floor 2BR/2BA condo overlooking the Beach and the Gulf! Brand New to our Rental Program! Spacious living, dining, lanai and kitchen, all with views of the water! King bed in master bedroom, full view of the water, with glass sliders out to the lanai. Very spacious master bath with large soaking tub (no shower.) Two twin beds in the guest bedroom. Guest bathroom has very gorgeous walk-in shower. Sleeper sofa couch in the living room. Washer and Dryer. Condo sleeps a maximum of 6 total guests. Complimentary wi-fi, phones, cable all included. Come enjoy this wonderful condo and the use of your own private piece of white-sand, award winning, Crescent Beach on Siesta Key!

Chinaberry 456 - 2 Bedroom Condo with Private Beach with lounge chairs & umbrella provided, 2 Poo...

Siesta Key, Florida, United States

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$462.42

Very cheerful, updated and professionally decorated 2 bedroom/2 bathroom, 1400+ sq. ft unit on 4th floor in elevator building. Ceramic tile throughout invites a cool and clean feel. King Bed in Master Bedroom. Two Twins in Guest Bedroom. Maximum of no more than 4 people. Spacious screened-in glass lanai overlooking pool area, lush tropical grounds and beach and gulf! Washer and dryer inside the condo in a laundry room. Complimentary Wi-Fi in unit. Heated Pool, Private Tennis Court, Fitness Center, Clubhouse with Computer, Printer and Wi-Fi, Beach Attendant with complimentary use and set-up of beach loungers and umbrellas 7 days a week! Unit sleeps a maximum of no more than 4 people. Enjoy your vacation in one of the premier units at Midnight Cove, located on the white sands of Crescent Beach!

Chinaberry 443 - 2 Bedroom Condo with Private Beach with lounge chairs & umbrella provided, 2 Poo...

Siesta Key, Florida, United States

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$338.77

Step outside the spacious screened lanai of this ground floor unit to the soft sugary sands of Crescent Beach. It's like having the beach in your own back yard! Ceramic tile floors throughout. Beautifully decorated living room has Flat screen TV & DVD. Kitchen features custom cabinetry, granite countertops and stainless steel appliances. Master bedroom features a king size bed with Flat screen TV and the master bath offers a jacuzzi tub and shower combo. Guest bedroom has Flat screen TV/DVD, twin beds and guest bath offers a shower. Washer/Dryer in unit and comfortably sleeps 4. Complimentary wireless internet in unit.

Firethorn 310 - 2 Bedroom Condo with Private Beach with lounge chairs & umbrella provided, 2 Poo...

Siesta Key, Florida, United States

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$202.02

Just finished a FULL remodel! 2BR/2BA Canal-Front unit that sleeps 4. Spacious living area with brand new 60 Flat Screen TV! Gorgeous new kitchen, fully stocked with glassware, plate ware, utensils, cookware, all new stainless appliances, Keurig single serve coffeemaker. Spacious extended living area with view of boat docks and canal. King bed in master bedroom, with all new carpet. Tub/Shower (with grab bar) in newly remodeled master bathroom. Two Twin beds in guest bedroom. Walk-in shower in all new remodeled guest bathroom. Washer and Dryer in the unit. Bath towels, bed linens and beach towels all included. Cable TV, phones and complimentary Wi-Fi. Nearby heated pool, fitness room and clubhouse with Wi-Fi plus computer and printer. Two tennis courts on property as well as rental office open 6 days a week. Short walk over to our Gulf Side location for access to our World-Famous, Award-Winning, Private, Crystal White-Sand Beach! Complimentary Use and Set-Up of Beach Chairs and Umbrella that are already out on the beach for you 7 days a week!

Firethorn 612 - 2 Bedroom Condo with Private Beach with lounge chairs & umbrella provided, 2 Pool...

Siesta Key, Florida, United States

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Exceptional(3)

$356.63

Great ground floor gulf front 2 bed/2 bath unit. Step out back door of spacious screened lanai that is only steps to pool and the famous white sands of Crescent Beach. Relax on the lanai while enjoying the view of the tropical grounds and beach. Living room offers a leather queen sofa bed, TV/VCR/DVD and laminate wood flooring. Very large kitchen with all supplies. Master bedrooom features a King bed with TV/DVD and Guest bedroom includes two twin beds and TV/DVD. Master bath has newly remodeled step in shower and dual sink vanity. Guest bath has a shower/tub combination. Washer/Dryer inside unit. Accommodations for 6 people.

Chinaberry 415 - 2 Bedroom Condo with Private Beach with lounge chairs & umbrella provided, 2 Poo...

Siesta Key, Florida, United States

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Exceptional(4)

$402.17

!!! NEW PHOTOS COMING SOON !!! Currently under construction while being remodeled, scheduled to be completed on Jan. 30 2019 ---------Only steps to the soft, white, sugary sand! Look at the beautiful beachfront view from this spacious 2-story, 2bed/2.5 bath townhouse overlooking the pristine blue waters of the Gulf of Mexico! Open your living rooms sliders and experience the inviting tropical breeze, the view of the sparkling blue water and pure white sands of Crescent Beach. Watch our famous sunsets from your own private balcony. Enjoy your vacation in this 1800+ sq. ft. unit that offers two master suites. Master bedroom has a king bed with TV/VCR with an open balcony overlooking the Gulf of Mexico. Two sets of bunk beds and a TV in the guest bedroom. A small open balcony between the bedrooms overlooks the tropical grounds and pool area. Free Wi-Fi. The washer/dryer is located near the kitchen and half bathroom. This unit comfortably sleeps six and the entrance is located on the second floor.

Doveplum 121- 2 Story, 2 Bedroom Condo with Private Beach with lounge chairs & umbrella provided,...

Siesta Key, Florida, United States

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$370.74

BEAUTIFUL & NEWLY RE-DECORATED 2 BED/2BATH; over 1400 s.f. located on the first floor. Ceramic tile floors in living areas. Dine al fresco or sip a margarita on the spacious screened lanai at the table or high top bar overlooking the lush tropical grounds, crystal white sands of the beach and aqua blue waters of the Gulf of Mexico. You are only steps to the private beach from your lanai.brThe living room offers a Large flat screen 50 TV. Master bedroom features a king bed and a TV with DVD player. Master bathroom has large step-in shower. Guest bedroom offers 2 NEW DOUBLE beds and a TV. Guest bathroom has step in shower with dual shower heads. Unit comfortably accommodates 6 people. Washer/Dryer. This unit has complimentary WIFI!

Chinaberry 414 - 2 Bedroom Condo with Private Beach with lounge chairs & umbrella provided, 2 Poo...

Siesta Key, Florida, United States

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Exceptional(7)

$382.67

5th floor, 3BR/2BA end unit with beautiful gulf view! King bed in master bedroom, 2 twin beds in guest bedroom, full size bed in 3rd bedroom. Cozy alcove in master bedroom! Spacious screened-in glass lanai overlooking pool area, lush tropical grounds and beach and gulf! Washer and dryer inside the condo in a laundry room. Complimentary Wi-Fi in unit. Heated Pool, Private Tennis Court, Fitness Center, Clubhouse with computer, printer and wi-fi and Full time Beach Attendant with complimentary use and set-up of beach loungers and umbrellas 7 days a week! Unit sleeps 6 people. Enjoy your vacation in one of the premier units at Midnight Cove, located on the white sands of Crescent Beach.

Buttonwood 452 - 3 Bedroom Condo with Private Beach with lounge chairs & umbrella provided, 2 Po...

Siesta Key, Florida, United States

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$338.77

Direct Beach front! Step out your back door to Crescent Beach and the Gulf of Mexico. Updated two bedroom/two bath 1100 s.f. unit w/ceramic tile floors, upgrades in kitchen - granite counter tops, custom cabinetry. Master bedroom has BRAND NEW King bed and guest bedroom has two twin beds. Complimentary High Speed wireless internet access in the unit. Free North American long distance calls from this unit. New flat screen LED TV's in living room & both bedrooms. Unit now has washer and dryer. Complimentary use and set-up of beach loungers, chairs and umbrellas on our private piece of beach along with beach concierge service 7 days a week!

Firethorn 313 - 2 Bedroom Condo with Private Beach with lounge chairs & umbrella provided, 2 Pool...

Siesta Key, Florida, United States

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$263.95

Gorgeous intra coastal waterway view from this fifth floor two bedroom/two bath unit. Tastefully decorated, light and bright. Over 1400+ s.f. with tiled glassed in lanai over looking the tropical gardens, boats and waterway. Only a five minute walk to our private piece of world famous Crescent Beach; well equipped with lounges and umbrellas. Living room features sofa bed, TV, VCR, DVD and CD player. Master bedroom has king bed and TV. Master bathroom offers dual sink vanity and a large walk-in shower with a view of the bay. Guest bedroom has 2 twin beds and TV. Guest bathroom has tub/shower combo. Washer and dryer. Unit accommodates 6. Building has elevator. UNIT NOW HAS WIRELESS INTERNET.

Chinaberry 952 - 2 Bedroom Condo with Private Beach with lounge chairs & umbrella provided, 2 Po...

Siesta Key, Florida, United States

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$263.95

This 2 bedroom, 2 bathroom unit features an amazing view of Sarasota's Inter-Coastal Bay. This unit sleeps a maximum of 4 guests. Enjoy this amazing view while sipping coffee in the morning watching the boats go by or while having dinner out on the screen enclosed lanai. This unit has an open floor plan from the living room to the kitchen. You can enjoy the Bay view from the comfy sofa while also watching your favorite show on a flat screen TV. The large, eat-in kitchen was updated in 2016 and has updated appliances. The guest bedroom has 2 twin beds, closet space for 2 people and a TV. The guest bathroom has a tub/shower. There is a washer and dryer in the unit for your personal use. The master bedroom has a King size bed, flat screen TV, large walk-in closet space and a view of the Bay. The master bathroom has a walk in shower and updated vanities with his & hers sinks. Only a few minutes' walk to pool, tennis courts, and our private white sand beach; equipped with chairs & umbrellas. Complimentary Cable TV, phone service and Wi-Fi in unit. 2 Heated Pools, 2 Lighted, Private Tennis Courts, BRAND NEW Fitness Center, Newly Remodeled Clubhouse with Computer, Printer and Wi-Fi, Beach Attendant with complimentary use and set-up of beach loungers and umbrellas 7 days a week! Enjoy your vacation in one of the premier units at Midnight Cove!

Chinaberry 922 - 2 Bedroom Condo with Private Beach with lounge chairs & umbrella provided, 2 Poo...

Siesta Key, Florida, United States

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$382.67

**** 7 Night Minimum from Saturday to Saturday ONLY!**** Spacious 1600+ sq. ft. 3/2 ground floor unit. Step out lanai and back door to pool and beach! New flat screen tv's in living room and all bedrooms, king bed in master bedroom. Step-in shower/roman tub in master bath. First guest bedroom has queen bed and twin bed, guest bath has a tub/shower combination. 3rd bedroom off kitchen has full bed. WIFI in unit and complimentary continental US phone calls. Partial gulf view from living room, master and lanai. Washer & Dryer. Heated Pool, Private Tennis Court, Fitness Center, Clubhouse with Computer, Printer and Wi-Fi, Beach Attendant with complimentary use and set-up of beach loungers and umbrellas 7 days a week! Enjoy your vacation in one of the premier units at Midnight Cove, located on the white sands of Crescent Beach!

Buttonwood 417 - 3 Bedroom Condo with Private Beach with lounge chairs & umbrella provided, 2 Poo...

Siesta Key, Florida, United States

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Exceptional(3)

$290.7

NEW to the Rental Program! 2BR/2.5BA Two-Level Town home with over 1700 sq. ft. of living space that boasts serene canal views from each level. Only a short 5-minute walk to and from Crescent Beach. Fully remodeled lower level including porcelain floor tiles that will keep you cool in the hot Florida sun and an updated kitchen complete with stainless steel appliances. Sleeps 6 with a King Bed in the master bedroom, two twins in the guest bedroom, and a sleeper sofa in the living area. Complete with Washer/Dryer, Cable, and Complimentary Wi-Fi. 2 Heated Pools, 2 Private Tennis Court, New Fitness Center, Clubhouse with computer, Printer and Wi-Fi and Full-time Beach Attendant with complimentary use and set-up of beach loungers and umbrellas 7 days a week! Enjoy your vacation in a wonderful unit at Midnight Cove, with full use of our private white sand part of Crescent Beach!

Doveplum 724- 2 Story, 2 Bedroom Condo with Private Beach with lounge chairs & umbrella provided,...

Siesta Key, Florida, United States

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$255.6

Brand New to Rental Program! Recently refurnished and re-decorated! Ground-level, bay front, 2BR/2BA that sleeps 6. Full Water & Bay Views! King Bed in Master, 2 Doubles in the Guest Bedroom. Large walk in Shower in Master Bath with dual-sink counter top. Walk-in shower in Guest Bathroom in the hallway. Glass and Screened Lanai perfect for relaxing and watching the birds and boats go by! Nice, spacious, bright and cheery open-plan living and dining area and very roomy fully furnished kitchen! There is a washer and dryer right inside the condo in a utility room across from the guest bathroom. Phone, cable and wi-fi is included. There is a bbq/grilling area with picnic tables near this building and a peaceful little sitting area directly on the bay! 2 Pools and 2 private tennis courts on property as well. And you can walk just about 5 minutes to our private piece of award-winning white-sand Crescent Beach where there is complimentary set-up and use of the property's beach chairs and umbrellas. This is truly a piece of paradise waiting for you and you'll never want to leave! ....Call office for info 941-349-3004!

Chinaberry 913 - 2 Bedroom Condo with Private Beach with lounge chairs & umbrella provided, 2 Poo...

Siesta Key, Florida, United States

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$594.22

New to the Rental Program! Beach Side, Gulf View, 2 Level 2BR/2.5BA Townhome. Views of the pool and beach from this unit! Completely remodeled living room and gorgeous kitchen on the main 2nd floor level! Gorgeous living and dining areas each with their own flat screen TV's. Half Bath off Kitchen. Breezy glass/screen enclosed lanai off living area. Both bedrooms are upstairs on the top level. King bed in master bedroom. Beautiful views of the pool and beach from the open-air, walk-out master balcony. Walk-in shower in master bathroom. Queed and Twin bed in guest bedroom. Tub/Shower in guest bathroom. Washer and dryer between the two bedrooms. Tv's in every room, phones and complimentary wi-fi. Sleeps a total of 5.brCall now to book! 941-349-3004

Doveplum 221- 2 Story, 2 Bedroom Condo with Private Beach with lounge chairs & umbrella provided,...

Siesta Key, Florida, United States

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$356.63

ENJOY YOUR BEACH VACATION in this fabulous first floor 1400+ s.f. unit. Step out from the spacious screened lanai to the beautiful tropical grounds, pool and world famous white sugary sands of Crescent Beach! Ceramic tile spread throughout living areas and Island style decor. Living room offers a leather sofa bed and leather loveseat, flat panel TV, VCR, & DVD. The master bedroom has king size bed with a TV/DVD/VCR and the remodeled master bath has a large step in shower and dual sink vanity. Guest bedroom features two twin beds, TV, VCR, & DVD. Guest bath has tub/shower combo with glass doors. Unit provides a washer and dryer and comfortably sleeps 6. COMPLIMENTARY WIRELESS INTERNET INCLUDED!

Chinaberry 416 - 2 Bedroom Condo with Private Beach with lounge chairs & umbrella provided, 2 Poo...

Siesta Key, Florida, United States

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Exceptional(7)

$1236.56

Enjoy your vacation in this beautifully decorated beachfront three story, 4 bedroom/3.5 bath townhouse! The sparkling blue waters and white sands of Crescent Beach is just steps away. The first floor has a full size living room with two bedrooms: one with a queen bed and the other with a Queen over Queen Bunk set; also a full size bathroom with a walk-in shower is outside between the two rooms. Walk up the stairs to a spacious kitchen, dining room and another living room with a TV. A half bath and washer/dryer is adjacent to the kitchen. The third floor offers a pool view master suite with a king bed, a full size bathroom with tub/shower combo. Step out the sliding doors of the other master suite to your own private balcony to view the fabulous stretch of beach along the Siesta coastline. This bedroom has a queen bed and a full bath with a shower. Comfortably sleeps 8 maximum guests. Wi-fi, phone and cable all included.

Doveplum 112- 3 Story, 4 Bedroom Condo with Private Beach with lounge chairs & umbrella provided,...

Siesta Key, Florida, United States

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Exceptional(4)

$382.67

3BR Unit with over 1800 sq. ft of living space! Unique kitchen layout optimizes gulf viewing and includes stainless steel appliances, granite counter tops, new cabinets, and a Keurig coffee maker. New flat screen tv's throughout and wireless internet. Fabulous 180 degree view of the white sands of Crescent Beach and the aqua blue waters of the Gulf of Mexico. Newly furnished & updated 6th floor 3 bed/2bath corner unit. Master bedroom has spectacular gulf views, king size bed, flat screen tv and remodeled bathroom including large walk-in shower and quartz counter tops. Guest bath is updated with new walk-in shower, vessel sink, and quartz counter tops. First guest bedroom has king bed and includes a flat screen tv. The bed can be used as a king or 2 twin layout. The second guest bedroom features a twin over double bunk bed and flat screen television. There is a DVD player in living area. Complimentary High-Speed WiFi, DVR's in every room and Sports Package on cable including NFL Network! New high efficiency washer/dryer (must use HE detergent.) This is a 6th floor unit in a 7 story building with an elevator. Comfortably sleeps 6. This unit has a 2 week minimum during for all of March, June through mid August.

Buttonwood 467 - 3 Bedroom Condo with Private Beach with lounge chairs & umbrella provided, 2 Poo...

Siesta Key, Florida, United States

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$424.71