Vacation Rentals by Siesta Key Luxury Rental Properties - Stay In Style on Lido Key and Siesta Key Florida!

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Number of Guests

Bedrooms

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Price Range

Amenities
  Air Conditioning
  Dishwasher
  Fireplace
  Grill
  Hot Tub (Private)
  Luxury
  Pets Allowed
  Pool (Private)
  Ski-in/Ski-out
  Washer/Dryer
  Wheelchair Accessible

Activities and Interests
  Beach
  Biking
  Boating
  Canoeing
  Casino
  Corporate and Executive
  Disney
  Family Vacations
  Fishing
  Deep Sea Fishing
  Fly Fishing
  For Sale
  Golfing
  Group and Reunion
  Hang Gliding
  Hiking
  Honeymoon
  Horseback Riding
  Hunting
  Kayaking
  Lake
  LegoLand
  Mountain Biking
  Nightclub and Disco
  Over 55 Community
  Rental Exchange
  Sailing
  Scuba Diving
  Skiing
  State National Parks
  Cross Country Skiing
  Snowmobiling
  Spa
  Specials
  Surfing
  Theatre
  Ultra Luxury
  Wedding
  White Water Rafting
  Wind Surfing
  Wineries and Vineyards


EXAMPLE - Pool and Patio Area with Balconies
$500/night
Home in Siesta Key Florida
8 Beds • 8 Full Baths • Sleeps 25
Siesta Key Luxury Rental Properties

Sunset from the Master Suite Balcony
$500/night
Home in Siesta Key Florida
8 Beds • 5 Full Baths • Sleeps 25
Siesta Key Luxury Rental Properties

Sunset from Master Suite Balcony
$500/night
Home in Siesta Key Florida
8 Beds • 5 Full Baths • Sleeps 25
Siesta Key Luxury Rental Properties

EXAMPLE - Pool Area
$450/night
Home in Siesta Key Florida
8 Beds • 8 Full Baths • Sleeps 24
Siesta Key Luxury Rental Properties

Pool area - awesome
$500/night
Home in Siesta Key Florida
8 Beds • 7 Full Baths • Sleeps 24
Siesta Key Luxury Rental Properties

Recently Remodeled and Absolutely Stunning
$500/night
Home in Siesta Key Florida
8 Beds • 8 Full Baths • Sleeps 22
Siesta Key Luxury Rental Properties

Heated Pool and Spa, Slide, Gratto, and more
$600/night
Home in Siesta Key Florida
8 Beds • 6 Full Baths • Sleeps 22
Siesta Key Luxury Rental Properties

Heated Resort Pool - Slide, Grotto, Swim Up Bar, Jacuzzi
$600/night
Home in Siesta Key Florida
8 Beds • 6 Full Baths • Sleeps 22
Siesta Key Luxury Rental Properties

EXAMPLE - Aerial View of Home
$425/night
Home in Lido Key Florida
7 Beds • 7 Full Baths • Sleeps 25
Siesta Key Luxury Rental Properties

Pool and Seating Area
$450/night
Home in Siesta Key Florida
7 Beds • 6 Full Baths • Sleeps 23
Siesta Key Luxury Rental Properties

Example Photo - Private Heated Pool and Spa
$425/night
Home in Lido Key Florida
7 Beds • 4 Full Baths • Sleeps 21
Siesta Key Luxury Rental Properties

Example Pool
$400/night
Home in Siesta Key Florida
6 Beds • 6 Full Baths • Sleeps 22
Siesta Key Luxury Rental Properties

Covered seating by the pool
$400/night
Home in Siesta Key Florida
6 Beds • 6 Full Baths • Sleeps 18
Siesta Key Luxury Rental Properties

EXAMPLE - Distance to the Beach and Rooftop View
$400/night
Home in Siesta Key Florida
6 Beds • 6 Full Baths • Sleeps 18
Siesta Key Luxury Rental Properties

Pull up your boat and dock right at the house
$400/night
Home in Siesta Key Florida
6 Beds • 5 Full Baths • Sleeps 17
Siesta Key Luxury Rental Properties

Welcome to Paradise!
$375/night
Lido Key Florida
5 Beds • 5 Full Baths • Sleeps 16
Siesta Key Luxury Rental Properties

Stunning 4 Bed with Large Loft. Huge Back Yard Pool Area
$400/night
Home in Siesta Key Florida
5 Beds • 4 Full Baths • Sleeps 16
Siesta Key Luxury Rental Properties

EXAMPLE - Kitchen, Dining, Living Area
$400/night
Home in Siesta Key Florida
5 Beds • 5 Full Baths • Sleeps 14
Siesta Key Luxury Rental Properties

Exterior of Home
$400/night
Home in Siesta Key Florida
4 Beds • 4 Full Baths • Sleeps 12
Siesta Key Luxury Rental Properties

Pool Area and Balcony Area
$179/night
Townhouse in Siesta Key Florida
3 Beds • 3 Full Baths • Sleeps 14
Siesta Key Luxury Rental Properties

Example Private Game Room
$169/night
Townhouse in Siesta Key Florida
3 Beds • 3 Full Baths • Sleeps 14
Siesta Key Luxury Rental Properties

Exterior of the home from the Street
$219/night
Home in Siesta Key Florida
3 Beds • 2 Full Baths • Sleeps 12
Siesta Key Luxury Rental Properties

Front of Home. Fence to Pool Area
$169/night
Home in Siesta Key Florida
3 Beds • 3 Full Baths • Sleeps 10
Siesta Key Luxury Rental Properties

Pool Area
$179/night
Home in Siesta Key Florida
3 Beds • 3 Full Baths • Sleeps 10
Siesta Key Luxury Rental Properties

Beautiful Furnishings and Large Open Floorplan
$219/night
Home in Siesta Key Florida
3 Beds • 3 Full Baths • Sleeps 10
Siesta Key Luxury Rental Properties

Living Room and Sliding Door to Balcony overlooking the Pool
$169/night
Home in Siesta Key Florida
3 Beds • 2 Full Baths • Sleeps 10
Siesta Key Luxury Rental Properties

1/2 Block to the Beach, 1/2 - 1 Block to Siesta Village
$169/night
Home in Siesta Key Florida
3 Beds • 2 Full Baths • Sleeps 10
Siesta Key Luxury Rental Properties

3 Bed. 3 Bath. Sleeps 9 in Beds. 1 Block to Village & Beach
$159/night
Bungalow in Siesta Key Florida
3 Beds • 3 Full Baths • Sleeps 9
Siesta Key Luxury Rental Properties

Exterior - Corner Unit Townhome - Steps to Village
$159/night
Townhouse in Siesta Key Florida
3 Beds • 3 Full Baths • Sleeps 8
Siesta Key Luxury Rental Properties

Quaint Cottage. Sleeps 6. Private Heated Pool
$199/night
Home in Siesta Key Florida
3 Beds • 3 Full Baths • Sleeps 8
Siesta Key Luxury Rental Properties

Front entrance
$139/night
Townhouse in Siesta Key Florida
2 Beds • 2 Full Baths • Sleeps 9
Siesta Key Luxury Rental Properties

Gorgeous Pergula Awning form an Amazing Patio Area
$159/night
Home in Siesta Key Florida
2 Beds • 2 Full Baths • Sleeps 8
Siesta Key Luxury Rental Properties

Huge Private Back Yard
$139/night
Duplex in Siesta Key Florida
2 Beds • 2 Full Baths • Sleeps 8
Siesta Key Luxury Rental Properties

Open floor plan with seating for everyone
$139/night
Duplex in Siesta Key Florida
2 Beds • 2 Full Baths • Sleeps 8
Siesta Key Luxury Rental Properties

Large shared pool area
$139/night
Duplex in Siesta Key Florida
2 Beds • 2 Full Baths • Sleeps 8
Siesta Key Luxury Rental Properties