1+ Vacation Rentals Near Crooked Creek |
  1. USA
  2. Florida
  3. Sarasota
  4. Crooked Creek

Wyknot Cabin - Vacation Rentals in Crooked Creek

Cosy log cabin close to Downtown and Beaches From US $85
         

2.9 (14 Reviews)
Cabin
Cosy log cabin close to Downtown and Beaches
  • Air Conditioner
  • Pet Friendly
  • Balcony/Terrace

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Luxury Places to Stay in Crooked Creek

Over 5993+ Luxury Places to Stay in or Near Crooked Creek
New-Sabal Estate–2 Homes–Pools–Rooftops–Sleeps 41 From US $7,107
         

New
House
New-Sabal Estate–2 Homes–Pools–Rooftops–Sleeps 41
  • Pet Friendly
  • View
  • Ocean View

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New–2 Homes–Big Waterslide–Sport Court–Sleeps 37 From US $6,736
         

New
House
New–2 Homes–Big Waterslide–Sport Court–Sleeps 37
  • Air Conditioner
  • Parking
  • Pet Friendly

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Salty Sun Sets Estate From US $6,447
         

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New
House
Salty Sun Sets Estate
  • Air Conditioner
  • Parking
  • Pet Friendly

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New-Vacationers Paradise-2 Luxury Homes-Sleeps 36 From US $6,117
         

10.0 (1 Review)
House
New-Vacationers Paradise-2 Luxury Homes-Sleeps 36
  • Air Conditioner
  • Parking
  • Pet Friendly

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Shaker of Salt From US $5,381
         

New
House
Shaker of Salt
  • Air Conditioner
  • Parking
  • Pet Friendly

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Crescent Rocks Estate From US $5,107
         

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New
House
Crescent Rocks Estate
  • Air Conditioner
  • Parking
  • Pet Friendly

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Siesta Key Estate From US $4,710
         

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New
House
Siesta Key Estate
  • Air Conditioner
  • Parking
  • Pet Friendly

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Siesta Key Coastal Getaway - Steps to the Beach From US $4,411
         

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New
House
Siesta Key Coastal Getaway - Steps to the Beach
  • Air Conditioner
  • Parking
  • Pet Friendly

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Top-Rated Vacation Rentals with a Pool in Crooked Creek

Over 4266+ Top-Rated Vacation Rentals with a Pool in or Near Crooked Creek
Carlisle Inn From US $192
         

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10.0 (2124 Reviews)
Hotel
Carlisle Inn
  • Air Conditioner
  • Parking
  • Pool

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Immaculate, 3 bedroom, 2 bath Close to Siesta Beach, with HEATED POOL From US $259
         

10.0 (276 Reviews)
House
Immaculate, 3 bedroom, 2 bath Close to Siesta Beach, with HEATED POOL
  • Air Conditioner
  • Parking
  • Pool

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A Bayside Treasure - Outstanding Waterfront Views! From US $255
         

10.0 (208 Reviews)
Condo
A Bayside Treasure - Outstanding Waterfront Views!
  • Air Conditioner
  • Parking
  • Pool

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On Siesta Key Beach, View, pool, 2 Bed 2 Ba, plus pull out Queen, From US $349
         

10.0 (185 Reviews)
Condo
On Siesta Key Beach, View, pool, 2 Bed 2 Ba, plus pull out Queen,
  • Air Conditioner
  • Parking
  • Pool

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Siesta Key GULF SIDE~#100 - Peaceful Private Condo, 3 Pools, Jamaica Royale From US $365
         

10.0 (171 Reviews)
Condo
Siesta Key GULF SIDE~#100 - Peaceful Private Condo, 3 Pools, Jamaica Royale
  • Air Conditioner
  • Parking
  • Pool

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🦩Book Me Baby! Bayview Beauty at Siesta Key 🦩 From US $342
         

10.0 (171 Reviews)
Condo
🦩Book Me Baby! Bayview Beauty at Siesta Key 🦩
  • Air Conditioner
  • Parking
  • Pool

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Spacious Penthouse Suite,3 Bed, 3 Bath, On Beach, Great Views, 2/28-3/14 Avail From US $690
         

10.0 (170 Reviews)
Condo
Spacious Penthouse Suite,3 Bed, 3 Bath, On Beach, Great Views, 2/28-3/14 Avail
  • Air Conditioner
  • Parking
  • Pool

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Steps to 2025 #1 rated Beach in USA Spacious2+2Condo,pool,garageTranquil Setting From US $248
         

10.0 (161 Reviews)
Condo
Steps to 2025 #1 rated Beach in USA Spacious2+2Condo,pool,garageTranquil Setting
  • Air Conditioner
  • Parking
  • Pool

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Pet-Friendly Vacation Rentals in Crooked Creek

Over 1206+ Pet-Friendly Vacation Rentals in or Near Crooked Creek
1 mile to Siesta! Early Bird Special! Low Wkly Rates! Pool & Spa! Fast Internet. From US $499
         

9.6 (121 Reviews)
House
1 mile to Siesta! Early Bird Special! Low Wkly Rates! Pool & Spa! Fast Internet.
  • Air Conditioner
  • Parking
  • Pet Friendly

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Cozy house. Only 10 minutes from the Siesta Key From US $299
         

8.8 (5 Reviews)
House
Cozy house. Only 10 minutes from the Siesta Key
  • Air Conditioner
  • Parking
  • Pet Friendly

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Hidden Paradise by Beachside Management From US $368
         

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10.0 (2 Reviews)
Condo
Hidden Paradise by Beachside Management
  • Air Conditioner
  • Pet Friendly
  • Pool

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Midcentury Modern 3 BR - With Pool in Sarasota, Close to Beaches! # VR25-00134 From US $354
         

9.8 (127 Reviews)
House
Midcentury Modern 3 BR - With Pool in Sarasota, Close to Beaches! # VR25-00134
  • Air Conditioner
  • Parking
  • Pet Friendly

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Arlington Park Amazing Location Pet Friendly 2 Master Suites Home From US $242
         

9.6 (72 Reviews)
House
Arlington Park Amazing Location Pet Friendly 2 Master Suites Home
  • Air Conditioner
  • Parking
  • Pet Friendly

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Red Lifeguard Stand - pet freindly From US $206
         

9.6 (24 Reviews)
Apartment
Red Lifeguard Stand - pet freindly
  • Air Conditioner
  • Pet Friendly
  • TV

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Siesta Key 2B 2 bath with Heated Pool! Sleeps 6 ! Relaxation & Sunshine! From US $217
         

9.4 (113 Reviews)
House
Siesta Key 2B 2 bath with Heated Pool! Sleeps 6 ! Relaxation & Sunshine!
  • Air Conditioner
  • Parking
  • Pet Friendly

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Stunning Fully Remodeled House with Heated Pool! 30%OFF From US $210
         

9.2 (57 Reviews)
House
Stunning Fully Remodeled House with Heated Pool! 30%OFF
  • Air Conditioner
  • Parking
  • Pet Friendly

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Large Vacation Homes & Villas in Crooked Creek

Over 835+ Large Vacation Homes & Villas in or Near Crooked Creek
Topsail Cottage | Luxury Home on Siesta Key w/Heated Pool & Rooftop View of Gulf, Walk to Beach! From US $943
         

9.8 (41 Reviews)
House
Topsail Cottage | Luxury Home on Siesta Key w/Heated Pool & Rooftop View of Gulf, Walk to Beach!
  • Air Conditioner
  • Parking
  • Pool

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Island House Beach Resort 1 From US $324
         

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10.0 (1 Review)
Villa
Island House Beach Resort 1
  • Air Conditioner
  • Pool
  • Child Friendly

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Island House Beach Resort V18 by RedAwning From US $261
         

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New
Villa
Island House Beach Resort V18 by RedAwning
  • Air Conditioner
  • Pool
  • Security/Safety

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Crescent Cottage | Pet Friendly w/Private Pool, Lounging Area, Short Walk to Crescent Beach From US $1,179
         

9.6 (63 Reviews)
House
Crescent Cottage | Pet Friendly w/Private Pool, Lounging Area, Short Walk to Crescent Beach
  • Air Conditioner
  • Parking
  • Pet Friendly

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Casita Morning Star | Pet Friendly Home on Siesta Key, Heated Pool, Walk to Beach & South Village! From US $795
         

9.2 (19 Reviews)
House
Casita Morning Star | Pet Friendly Home on Siesta Key, Heated Pool, Walk to Beach & South Village!
  • Air Conditioner
  • Parking
  • Pet Friendly

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Island House Beach Resort V36 From US $490
         

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9.0 (16 Reviews)
Villa
Island House Beach Resort V36
  • Air Conditioner
  • Pool
  • TV

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Island House Beach Resort V11 From US $458
         

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9.6 (16 Reviews)
Villa
Island House Beach Resort V11
  • Air Conditioner
  • Pool
  • TV

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Drift Inn B, Heated Pool, Beach and Amenities, 2-3 min walk From US $255
         

9.4 (51 Reviews)
Villa
Drift Inn B, Heated Pool, Beach and Amenities, 2-3 min walk
  • Security/Safety
  • Barbecue/Outdoor Cooking
  • Child Friendly

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Wheelchair Accessible Vacation Homes in Crooked Creek

Over 1378+ Wheelchair Accessible Vacation Homes in or Near Crooked Creek
Little slice of paradise, Siesta Dunes 2-209. From US $430
         

10.0 (22 Reviews)
Condo
Little slice of paradise, Siesta Dunes 2-209.
  • Air Conditioner
  • Parking
  • Pool

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Modern & Fresh - Less than 3 miles to the Beach! From US $146
         

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8.5 (2 Reviews)
House
Modern & Fresh - Less than 3 miles to the Beach!
  • Air Conditioner
  • Parking
  • Pet Friendly

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Siesta Key From US $392
         

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10.0 (6 Reviews)
Apartment
Siesta Key
  • Air Conditioner
  • Parking
  • Pool

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Exceptional Beachfront condo on Crescent Beach From US $373
         

10.0 (118 Reviews)
Condo
Exceptional Beachfront condo on Crescent Beach
  • Air Conditioner
  • Parking
  • Pool

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Siesta Key For Me @ The Palm Bay Club From US $454
         

10.0 (107 Reviews)
Condo
Siesta Key For Me @ The Palm Bay Club
  • Air Conditioner
  • Parking
  • Pool

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Beachfront Property - Luxury Penthouse - Great Location! From US $479
         

9.6 (45 Reviews)
Condo
Beachfront Property - Luxury Penthouse - Great Location!
  • Air Conditioner
  • Parking
  • Pool

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Walk to Crescent Beach | Lanai Bay Views | Heated Pool | Ground Floor | Private Fishing Pier From US $317
         

9.6 (61 Reviews)
Condo
Walk to Crescent Beach | Lanai Bay Views | Heated Pool | Ground Floor | Private Fishing Pier
  • Air Conditioner
  • Parking
  • Pool

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Island House Beach Resort 15S From US $609
         

10.0 (31 Reviews)
Apartment
Island House Beach Resort 15S
  • Air Conditioner
  • Parking
  • Pool

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Crooked Creek Varoom and Airbnb Places to Stay Under $200

Over 1050+ Crooked Creek Varoom and Airbnb Places to Stay Under $200
Home for vacation rental in Sarasota, FL From US $177
         

9.6 (44 Reviews)
House
Home for vacation rental in Sarasota, FL
  • Air Conditioner
  • Parking
  • TV

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South Sarasota Apartment From US $195
         

8.3 (3 Reviews)
Apartment
South Sarasota Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly

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Captiva Beach Resort From US $171
         

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9.0 (1174 Reviews)
Condo
Captiva Beach Resort
  • Air Conditioner
  • Parking
  • Pool

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Barb's 3 Wishes.Sun, Sand, Siesta From US $187
         

9.8 (92 Reviews)
Condo
Barb's 3 Wishes.Sun, Sand, Siesta
  • Air Conditioner
  • Parking
  • Pool

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Comfortable updated 3 bedroom home - enclosed, solar heated pool, private yard. From US $195
         

10.0 (49 Reviews)
House
Comfortable updated 3 bedroom home - enclosed, solar heated pool, private yard.
  • Air Conditioner
  • Parking
  • Pool

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One bedroom Mid-Century Gem, West of the Trail. From US $148
         

9.4 (6 Reviews)
House
One bedroom Mid-Century Gem, West of the Trail.
  • Air Conditioner
  • Parking
  • TV

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Tiny House Seashell - tiny living at the beach From US $193
         

8.6 (7 Reviews)
Apartment
Tiny House Seashell - tiny living at the beach
  • Air Conditioner
  • Pet Friendly
  • TV

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Luxury motorhome from the Monoco dynasty From US $177
         

9.2 (24 Reviews)
House
Luxury motorhome from the Monoco dynasty
  • Air Conditioner
  • Parking
  • TV

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Instantly Bookable Vacation Homes in Crooked Creek

Over 3819+ Instantly Bookable Vacation Homes in or Near Crooked Creek
Siesta Key Townhome across from Pristine Sand & Blue Waters 2b/2b king queen From US $238
         

9.8 (128 Reviews)
House
Siesta Key Townhome across from Pristine Sand & Blue Waters 2b/2b king queen
  • Air Conditioner
  • Parking
  • Pool

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King Bed Walk to SMH Hospital
New
From US $113
         

10.0 (1 Review)
Apartment
King Bed Walk to SMH Hospital
  • Air Conditioner
  • Parking
  • TV

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Escape to Paradise: Updated Sarasota Retreat near Siesta Key Beach and Pool! From US $228
         

9.6 (48 Reviews)
House
Escape to Paradise: Updated Sarasota Retreat near Siesta Key Beach and Pool!
  • Air Conditioner
  • Parking
  • Pool

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Centrally Located, Sarasota Home Close To Amish Community From US $262
         

10.0 (168 Reviews)
House
Centrally Located, Sarasota Home Close To Amish Community
  • Air Conditioner
  • Parking
  • TV

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Relax year round in beautiful Sarasota From US $224
         

10.0 (53 Reviews)
House
Relax year round in beautiful Sarasota
  • Air Conditioner
  • Parking
  • TV

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Amazing Condo! Restored from Hurricane! From US $333
         

9.8 (162 Reviews)
Condo
Amazing Condo! Restored from Hurricane!
  • Air Conditioner
  • Parking
  • Pool

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Luxury, New Construction Home - Serene and Private Vacation Oasis From US $203
         

9.8 (99 Reviews)
House
Luxury, New Construction Home - Serene and Private Vacation Oasis
  • Air Conditioner
  • Parking
  • Pool

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Chic Sarasota Cottage: Near Beaches & Downtown! From US $250
         

10.0 (60 Reviews)
Cottage
Chic Sarasota Cottage: Near Beaches & Downtown!
  • Air Conditioner
  • TV
  • Balcony/Terrace

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About Crooked Creek Vacation Rentals

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Wyknotcabin Crooked Creek, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Crooked Creek. Places to stay near Crooked Creek with prices averaging $85 a night.

Wyknotcabin makes it easy and safe to find and compare vacation rentals in Crooked Creek with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Crooked Creek

Type Count
Cabin Rentals 1

Use these Quick Filters to Find a Vacation Rental in Crooked Creek

★ Pro Tip: Wyknotcabin makes it easy to compare the best listings on Wyknotcabin homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Wyknotcabin homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Crooked Creek.

Weather in Crooked Creek

View the weather forecast for Crooked Creek before booking your Crooked Creek Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F