1+ Vacation Rentals Near Cherokee Park |
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  3. Sarasota
  4. Cherokee Park

Irish Ridge Cabins - Vacation Rentals in Cherokee Park

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 Cherokee Park

Over 5127+ Luxury Places to Stay in or Near Cherokee Park
Luxury Siesta Key Wellness Retreat. 5-10 min walk to Siesta Beach and Village From US $22,628
         

New
House
Luxury Siesta Key Wellness Retreat. 5-10 min walk to Siesta Beach and Village
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens

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Beach Rd, 300ft to Beach Access & 500ft to Village, Large Condo Complex From US $8,960
         

New
House
Beach Rd, 300ft to Beach Access & 500ft to Village, Large Condo Complex
  • Air Conditioner
  • Parking
  • TV

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CJs - Pet Friendly, Located in Siesta Key Village, Steps to Siesta Key Beach! From US $5,878
         

New
House
CJs - Pet Friendly, Located in Siesta Key Village, Steps to Siesta Key Beach!
  • Air Conditioner
  • Parking
  • Pet Friendly

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New-Luxury Lido Estate-Pool-Rooftop-Steps to Beach From US $5,585
         

New
House
New-Luxury Lido Estate-Pool-Rooftop-Steps to Beach
  • Air Conditioner
  • Parking
  • Pet Friendly

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New-2 Homes–Pools–Slides–Mini Golf-Steps to Beach From US $5,317
         

New
House
New-2 Homes–Pools–Slides–Mini Golf-Steps to Beach
  • Air Conditioner
  • Parking
  • Pet Friendly

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Siesta Key Oceanfront Palace with Private Beach From US $5,226
         

9.6 (18 Reviews)
House
Siesta Key Oceanfront Palace with Private Beach
  • Air Conditioner
  • Parking
  • Pet Friendly

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New - Dual-home luxury, Rooftop Decks, Sleeps 32 From US $5,167
         

New
House
New - Dual-home luxury, Rooftop Decks, Sleeps 32
  • Air Conditioner
  • Parking
  • Pet Friendly

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Jellyfish Unit, Walk to Beach & Siesta Key Village, Pet-Friendly From US $5,067
         

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New
House
Jellyfish Unit, Walk to Beach & Siesta Key Village, Pet-Friendly
  • Air Conditioner
  • Parking
  • Pet Friendly

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Top-Rated Vacation Rentals with a Pool in Cherokee Park

Over 3086+ Top-Rated Vacation Rentals with a Pool in or Near Cherokee Park
Carlisle Inn From US $192
         

|
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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Perfect Local In Village,1 1/2 Block From #1 Beach In USA, Pool, Wifi, Sun & Fun From US $358
         

10.0 (242 Reviews)
Condo
Perfect Local In Village,1 1/2 Block From #1 Beach In USA, Pool, Wifi, Sun & Fun
  • Air Conditioner
  • Parking
  • Pool

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The Inn On Siesta Key From US $295
         

|
10.0 (190 Reviews)
Cottage
The Inn On Siesta Key
  • Air Conditioner
  • Parking
  • Pet Friendly

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Full Gulf Views Across from Siesta Key Beach From US $317
         

10.0 (179 Reviews)
Condo
Full Gulf Views Across from Siesta Key Beach
  • 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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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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Island Vibes + Modern Comfort at Lido Beach! From US $344
         

10.0 (155 Reviews)
Condo
Island Vibes + Modern Comfort at Lido Beach!
  • Air Conditioner
  • Parking
  • Pool

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Pet-Friendly Vacation Rentals in Cherokee Park

Over 1698+ Pet-Friendly Vacation Rentals in or Near Cherokee Park
Across The Street From #1 Beach From US $286
         

10.0 (321 Reviews)
Cottage
Across The Street From #1 Beach
  • 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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Fanta-Sea on the Beach by Beachside Management - 53 Beach Rd From US $2,529
         

|
10.0 (5 Reviews)
House
Fanta-Sea on the Beach by Beachside Management - 53 Beach Rd
  • Air Conditioner
  • Pet Friendly
  • Pool

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Lido Breeze - 1/2 Block From Beach - Private Pool From US $813
         

9.8 (91 Reviews)
House
Lido Breeze - 1/2 Block From Beach - Private Pool
  • Air Conditioner
  • Parking
  • Pet Friendly

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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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Sunnyside Up Cottage - Walk to Siesta Beach, Waterfront Home by Gulf Coast Holiday Homes From US $349
         

9.8 (65 Reviews)
House
Sunnyside Up Cottage - Walk to Siesta Beach, Waterfront Home by Gulf Coast Holiday Homes
  • Air Conditioner
  • Parking
  • Pet Friendly

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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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Large Vacation Homes & Villas in Cherokee Park

Over 807+ Large Vacation Homes & Villas in or Near Cherokee Park
Siesta Key Retreat Sarasota Florida From US $1,574
         

10.0 (41 Reviews)
House
Siesta Key Retreat Sarasota Florida
  • Air Conditioner
  • Parking
  • Pool

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Private Heated Pool - 100 Steps to Beach Access - 5-min walk to Siesta Key Village From US $1,761
         

|
10.0 (6 Reviews)
House
Private Heated Pool - 100 Steps to Beach Access - 5-min walk to Siesta Key Village
  • Air Conditioner
  • Parking
  • Pool

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Perfect Location. Roof Top Deck. Gulf Views. Heated Pool/Spa w/Rain Curtain From US $1,596
         

9.8 (53 Reviews)
House
Perfect Location. Roof Top Deck. Gulf Views. Heated Pool/Spa w/Rain Curtain
  • Air Conditioner
  • Parking
  • TV

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The Big Kahuna | SK Village, Pet Friendly, 2 Heated Pools, Elevator, Ping Pong Tables Steps to Beach From US $3,973
         

10.0 (13 Reviews)
House
The Big Kahuna | SK Village, Pet Friendly, 2 Heated Pools, Elevator, Ping Pong Tables Steps to Beach
  • Air Conditioner
  • Parking
  • Pet Friendly

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Casa Leone | Pet Friendly 🐶 on Siesta Key w/Private Heated Pool, Golf Cart, & Putting Green! From US $821
         

9.4 (35 Reviews)
House
Casa Leone | Pet Friendly 🐶 on Siesta Key w/Private Heated Pool, Golf Cart, & Putting Green!
  • Air Conditioner
  • Parking
  • Pet Friendly

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The Sun Dial | Waterfront Home on Siesta Key w/Private Pool & Large Backyard, Close to Beach! From US $4,498
         

10.0 (1 Review)
House
The Sun Dial | Waterfront Home on Siesta Key w/Private Pool & Large Backyard, Close to Beach!
  • Air Conditioner
  • Parking
  • Pet Friendly

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Siesta Home with Pool & Waterslide - Sunset Splash From US $1,868
         

10.0 (71 Reviews)
House
Siesta Home with Pool & Waterslide - Sunset Splash
  • Air Conditioner
  • Parking
  • Pet Friendly

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Huge Yard with Heated Pool, Steps to Beach - The Pool House From US $1,602
         

9.4 (50 Reviews)
House
Huge Yard with Heated Pool, Steps to Beach - The Pool House
  • Air Conditioner
  • Parking
  • Pet Friendly

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Wheelchair Accessible Vacation Homes in Cherokee Park

Over 968+ Wheelchair Accessible Vacation Homes in or Near Cherokee Park
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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Sandy Shore 5157 From US $173
         

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New
House
Sandy Shore 5157
  • Parking
  • Pool
  • Wheelchair Accessible

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Palm Bay Club by Beachside Management From US $230
         

|
7.6 (31 Reviews)
Condo
Palm Bay Club by Beachside Management
  • Air Conditioner
  • Pool
  • TV

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Simply Paradise! Updated Corner Unit Steps to Lido Beach & St. Armand's Circle, Pool, & Spa! From US $413
         

9.8 (48 Reviews)
Condo
Simply Paradise! Updated Corner Unit Steps to Lido Beach & St. Armand's Circle, Pool, & Spa!
  • Air Conditioner
  • Parking
  • Pool

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Palm Bay Luxury Resort! Private Beach, Hot Tub, Heated Pools, Tastefully Modern, Recently upgraded From US $454
         

9.4 (101 Reviews)
Condo
Palm Bay Luxury Resort! Private Beach, Hot Tub, Heated Pools, Tastefully Modern, Recently upgraded
  • Air Conditioner
  • Parking
  • Pool

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Unit 175- 2 Bedroom 2 Bathroom Gulf Side Club Corner Condominium From US $457
         

9.8 (52 Reviews)
Condo
Unit 175- 2 Bedroom 2 Bathroom Gulf Side Club Corner Condominium
  • Air Conditioner
  • Parking
  • Pool

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Condo # 111 Luxurious Living by Siesta Beach in this renovated 2b/1b ground floor unit From US $319
         

9.8 (36 Reviews)
Condo
Condo # 111 Luxurious Living by Siesta Beach in this renovated 2b/1b ground floor unit
  • Air Conditioner
  • Parking
  • Pool

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Unit 302-2 Bedroom 2 Bathroom Bay Side Condominium From US $521
         

9.0 (56 Reviews)
Condo
Unit 302-2 Bedroom 2 Bathroom Bay Side Condominium
  • Air Conditioner
  • Parking
  • Pool

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Cherokee Park Varoom and Airbnb Places to Stay Under $200

Over 826+ Cherokee Park Varoom and Airbnb Places to Stay Under $200
Studio Apartment, Safe & Walkable area, Pet Friendly From US $176
         

8.8 (5 Reviews)
Apartment
Studio Apartment, Safe & Walkable area, Pet Friendly
  • Air Conditioner
  • Pet Friendly
  • TV

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Siesta Bayside Closest to the Beach From US $185
         

9.2 (4 Reviews)
House
Siesta Bayside Closest to the Beach
  • Pool
  • View
  • Ocean View

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Bright Sarasota Bungalow - 5 Mi to Siesta Beach! From US $197
         

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New
Cottage
Bright Sarasota Bungalow - 5 Mi to Siesta Beach!
  • Air Conditioner
  • Parking
  • TV

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Lido Beach Ocean View/POOL Sarasota Beachfront OFF SEASON RATES From US $200
         

9.4 (36 Reviews)
Condo
Lido Beach Ocean View/POOL Sarasota Beachfront OFF SEASON RATES
  • 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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PERFECT LOCATION STEPS TO LIDO BEACH From US $111
         

10.0 (4 Reviews)
Apartment
PERFECT LOCATION STEPS TO LIDO BEACH
  • TV
  • View
  • Ocean View

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Siesta Key Beach IDEAL LOCATION BEACH, VILLAGE, HEATED POOL From US $161
         

10.0 (5 Reviews)
Condo
Siesta Key Beach IDEAL LOCATION BEACH, VILLAGE, HEATED POOL
  • Air Conditioner
  • Parking
  • Pet Friendly

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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 Cherokee Park

Over 3222+ Instantly Bookable Vacation Homes in or Near Cherokee Park
The Urban Cottage Downtown Sarasota From US $264
         

10.0 (5 Reviews)
Cottage
The Urban Cottage Downtown Sarasota
  • Air Conditioner
  • Parking
  • TV

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Sea Angel | Pet Friendly, Located in Siesta Key Village, Steps to Siesta Key Beach! From US $819
         

10.0 (21 Reviews)
House
Sea Angel | Pet Friendly, Located in Siesta Key Village, Steps to Siesta Key Beach!
  • Air Conditioner
  • Parking
  • Pet Friendly

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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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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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Discounted rates for gorgeous one bdrm directly across from beach, near village! From US $304
         

9.8 (49 Reviews)
Condo
Discounted rates for gorgeous one bdrm directly across from beach, near village!
  • 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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LuLu Kemp Ridley | Heated Pool | BBQ | 4 Min Walk to Beach | Near Shops | Downstairs From US $484
         

9.6 (114 Reviews)
Condo
LuLu Kemp Ridley | Heated Pool | BBQ | 4 Min Walk to Beach | Near Shops | Downstairs
  • Air Conditioner
  • Parking
  • Pool

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Beautiful 2BR 2BA Home with Private Pool & Jacuzzi - Includes Pool Table From US $430
         

9.2 (88 Reviews)
House
Beautiful 2BR 2BA Home with Private Pool & Jacuzzi - Includes Pool Table
  • Air Conditioner
  • Parking
  • Pool

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About Cherokee Park Vacation Rentals

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Irishridgecabins Cherokee Park, 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 Cherokee Park. Places to stay near Cherokee Park with prices averaging $85 a night.

Irishridgecabins makes it easy and safe to find and compare vacation rentals in Cherokee Park 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 Cherokee Park

Type Count
Cabin Rentals 1

Use these Quick Filters to Find a Vacation Rental in Cherokee Park

★ Pro Tip: Irishridgecabins makes it easy to compare the best listings on Irishridgecabins homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Irishridgecabins 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 Cherokee Park.

Weather in Cherokee Park

View the weather forecast for Cherokee Park before booking your Cherokee Park 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