Search Lakewood Ranch Cottage Rentals from CA $110

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Find vacation rentals that suit your style

Check prices for these dates

Our top choices for Lakewood Ranch cottages

1. Coastal Breeze Cottage in Sunny Sarasota. Pet friendly. King size bed.

Coastal Breeze Cottage in Sunny Sarasota. Pet friendly. King size bed.
Desoto Lakes
The price is CA $132
CA $342 total
includes taxes & fees
Nov 24 - Nov 25
Coastal Breeze Cottage in Sunny Sarasota. Pet friendly. King size bed.

2. Beach Tree Cottage,Walk To Beach& Siesta

Beach Tree Cottage,Walk To Beach& Siesta
2.0 star property
Siesta Key Village
The price is CA $158
CA $497 total
includes taxes & fees
Nov 9 - Nov 10
Beach Tree Cottage,Walk To Beach& Siesta

3. Cozy Private Cottage, Minutes to Anna Maria Island

Cozy Private Cottage, Minutes to Anna Maria Island
Bradenton
9.8 out of 10, Exceptional, (14 reviews)
"Clean and nice place"
United States
Ismael
The price is CA $111
CA $348 total
includes taxes & fees
Nov 10 - Nov 11
Cozy Private Cottage, Minutes to Anna Maria Island

4. Yellow Palm Cottage, Heart of Siesta Key

Yellow Palm Cottage, Heart of Siesta Key
2.0 star property
Siesta Key Village
The price is CA $249
CA $656 total
includes taxes & fees
Nov 9 - Nov 10
Yellow Palm Cottage, Heart of Siesta Key

5. NEW-Lakefront /on 5 acres /near Lakewood Ranch / Pool / Pet Friendly

NEW-Lakefront /on 5 acres /near Lakewood Ranch / Pool / Pet Friendly
Myakka City
10.0 out of 10, Exceptional, (24 reviews)
"Location was optimum for us. "
United States
James K.
The price is CA $188
CA $531 total
includes taxes & fees
Nov 11 - Nov 12
NEW-Lakefront /on 5 acres /near Lakewood Ranch / Pool / Pet Friendly

6. New-Lakewood Ranch Private Cottage/Pool on 5 Acres of Waterfront-Lake Manatee

New-Lakewood Ranch Private Cottage/Pool on 5 Acres of Waterfront-Lake Manatee
Myakka City
9.8 out of 10, Exceptional, (8 reviews)
"Was perfect spot for the purpose of our trip!"
United States
Cheryl L.
The price is CA $283
CA $688 total
includes taxes & fees
Nov 16 - Nov 17
New-Lakewood Ranch Private Cottage/Pool on 5 Acres of Waterfront-Lake Manatee

7. Beach View 100ft To Beach and SPA

Beach View 100ft To Beach and SPA
2.0 star property
Siesta Key Village
10.0 out of 10, Exceptional, (1 review)
The price is CA $224
CA $572 total
includes taxes & fees
Nov 11 - Nov 12
Beach View 100ft To Beach and SPA

8. The "Grouper"

The "Grouper"
Sunny Shores
9.4 out of 10, Exceptional, (79 reviews)
"Perfect spot"
United States
Canyon L.
The price is CA $140
CA $290 total
includes taxes & fees
Nov 10 - Nov 11
The "Grouper"

9. The Inn On Siesta Key

The Inn On Siesta Key
3.5 star property
Siesta Key
10.0 out of 10, Exceptional, (213 reviews)
"Thank you Paige & Gabe! My husband & I had a wonderful stay last week in The Nook at your beautiful Inn. Absolutely loved the old Florida charm and perfect location. Your Inn is immaculately kept as well as comfortable. We especially loved our private patio with the fire pit at The Nook. The location of The Inn could not be more perfect being less than a 5 minute walk across the street to Siesta Key beach as well as a short 10 minute walk to town with all the restaurants & shops. Thanks again...
United States
Karen Jean
The price is CA $329
CA $460 total
includes taxes & fees
Nov 10 - Nov 11
The Inn On Siesta Key

10. BlueDolphin Cottage Walk To Siesta Beach

BlueDolphin Cottage Walk To Siesta Beach
2.5 star property
Siesta Key Village
The price is CA $249
CA $641 total
includes taxes & fees
Nov 9 - Nov 10
BlueDolphin Cottage Walk To Siesta Beach

11. Escape near Siesta Key with Hot Tub, BBQ, and Fire pit

Escape near Siesta Key with Hot Tub, BBQ, and Fire pit
Sarasota
8.4 out of 10, Very good, (10 reviews)
"Very close drive to the beach! Nice place to stay!"
United States
Rocio S.
The price is CA $240
CA $517 total
includes taxes & fees
Nov 11 - Nov 12
Escape near Siesta Key with Hot Tub, BBQ, and Fire pit

12. Perfect Getaway – Lovely One Bedroom cottage House – Near Beaches

Perfect Getaway – Lovely One Bedroom cottage House – Near Beaches
Nokomis
The price is CA $113
CA $351 total
includes taxes & fees
Nov 14 - Nov 15
Perfect Getaway – Lovely One Bedroom cottage House – Near Beaches

13. Drift Inn A, Heated Pool, Beach and Amenities, 2-3 min walk.

Drift Inn A, Heated Pool, Beach and Amenities, 2-3 min walk.
South Village
9.8 out of 10, Exceptional, (91 reviews)
"Would definitely stay here again. Great location and great house! Owner was quick and helpful with communication."
United States
Clarissa S.
The price is CA $140
CA $428 total
includes taxes & fees
Nov 10 - Nov 11
Drift Inn A, Heated Pool, Beach and Amenities, 2-3 min walk.

14. Lido Key Casita w Pool Steps to the Beach

Lido Key Casita w Pool Steps to the Beach
Lido Key
10.0 out of 10, Exceptional, (2 reviews)
"Alex was very quick to reply to my questions. Room was exactly as pictured!"
United States
Felecia P.
The price is CA $221
CA $556 total
includes taxes & fees
Nov 18 - Nov 19
Lido Key Casita w Pool Steps to the Beach

15. Siesta Key Sanctuary -Pool-Kayaks-TikiHut-King bed

Siesta Key Sanctuary -Pool-Kayaks-TikiHut-King bed
Siesta Key
9.6 out of 10, Exceptional, (8 reviews)
"The most well maintained property I've ever stayed."
United States
Russ H.
The price is CA $177
CA $473 total
includes taxes & fees
Nov 10 - Nov 11
Siesta Key Sanctuary -Pool-Kayaks-TikiHut-King bed

16. Pet-friendly Bradenton Home 1.5 Mi to Cortez Beach

Pet-friendly Bradenton Home 1.5 Mi to Cortez Beach
3.0 star property
Bradenton
10.0 out of 10, Exceptional, (3 reviews)
"Very nice place to stay. Clean and a lot of amenities. We enjoyed all the little touches that went into decorating the house, giving it a beach house feel. We would definitely stay here again. "
United States
Rob
The price is CA $247
CA $475 total
includes taxes & fees
Nov 16 - Nov 17
Pet-friendly Bradenton Home 1.5 Mi to Cortez Beach

17. Lido Beach Studio with Heated Pool

Lido Beach Studio with Heated Pool
Lido Key
10.0 out of 10, Exceptional, (1 review)
"Wonderful place!!"
United States
Lorraine B.
The price is CA $221
CA $556 total
includes taxes & fees
Nov 12 - Nov 13
Lido Beach Studio with Heated Pool

18. Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village

Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village
Sarasota
9.2 out of 10, Wonderful, (192 reviews)
"Loved the location of this property! The property manager was easy to contact and the property was exactly as shown in the pictures. Would stay here again!"
United States
Tracie B.
The price is CA $267
CA $555 total
includes taxes & fees
Nov 13 - Nov 14
Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village

19. NOKOMIS BEACH BUNGALOW 229 15 mins walk to the beach

NOKOMIS BEACH BUNGALOW 229 15 mins walk to the beach
Nokomis
9.2 out of 10, Wonderful, (34 reviews)
"Great location"
United States
Susan C.
The price is CA $196
CA $405 total
includes taxes & fees
Nov 9 - Nov 10
NOKOMIS BEACH BUNGALOW 229 15 mins walk to the beach

20. Casey Key Beachfront Escape: Charming 1BR Cottage

Casey Key Beachfront Escape: Charming 1BR Cottage
Casey Key
9.4 out of 10, Exceptional, (136 reviews)
"Cute little cottage right on the beach. Doesn’t get any better than that."
United States
kelly h.
The price is CA $280
CA $680 total
includes taxes & fees
Nov 9 - Nov 10
Casey Key Beachfront Escape: Charming 1BR Cottage
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Learn more about Lakewood Ranch

Planned communities don't get much better than this sun-soaked slice of Florida, where golf courses and shopping plazas abound. Stroll through Main Street's boutiques, catch a polo match at Sarasota Polo Club, or explore nearby Myakka River State Park's wild wetlands.

A beach with a volleyball net, people, and colorful umbrellas.

Explore a world of travel with Expedia