COVID-19 Update

The impact of COVID-19 on travel is unprecedented. Like you, we’re monitoring the situation. Rest assured, we’re here to help with questions about your plans. Learn more here: About the coronavirus outbreak (COVID-19)

Search 105,200+ Vacation Rentals
✕

Sarasota Waterfront Vacation Rentals, Apartments & More - 46 Rentals Available.

Payment Protection
To book this vacation rental you need to pay through the Vacation Home Rentals website. We can’t protect your payment if you don’t pay through us. Learn more

46 Vacation rentals

Filters applied: Waterfront

1 / 8

Sarasota Condo

  • 1
  • 2
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 9 mi
  • Swimming pool

Responds fast! Avg. 3 hours 43 minutes

$57.00

Book

from $57.00 / night

Book

(40)

1 / 16

Sarasota Guest house

  • 1
  • 2
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Car not necessary
“My husband and I stayed in Joyce and Jeff's beautiful guest apartment for two weeks. Everything was perfect inside and out. The property was immaculate and the owners included extra touches that went above and beyond. While we spent most of our time...”
- Review left on 08/09/2017

$180.00

Excellent (40 reviews)

Book

from $180.00 / night

Book

(25)

1 / 42

Sarasota Condo

  • 2
  • 6
  • min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
“Not only is the location perfect, but the condo is more then perfect! Everything we needed for a week at the beach including beach chairs... towels etc! Couldn't have been a better vacation! Can't wait to book again... THANKYOU STEVE...”
- Review left on 10/17/2017

$172.00

Excellent (25 reviews)

Book

from $172.00 / night

Book

(3)

1 / 16

Sarasota Condo

  • 2
  • 6
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 10 mi
  • Swimming pool

Responds fast! Avg. 3 hours 43 minutes

“We rented this two bedroom listed as a Condo, it is really two adjoining hotel rooms with kitchenettes. Nice accommodations, however the shower heads could be a little higher not convenient for taller people. Great view, right on Marina, close to the...”
- Review left on 01/23/2015

$171.00

Very Good (3 reviews)

Book

from $171.00 / night

Book

(9)

1 / 17

Sarasota Condo

  • 2
  • 5
  • min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
“We had such a wonderful trip to Siesta Key! The condo was very nice. Beautifully decorated, very clean, and great location! Everything from booking it to checking out was very easy. Everything we needed was available to us, and more! Everybody...”
- Review left on 08/02/2016

$152.00

Excellent (9 reviews)

Inquire

from $152.00 / night

Inquire

(2)

1 / 8

Sarasota Condo

  • 1
  • 2
  • 2 nights min
  • Beach/lakeside relaxation
  • Nearest beach 9 mi
  • Swimming pool

Responds fast! Avg. 3 hours 33 minutes

$63.00

Average (2 reviews)

Book

from $63.00 / night

Book

(21)

1 / 28

Sarasota Villa

  • 2
  • 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 3 mi
  • Swimming pool
“We really like this place. The beaches are the best ever!!! We had great time in family. 5 min walk to Costco and other store. House very clean, good for a familly of 6. We appreciate having a pool near the house for an evening activity after the...”
- Review left on 09/14/2016

$107.00

Excellent (21 reviews)

Book

from $107.00 / night

Book

(1)

1 / 26

Sarasota Cottage

  • 1
  • 3
  • 7 nights min
  • Beach/lakeside relaxation
  • Air conditioning
  • Private garden

$149.00

Excellent (1 reviews)

Book

from $149.00 / night

Book

(3)

1 / 11

Sarasota Condo

  • 2
  • 6
  • 30 nights min
  • Beach/lakeside relaxation
  • Nearest beach 20 mi
  • Swimming pool

Responds fast! Avg. 3 hours 30 minutes

“This condo was extremely well appointed and had everything that we needed. We stayed 3 months and enjoyed every minute. The owners were gracious and responsive to every question. The view was outstanding. How much did we like it -we are renting it...”
- Review left on 03/30/2015

$115.00

Excellent (3 reviews)

Book

from $115.00 / night

Book

(21)

1 / 20

Sarasota Condo

  • 2
  • 4
  • 7 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
“Found this property on the website and I'm glad I did. Ms Kathy is great! The property was beautiful. From the minute we walked in, the place is very nice and relaxing. Everything you need in the comfort of your home including beach equipments. Felt...”
- Review left on 07/20/2016

$114.00

Excellent (21 reviews)

Inquire

from $114.00 / night

Inquire
1 / 29

Gulf Gate Estates Condo

  • 3
  • 6
  • min stay varies
  • Beach/lakeside relaxation
  • Child friendly

$255.00

Inquire

from $255.00 / night

Inquire

Your search has been expanded 18 miles to include more rentals

(2)

1 / 22

Siesta Key House - 4.8 miles away

  • 3
  • 7
  • min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
“My husband and I stayed at Tiffany Sands for the months of February and March 2016. We loved the proximity to the beach and Siesta Key Village. The townhouse is well appointed and had nearly everything we needed for a comfortable 2 month stay. The...”
- Review left on 04/28/2016

$373.00

Very Good (2 reviews)

Book

from $373.00 / night

Book

(1)

1 / 16

Bradenton Condo - 12.6 miles away

  • 3
  • 6
  • 120 nights min
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Swimming pool
“We vacationed at this villa during February and March 2011. It is spacious and quite nicely furnished. We especially enjoyed the setting - the view from every window is of trees and shrubs with no other dwellings visible. One minor drawback of its...”
- Review left on 04/28/2011

$107.00

Very Good (1 reviews)

Book

from $107.00 / night

Book

(4)

1 / 12

Bradenton House - 14 miles away

  • 3
  • 3
  • 13 nights min
  • Beach/lakeside relaxation
  • Nearest beach 30 mi
  • Swimming pool
“We enjoyed this house, and it was the warmest December on record! Went to the beach 3 times and the ocean was warm enough to swim in this year! Look forward to more trips to Florida...”
- Review left on 01/08/2016

$167.00

Excellent (4 reviews)

Book

from $167.00 / night

Book

(6)

1 / 24

Holmes Beach Condo - 14.8 miles away

  • 2
  • 4
  • min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
“My Husband ,Son & I had a wonderful time at the Condo,it was clean ,comfortable & near the beach ,shops & the bus stops.I could not ask for anything better ,will be looking to rent again in the future”
- Review left on 09/01/2015

$155.00

Excellent (6 reviews)

Book

from $155.00 / night

Book

(7)

1 / 16

Holmes Beach Villa - 15.5 miles away

  • 3
  • 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
“Five of us and two dogs spent last week of July here, Great location, 8 iron golf shot to the beach from front yard, fantastic pool in back yard complete with all the toys you need for the beach or pool in garage, also refrigerator in garage to save...”
- Review left on 08/27/2015

$458.00

Very Good (7 reviews)

Book

from $458.00 / night

Book

(4)

1 / 25

Siesta Key Condo - 5.2 miles away

  • 1
  • 4
  • min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
“This place is absolutely great. Me and my girlfriend spent two nights over the weekend at this condo. First of all this place has more stuff that we could imagine. It literally includes everything you need for having a pleasant and comfortable stay....”
- Review left on 07/26/2016

$161.00

Very Good (4 reviews)

Book

from $161.00 / night

Book

(2)

1 / 16

Siesta Key Condo - 5.7 miles away

  • 2
  • 4
  • 7 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
“Siesta Key is the best beach I ever been so far and this place that Jack and Darlene provide is a dream. Everything is clean and in perfect working condition. The beach is very nice (and I have visited many being a South Floridian), crystal clear and...”
- Review left on 09/19/2016

$243.00

Excellent (2 reviews)

Inquire

from $243.00 / night

Inquire

(2)

1 / 10

Siesta Key Condo - 4.8 miles away

  • 1
  • 4
  • 14 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
“FIVE STARS!!!!! Terry the owner is a great guy that insured our stay in his condo went well. The condo has a great location just a couple of blocks from the Siesta Key Beach. The condo has everything you need for a great beach experience. The...”
- Review left on 01/24/2017

$104.00

Excellent (2 reviews)

Inquire

from $104.00 / night

Inquire
1 / 26

Bradenton Beach Villa - 14.1 miles away

  • 4
  • 12
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

$458.00

Book

from $458.00 / night

Book

(1)

1 / 16

Bradenton House - 7.8 miles away

  • 3
  • 4
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 10 mi
  • Swimming pool

$201.00

Excellent (1 reviews)

Book

from $201.00 / night

Book

(1)

1 / 23

Siesta Key Condo - 5.3 miles away

  • 3
  • 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning

$352.00

Excellent (1 reviews)

Book

from $352.00 / night

Book

(22)

1 / 31

Siesta Key Condo - 5.6 miles away

  • 2
  • 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool
“My wife and I spent 2 weeks at this well kept and wonderfully located condominium. We loved that it is a garden style complex and not a high rise building. This unit being on the 1st floor makes it even better. Being able to walk right out to the...”
- Review left on 02/05/2021

$258.00

Excellent (22 reviews)

Inquire

from $258.00 / night

Inquire

(6)

1 / 53

Siesta Key House - 4.8 miles away

  • 3
  • 9
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Child friendly

$682.00

Excellent (6 reviews)

Book

from $682.00 / night

Book

(3)

1 / 34

Bradenton Condo - 8.2 miles away

  • 2
  • 6
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 12 mi
  • Swimming pool

$144.00

Excellent (3 reviews)

Book

from $144.00 / night

Book
1 / 17

Siesta Key Condo - 6.3 miles away

  • 1
  • 4
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.09 mi
  • Swimming pool

$400.00

Book

from $400.00 / night

Book

(11)

1 / 20

Bradenton House - 11.6 miles away

  • 3
  • 4
  • 7 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
“The location of this property is a perfect area. Just as described by the owner. House is fully equipped including a hand mixer. We enjoyed watching the water sports on the bay from the patio. Lots of parks and popular beaches within 5 mile radius...”
- Review left on 04/07/2017

$367.00

Very Good (11 reviews)

Book

from $367.00 / night

Book

(3)

1 / 5

Bradenton House - 8 miles away

  • 3
  • 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 20 mi
  • Swimming pool
“we rented this home for a week in July, the home is beautiful, it is equipped with every thing you could possibly need. the pool area was very relaxing and enjoyable. we loved the hone and would rent again...”
- Review left on 07/13/2014

$167.00

Excellent (3 reviews)

Book

from $167.00 / night

Book

(6)

1 / 40

Siesta Key Condo - 4.8 miles away

  • 1
  • 4
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.09 mi
  • Swimming pool
“Thank you for a wonderful week! The room was beautiful and Mary Ann and staff were all so accommodating to anything that you may need! We would highly recommend Siesta Palms to everyone! We are looking forward to coming back as soon as possible,...”
- Review left on 07/13/2016

$400.00

Excellent (6 reviews)

Book

from $400.00 / night

Book

(3)

1 / 31

Bradenton Beach Cottage - 13.4 miles away

  • 2
  • 5
  • 2 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Child friendly
“My husband and I spent the weekend in this cottage to celebrate his milestone birthday. We found it to be very comfortable and welcoming. I especially love the sunroom for my morning coffee and yoga. We were pleasantly surprised at how comfortable...”
- Review left on 11/23/2017

$189.00

Very Good (3 reviews)

Book

from $189.00 / night

Book

(2)

1 / 26

Siesta Key Condo - 4.8 miles away

  • 2
  • 5
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.09 mi
  • Swimming pool
“Our stay at Siesta Palms was great. The condo was very clean and up to date. We enjoyed the beautiful pool and proximity to the beach. The owners couldn't have been kinder or more accommodating. I highly recommend this condo...”
- Review left on 04/15/2016

$491.00

Excellent (2 reviews)

Book

from $491.00 / night

Book

(31)

1 / 24

Anna Maria Island Cottage - 16.2 miles away

  • 2
  • 5
  • 7 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning

Responds fast! Avg. 1 hour 51 minutes

“Songbird is a little slice of heaven with everything we needed to have a comfortable stay. We stayed for one week. Joel, the owner, is very thoughtful, and accommodating, and he makes it known that he is there for you if you need him. Which is so...”
- Review left on 05/20/2017

$102.00

Excellent (31 reviews)

Book

from $102.00 / night

Book

(3)

1 / 36

Bradenton Beach Cottage - 13.4 miles away

  • 2
  • 4
  • 2 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning

$327.00

Excellent (3 reviews)

Book

from $327.00 / night

Book

(2)

1 / 72

Anna Maria House - 17.9 miles away

  • 2
  • 6
  • 2 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Air conditioning

$418.00

Excellent (2 reviews)

Book

from $418.00 / night

Book

(28)

1 / 20

Bradenton House - 10.6 miles away

  • 4
  • 8
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 15 mi
  • Child friendly

Responds fast! Avg. 1 hour 32 minutes

“The location of this house is really outstanding. We enjoyed being on the river, watching the beautiful sunsets daily, watching birds come and go into the inlets. It is a private place within a lovely subdivision with lakes and riverfront. We also...”
- Review left on 02/02/2017

$150.00

Excellent (28 reviews)

Book

from $150.00 / night

Book

(8)

1 / 22

Siesta Key Condo - 4.6 miles away

  • 1
  • 4
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool
“We stayed for a week and had the best time ever. The accommodations are top notch, locals are very friendly, food delicious and breathtaking beaches. Definitely looking forward to coming back”
- Review left on 12/15/2015

$147.00

Excellent (8 reviews)

Book

from $147.00 / night

Book

(33)

1 / 86

Venice Condo - 18 miles away

  • 1
  • 6
  • min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
“This place had everything you needed to feel right at home. Comfortable and cozy, when we walked in you could smell it was clean and it was very neat and tidy!!! TV's in all the rooms, AC worked great and it was quite along with the ceiling fans....”
- Review left on 05/02/2016

$161.00

Very Good (33 reviews)

Book

from $161.00 / night

Book
1 / 16

Siesta Key Condo - 6.3 miles away

  • 1
  • 4
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.09 mi
  • Swimming pool

$400.00

Book

from $400.00 / night

Book

(2)

1 / 31

Anna Maria Island Cottage - 13 miles away

  • 1
  • 3
  • 2 nights min
  • Beach/lakeside relaxation
  • Car not necessary

$327.00

Very Good (2 reviews)

Book

from $327.00 / night

Book

(23)

1 / 44

Anna Maria Island House - 13.9 miles away

  • 4
  • 10
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

Responds fast! Avg. 3 hours 58 minutes

“Gorgeous, beautiful home away from home. This home has everything you and your family will need. The granite kitchen is fully equipped and beautiful. I was able to make a full Thanksgiving dinner with everything that was supplied in the home! Our...”
- Review left on 11/30/2016

$343.00

Excellent (23 reviews)

Book

from $343.00 / night

Book