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5 Bedroom Plus Vacation Rentals, Large Homes for the Family in Sarasota

Book Your Sarasota Florida Vacation Rentals Here and Save! Many to choose from, including Rental Homes or Condos with Wi-Fi, Pool, Oceanview, Beachfront and other amenities to make your stay enjoyable.

We have partnered with a major provider for Vacation Rentals by Owner directly through Sarasota Vacation Homes. With hundreds of short term rentals to choose from, we now have the selection and value to offer our visitors searching for Places To Rent in Sarasota Florida.

Isla Amor | Large Palm Island Home, Private Pool, Fire Pit, Walk to Beach!

Siesta Key Private vacation home Star 4.8 Star Review

Stay awhile at Isla Amor! As pictured, this luxurious 5 bedroom / 3.5 bathroom is clean, comfortable, and equipped with all amenities needed for a seamless stay. Work on your summer tan while being surrounded by tranquil landscape, designed to give you a restful vacation experience. Reserve Isla Amor and live the life of luxury on Siesta Key!
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5 Bedroom(s)
4 Bath(s) Sleeps 11


Vacation Home


Gorgeous newly remodeled pool home on St. Armand's Circle for 10

Sarasota Private vacation home Star 5.0 Star Review

Please see COVID and Standard Cancellation Policy below - it is different from VRBO policy options, as are payment options. Arrivals prior to 90 days are to be paid in full. Lovely remodeled and refurbished 5 bedroom 5.5 bath pool home on desireable St. Armand\'s Circle! This 3,000 sqf. home comfortably sleeps (10) in beds, and has T.V.\'s in t.......read more

5 Bedroom(s)
6 Bath(s) Sleeps 10


Vacation Home


Top in Siesta Village at Best Beaches, Food & Entertainment! Casa Van Lopik.

Siesta Key Private vacation home Star 4.9 Star Review

A Gertrude Rentals property.  In the Siesta Village just a short walk to Siesta’s best beaches and sure to provide a combination of fun and rejuvenation you won\'t find in other getaways!  Casa Van Lopik is 100% private with two large 3BR units capable of accommodating up to 20, and a lush tropical indoor/outdoor patio lounging and dining area........read more

6 Bedroom(s)
4 Bath(s) Sleeps 22


Vacation Home


Brand New, STEPS to Lido Beach, Waterslide, Heated pool, Spa

Sarasota Private vacation home

***PICTURES ARE SAMPLE PICTURES FROM A SIMILAR HOME***

Welcome to Shore Is Something!

At a Glance:
• Private Heated Pool with WATERSLIDE
• Spa
• Rooftop Deck
• Ping pong table
• Bikes included (inquire for more details)
• Huge Covered area for outside dining and relaxation
• Steps to famous St.......read more

10 Bedroom(s)
11 Bath(s) Sleeps 12


Vacation Home


Brand New in Siesta Key Village, Heated Pool/spa, walk to the beach!

Sarasota Private vacation home

Talk To The Sand by Siesta Key Luxury Vacation Rentals
Home in Siesta Key, FL
***PICTURES ARE FROM A SIMILAR HOME***

Featuring:

• Private Heated Pool and Spa
• WATERSLIDE
• Dog friendly with host approval and additional pet fee
• Elevator to all floors
• Rooftop deck
• Games for the whole family.......read more

7 Bedroom(s)
8 Bath(s) Sleeps 14


Vacation Home


New Listing! CJs on Siesta | Located in Siesta Key Village, Walk to the Beach!

Siesta Key Private vacation home

Welcome to CJ\'s on Siesta! This group of 6 private units is perfect for large families and groups, with the ability to accommodate up to 24 guests, with 6 bedrooms and 6 bathrooms.

Cross the drawbridge from Sarasota to enter the serene island escape of Siesta Key, Florida! With clear blue gulf waters and powdery white sand, Siesta Key\'s wo.......read more

6 Bedroom(s)
6 Bath(s) Sleeps 24


Vacation Home


Beautiful Waterfront Estate! Private gated property. Deeded beach access.

Longboat Key Private vacation home Star 5.0 Star Review

This spacious 5 bedrooms, 4.5 bath in the heart of Longboat Key is ready to accommodate you on your dream Florida vacation. Enjoy your stay in this beautiful Mediterranean style home in a private gated estate newly renovated in mint condition.

Upstairs, there are three bedrooms and bathrooms and a media room. The first master bedroom suite .......read more

5 Bedroom(s)
5 Bath(s) Sleeps 10


Vacation Home


Private tennis court, Basketball, Hot Tub, Pool. Close to Siesta Beach.

Sarasota Private vacation home Star 5.0 Star Review

Private one acre lot close to beaches, down town, with a lot of stuff to keep you busy, private tennis court, basketball hoop, jacuzzi, heated pool.

This property has a tennis court, Jacuzzi, heated pool. Beautiful gardens, from fruit trees to Orchids trees. This house is beautifully decorated with handmade shells chandeliers. 6 bedrooms, w.......read more

6 Bedroom(s)
5 Bath(s) Sleeps 12


Vacation Home


Stunning Siesta Key,, Shell Beach .02 miles Shell Beach

Sarasota Private vacation home Star 4.9 Star Review

Come and enjoy our large Beautifully furnished 3 story home, with 4 master bedrooms, with adjoining full bathrooms, all furnished with king beds and large flat screen TVs. Our 5th bedroom is a queen sized sofa bed.

Our home provides plenty of open area to enjoy a perfect fun filled vacation with family and friends. We are located on the nort.......read more

5 Bedroom(s)
5 Bath(s) Sleeps 14


Vacation Home


1010-1012 Point of Rocks- Brand new remodel and by the beach!

Siesta Key Private vacation home Star 4.8 Star Review

Beautiful Duplex located 1 house away from beach! Amazing Location! These beautifully decorated duplexes feature all the conveniences of home with a fully equipped kitchen and linens provided. The duplexes sleep 16 and are equipped with a king in the master bedroom, a queen and 2 twins in the guest bedrooms and in 1010 the master features a quee.......read more

6 Bedroom(s)
6 Bath(s) Sleeps 14


Vacation Home


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