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Vacation Homes in Bailey Hall

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The best vacation homes in Bailey Hall

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2bed/2bath Condo next to Siesta Key ~A Hidden Gem, hotel in Bailey Hall

2bed/2bath Condo next to Siesta Key ~A Hidden Gem offers accommodations in Sarasota, a 19-minute walk from Crescent Beach and 10 miles from The John and Mable Ringling Museum of Art.

Wonderful location and well stocked with amenities and odds and ends. Great space for a home away from home. The assigned parking was great too.
Scored 9.0
9.0
Rated wonderful
Wonderful
7 reviews
Price from
$165.75
1 night, 2 adults
Check availability
Location Siesta 1 mile away Home with HOT SPA, hotel in Bailey Hall

Location Siesta 1 mile away Home with HOT SPA is a recently renovated vacation home in Sarasota where guests can make the most of the indoor pool and garden.

This was one of the best stays that we have had in Sarasota! The location is great. The house amenities were superior. This smart home was gorgeous. We enjoyed the spa, grill, and patio immensely. Everything in the home was clean, smelled amazing, well thought out, and easy to use. We look forward to booking again.⭐️⭐️⭐️⭐️⭐️
Scored 9.2
9.2
Rated wonderful
Wonderful
9 reviews
Price from
$323
1 night, 2 adults
Check availability
Sea Dream - 171, hotel in Bailey Hall

Sea Dream - 171 offers accommodations in Siesta Key, a 2-minute walk from Siesta Key Beach and 1.4 miles from Crescent Beach.

The property was immaculate despite the devastation from the hurricane. We felt so cozy & comfortable in the condo. The hosts thought of everything! From complimentary cupcakes to beach chairs & towels, we felt so pampered during our stay.
Scored 9.0
9.0
Rated wonderful
Wonderful
8 reviews
Price from
$420
1 night, 2 adults
Check availability
Florinda 3bdr/2bth 2car garage with New Pool, hotel in Bailey Hall

Florinda 3bdr/2bth 2car garage with New Pool is located in Sarasota, just 7.8 miles from The John and Mable Ringling Museum of Art and 4.2 miles from Sarasota Opera.

Located 10 minute drive from Siesta Keys Beach. Lots of stores nearby including grocery, restaurants. The house itself was nice and roomy with two bathrooms and three bedrooms. Pool was very nice except that only half was in the sun.
Scored 9.0
9.0
Rated wonderful
Wonderful
31 reviews
Price from
$249
1 night, 2 adults
Check availability
Bernice 3bd2bth With Heated Pool Near Siesta Key!, hotel in Bailey Hall

Bernice 3bd2bth With Heated Pool Near Siesta Key! offers accommodations in Sarasota, 11 miles from The John and Mable Ringling Museum of Art and 7.7 miles from Sarasota Opera.

Excellent.
Scored 9.2
9.2
Rated wonderful
Wonderful
18 reviews
Price from
$219
1 night, 2 adults
Check availability
Entire Home by Siesta Key/closed to downtown, hotel in Bailey Hall

Entire Home by Siesta Key/closed to downtown is located in Sarasota, just 11 miles from The John and Mable Ringling Museum of Art and 7 miles from Sarasota Opera.

Had a cozy cottage feel to it.
Scored 9.3
9.3
Rated wonderful
Wonderful
20 reviews
Price from
$97.20
1 night, 2 adults
Check availability
Welcome to The Bray Escape 4 miles to Siesta Key, hotel in Bailey Hall

Welcome to The Bray Escape 4 miles to Siesta Key is a recently renovated vacation home in Sarasota where guests can make the most of the garden and tennis court.

Great kitchen to make your own breakfast!
Scored 9.8
9.8
Rated exceptional
Exceptional
14 reviews
Price from
$263.50
1 night, 2 adults
Check availability
Siesta Key Beach Resort and Suites, hotel in Bailey Hall

Located just 1 minutes’ walk from the beach, this Siesta Key resort features a swimming pool. Guests can also enjoy access to free WiFi in common areas.

Location, near beach about 2 blocks
Scored 8.3
8.3
Rated very good
Very Good
970 reviews
Price from
$189
1 night, 2 adults
Check availability
Tiny House Siesta, hotel in Bailey Hall

Tiny House Siesta offers self-catering tiny houses in Sarasota, Florida. Features include a kitchenette, TV, and free WiFi. Siesta Key is less than 1 km away and Siesta Key Beach is 1.6 km away.

We had a wonderful two-night stay in this charming tiny house! Check-in was seamless, and the house was spotless upon arrival. The kitchen was well-equipped, making it easy to prepare small meals and snacks. The location was absolutely perfect - within walking distance to restaurants, close to a shopping plaza, and just a short drive to the beaches. The kids were thrilled about sleeping in the lofts and were so excited about the entire experience of staying in a tiny house.
Scored 8.0
8.0
Rated very good
Very Good
598 reviews
Price from
$118.45
1 night, 2 adults
Check availability
Downtown Walk To Van Wezel, hotel in Bailey Hall

Downtown Walk To Van Wezel is located in Sarasota, just 2.7 miles from The John and Mable Ringling Museum of Art and a 13-minute walk from Sarasota County Visitor Information Center and History...

I didn’t stay in this property. The owner rent a house with no power and no AC. It was dark and like 100 inside. I have a house with no power in Bradenton and I took this house to rest. It was not safe and empty. I took some videos and my young boy was afraid. And the lady refuse to refund me.
Scored 8.1
8.1
Rated very good
Very Good
9 reviews
Price from
$111.60
1 night, 2 adults
Check availability
All vacation homes in Bailey Hall
Looking for a vacation home?
Great for families or large parties, vacation homes are privately owned accommodations, available for long or short-term rental. These homes are furnished and equipped with kitchen facilities, though breakfast might be offered as an add-on. These properties have their own independent front door, which makes them different than apartments.
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Most booked vacation homes in Bailey Hall and surrounding area in the past month

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Enjoy breakfast in Bailey Hall!

  • Five Palms - 354

    Five Palms - 354 is located in Bailey Hall, just a 17-minute walk from South Lido Beach and 5.9 miles from The John and Mable Ringling Museum of Art.

  • Dream Island - 328

    Dream Island - 328 is located in Bailey Hall, just a 18-minute walk from South Lido Beach and 5.9 miles from The John and Mable Ringling Museum of Art.

  • Mermaids Oasis - 315

    Mermaids Oasis - 315 offers accommodations in Bailey Hall, 6 miles from The John and Mable Ringling Museum of Art and 1.6 miles from Mote Marine Laboratory.

  • Coconut Cottage - 422

    Coconut Cottage - 422 offers accommodations in Bailey Hall, 6 miles from The John and Mable Ringling Museum of Art and 1.6 miles from Mote Marine Laboratory.

  • Sunset Heaven - 470
    Scored 10.0
    10.0
    Rated exceptional
    Exceptional     · 1 review

    Sunset Heaven - 470 offers accommodations in Bailey Hall, 6 miles from The John and Mable Ringling Museum of Art and 1.3 miles from Mote Marine Laboratory.

  • The Shore House
    Scored 10.0
    10.0
    Rated exceptional
    Exceptional     · 1 review

    The Shore House offers accommodations in Bailey Hall, 5.9 miles from The John and Mable Ringling Museum of Art and 1.5 miles from Mote Marine Laboratory.

  • Just Lanai-ing Around

    Just Lanai-ing Around is located in Bailey Hall, just 6.3 miles from The John and Mable Ringling Museum of Art and 2 miles from Mote Marine Laboratory.

  • The Big Top
    Breakfast options

    The Big Top offers accommodations in Bailey Hall, 5.9 miles from The John and Mable Ringling Museum of Art and 1.6 miles from Mote Marine Laboratory.

Save money on vacation homes in Bailey Hall – budget options available!

  • Sea The Light
    Budget options available

    Sea The Light is located in Bailey Hall, just 6.3 miles from The John and Mable Ringling Museum of Art and 1.9 miles from Mote Marine Laboratory.

  • Blue Palm
    Budget options available

    Blue Palm offers accommodations in Bailey Hall, 6 miles from The John and Mable Ringling Museum of Art and 1.6 miles from Mote Marine Laboratory.

  • Smooth Sailing
    Budget options available

    Smooth Sailing is located in Bailey Hall, just 6.3 miles from The John and Mable Ringling Museum of Art and 1.9 miles from Mote Marine Laboratory.

  • Beach Views
    Budget options available

    Beach Views offers accommodations in Bailey Hall, 6.3 miles from The John and Mable Ringling Museum of Art and 1.9 miles from Mote Marine Laboratory.

  • All Decked Out
    Budget options available
    Scored 7.0
    7.0
    Rated good
    Good     · 1 review

    All Decked Out offers accommodations in Bailey Hall, 6.4 miles from The John and Mable Ringling Museum of Art and 2 miles from Mote Marine Laboratory.

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