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922 house rentals

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Tropical Escape Sarasota - Discover Real Florida Up-Close!

Lockwood Ridge house

3 bedrooms
2 bathrooms

sleeps 12

Match: Staffed property Walking trips Pets allowed

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Price per night from

$149

Beach front condo in Longboat Key

Longboat Key condo

1 bedroom
1 bathroom

sleeps 4

2 of 3 match: Pets allowed, Walking trips, Staffed property

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Price per night from

$430

Midnight Cove #532 in Siesta Key, FL- Sun, Sand & Save 7.5% to 22.5% per Week

Siesta Key condo

2 bedrooms
2 bathrooms

sleeps 4

“Clean comfortable Siesta Key Condo with all the comforts of home...Perfect!” The condo is walking distance to shops, restaurants and quaint local tiki bar! The beach is a short walk across the street and through the beach-front section of the complex with lounge chairs and umbrellas available, very nice! I didn't mention the 2 pools (one beachside) and nice gym facilities also just downstairs of the unit. The covered parking space was an added plus! The condo was clean and very comfortable with all of the amenities of home which is greatly appreciated! You can even enjoy the view of the bayside inlet and beautiful landscaping from the kitchen through the entire wall of glass doors in the living/dining room! We had a wonderful week! The property owner Vic supplied more than enough information on the condo, local businesses and area maps! He was such a pleasure to work with! Thanks again Vic! We are already planning our next trip to Siesta Key in May!!

2 of 3 match: Pets allowed, Walking trips, Staffed property

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Price per night from

$144

Midnight Cove #714 in Siesta Key, FL- Sun, Sand & Save 7.5% to 22.5% per Week

Siesta Key condo

2 bedrooms
2 bathrooms

sleeps 4

2 of 3 match: Pets allowed, Walking trips, Staffed property

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Price per night from

$144

Luxury waterfront retreat with Sailing

Saint James City b&b

3 bedrooms
3 bathrooms

sleeps 9

2 of 3 match: Pets allowed, Walking trips, Staffed property

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Price per night from

$858

Beautiful 3 bedroom home in Southwest Florida

Port Charlotte house

3 bedrooms
2 bathrooms

sleeps 8

“Relaxing Stay” Well kept property in a great neighborhood within 15 min from the beach and great shopping. The pictures and description accurately reflect what you see when you get there. Owners, Lorrie and Frank, were a pleasure to deal with from beginning to end. Had a wonderful time and looking forward to returning soon. Would highly recommend this property!

2 of 3 match: Staffed property, Walking trips, Pets allowed

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Price per night from

$172

Manasota Beachy Cottage

Manasota Key house

4 bedrooms
2 bathrooms

sleeps 10

“Our 2017 vacation” This was our first time ever renting a house. Peter was the best. This house had everything we need or wanted. It was super clean and beautiful. The screened porch was perfect to drink coffee in the morning. Didn't have to worry about the bugs or anything. Beach was a short walk around the corner over a bridge. The town was great and hardly no traffic. Safe for younger kids to play in the yard. Can't wait to rent again next year. Thank you!!

2 of 3 match: Staffed property, Walking trips, Pets allowed

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Price per night from

$155

ONCE UPON A TIDE Beautiful Getaway in Sanibel

Sanibel Island house

4 bedrooms
3 bathrooms

sleeps 8

2 of 3 match: Walking trips, Staffed property, Pets allowed

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Price per night from

$344

Siesta Breakers #603 in Siesta Key, FL- Sun, Sand & Save 10% to 25% per Week

Siesta Key condo

2 bedrooms
2 bathrooms

sleeps 6

2 of 3 match: Pets allowed, Walking trips, Staffed property

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Price per night from

$284

SURF AND TURF ACTIVITY FILLED GOLF RESORT COMMUNITY

Venice villa

2 bedrooms
2 bathrooms

sleeps 4

Responds fast! avg. 3 hours 31 minutes

2 of 3 match: Pets allowed, Walking trips, Staffed property

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Price per night from

$86

FANTASTIC VACATION! STEPS FROM THE POOL AND BEACH, VERY CLEAN CONDO!

Siesta Key condo

2 bedrooms
2 bathrooms

sleeps 6

2 of 3 match: Pets allowed, Walking trips, Staffed property

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Price per night from

$271

Stunning & Serene +++ Minutes from Anna Maria Island, IMG Academy and more!

Bradenton apartment

2 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 2 hours 9 minutes

2 of 3 match: Pets allowed, Walking trips, Staffed property

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Price per night from

$114

Gorgeous Direct Gulf/Beach Front 2 Bedroom Condo on Siesta Key, Amazing views!

Siesta Key apartment

2 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 1 hour 1 minutes

2 of 3 match: Pets allowed, Walking trips, Staffed property

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Price per night from

$266

Newly Updated Cozy Condo! 2x Pools~AC~WiFi. Near IMG~Beaches~AMI~Restaurants~SRQ

Bradenton condo

2 bedrooms
2 bathrooms

sleeps 4

Responds fast! avg. 12 minutes

2 of 3 match: Pets allowed, Walking trips, Staffed property

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Price per night from

$144

NEW LISTING Downtown Beach-town Pet-Friendly 10 Acre Park 1 BD/1BA Apartment-621

Sarasota apartment

1 bedroom
1 bathroom

sleeps 3

2 of 3 match: Staffed property, Walking trips, Pets allowed

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Price per night from

$138

Sarasota Downtown, Best Location For Your Vacation !!!

Lido Key apartment

2 bedrooms
1 bathroom

sleeps 7

Responds fast! avg. 1 hour 46 minutes

2 of 3 match: Walking trips, Staffed property, Pets allowed

2 of 3 filters match

Price per night from

$194

Tiny House Siesta - Sand Dollar – A private master loft and open living space

Siesta Key hotel apartment

2 bedrooms
1 bathroom

sleeps 6

2 of 3 match: Walking trips, Staffed property, Pets allowed

2 of 3 filters match

Price per night from

$447

Secure, Cozy & Cute Private Sleeping Studio for 2

Sarasota apartment

1 bedroom
1 bathroom

sleeps 3

2 of 3 match: Walking trips, Staffed property, Pets allowed

2 of 3 filters match

Price per night from

$234

Tropical "Key West" style waterfront paradise with views/pool/spa & boat dock!

North Naples house

3 bedrooms
2 bathrooms

sleeps 6

2 of 3 match: Staffed property, Walking trips, Pets allowed

2 of 3 filters match

Price per night from

$315

Aloha Shores - Pet friendly | Pool | fenced yard

Rotonda West house

3 bedrooms
2 bathrooms

sleeps 6

2 of 3 match: Staffed property, Walking trips, Pets allowed

2 of 3 filters match

Price per night from

$197

Amazing outdoor living on a freshwater canal, 4 bedrooms, pet-friendly

Cape Coral villa

4 bedrooms
2 bathrooms

sleeps 8

2 of 3 match: Staffed property, Walking trips, Pets allowed

2 of 3 filters match

Price per night from

$117

Paradise Cove Waterfront Family-Home, FREE DOCK and Gulf Access

Cape Coral house

3 bedrooms
2 bathrooms

sleeps 6

2 of 3 match: Staffed property, Walking trips, Pets allowed

2 of 3 filters match

Price per night from

$241

Longboat Key Cedars Beach House-Pet Friendly-2 Minute To The Beach

Longboat Key condo

2 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 3 hours 20 minutes

2 of 3 match: Staffed property, Walking trips, Pets allowed

2 of 3 filters match

Price per night from

$194

Englewood Cozy Comfy Home A

Englewood house

2 bedrooms
2 bathrooms

sleeps 4

2 of 3 match: Staffed property, Walking trips, Pets allowed

2 of 3 filters match

Price per night from

$166

Luxurious 2 BR Condo-Short Walk to Siesta Beach/1 Small Dog (25 lbs Max) Allowed

Siesta Key apartment

2 bedrooms
2 bathrooms

sleeps 6

“a fine 2 weeks in Siesta” charming property, that was comfortable for four. The unit was very clean and fresh upon arrival. The neighbours were friendly and the overall property well kept. Siesta Key is a quiet community with usual shopping amenities over the causeway. This property was a brief 10 minute walk to the beach. Would we stay again, yes.

2 of 3 match: Staffed property, Walking trips, Pets allowed

2 of 3 filters match

Price per night from

$165