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1,725 Houses
Water View, 100 Fishing Dock! Teton 40 Ft. Trailer W/3 Slide Outs
Palmetto house
1 bedroom / 1 bathroom / sleeps 4
Price per night from
$138

Price per night from
$460

Very Rare! Adorable Cottage on Snead Island, Boat Dock & Beach 250 ft.
Palmetto house
2 bedrooms / 1 bathroom / sleeps 4
Price per night from
$167

Gorgeous Waterfront Apartment Steps From 100Ft Fishing Dock And Tiki.
Palmetto apartment
1 bedroom / 1 bathroom / sleeps 2
Price per night from
$167
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$121
Price per night from
$110
Great rentals within 20 miles that match your search
Responds fast! avg. 2 hours 47 minutes
Price per night from
$110
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$144
Sunsets+fishing+2bikes+Beachhouse Getaway fun! N1
St. Pete Beach bungalow
1 bedroom / 1 bathroom / sleeps 4
Price per night from
$443
Responds fast! avg. 2 hours 14 minutes
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$200
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$98
Price per night from
$250
Spectacular Beach House With GulfView Only Steps to a Pristine Beach
Holmes Beach house
3 bedrooms / 3 bathrooms / sleeps 6
Price per night from
$690
“Excellent” Our stay at 4638 Runabout way was amazing. We loved that the house was very nice, spacious, and clean for my family and I. We loved swimming in the pool everyday. The service was excellent all around. We would definitely stay there again.
Responds fast! avg. 2 hours 43 minutes
Price per night from
$196
“Beautiful little cottage” We stayed at this lovely little cottage on Siesta Key mid-April. The cottage is very nice, with all the amenities, even a washer/dryer for extended stays. It's cozy, with high ceilings, a nice bathroom and kitchen/living room. The bed seemed a little small (only a double), but it was very comfortable. The wireless internet was not working when we were there, which was a little frustrating. There is a beautiful pool and nice garden areas. The private beach was also very nice. All of the staff and the owner were extremely pleasant and welcoming. We enjoyed our time there.
Responds fast! avg. 3 hours 36 minutes
Price per night from
$403
2-Unit Beach to Bay Cottage...NOT Grandma's place!...100 feet to beach!
Bradenton Beach cottage
3 bedrooms / 2 bathrooms / sleeps 8
“Perfect Beach House” We loved the quaint little duplex. The house was clean and ready for us when we arrived. Tim was a dream to work with. The A/C one of the units went out while we were there, and he had someone there first thing to take care of it. We will definitely be looking to rent from Tim again in the future.
Price per night from
$165
Luxury Condominium at Siesta Dunes Beachside Pool Hot Tub Tennis Sun Deck
Sarasota apartment
2 bedrooms / 2 bathrooms / sleeps 4
“Very comfortable lodgings” Loads of extras in this unit. Well cared for, updated very nicely. Disappointed that the large deck was taken out of service, possibly for a year! It seems to me that usage could have been sustained by posting signs that caution all users to wear appropriate foot-ware on the deck at all times, and to avoid running or playing on the deck. Also the deck restoration could be tackled section by section so as to retain the use by all tenants and owners.
Responds fast! avg. 3 hours 2 minutes
Price per night from
$281
Responds fast! avg. 3 hours 57 minutes
Price per night from
$357
Amazing water views! Near beaches, big pool & spa!
St. Petersburg apartment
2 bedrooms / 2 bathrooms / sleeps 4
Price per night from
$106
2 MINUTE WALK TO SIESTA BEACH!! (really) 1 MINUTE TO POOL. GREAT VALUE!!!
Siesta Key apartment
2 bedrooms / 1 bathroom / sleeps 5
“Happy Customer” We had an amazing time. The owners were so nice & made us feel so welcomed. I couldnt have been happier with our stay & we look forward to staying there again soon when life slows back down. Highly recommend this home♡
Responds fast! avg. 1 hour 28 minutes
Price per night from
$259
AnnaMariaIsland a Paradise. MINUMIM RENTAL 2 WEEKS
Bradenton Beach apartment
2 bedrooms / 2 bathrooms / sleeps 5
Price per night from
$197
Sunrise & Sunset- Bayfront and Private Gulf Beach!
Treasure Island apartment
1 bedroom / 1 bathroom / sleeps 4
“Sunset Cove” We had a great stay. The location across from the beach was excellent. Although the pool was quite cool due to solar heat the area was nice. Mickey the grounds keeper was the best, nice, laid back and helpful.
Price per night from
$91
Responds fast! avg. 3 hours 49 minutes
Price per night from
$219
“Immaculate” I had a wonderful stay at the condo in the key. Robin was easy to work with and always responsive. The condo was very clean and well stocked. If you are looking for a place where you can lay back and relax this is a nice condo. I loved that it's in a gated area.
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$207
Price per night from
$144
River Strand Country Club Resort Vacation Home
Bradenton apartment
2 bedrooms / 2 bathrooms / sleeps 4
Price per night from
$153
“Beautiful inside and out. Perfect location” My family and I stayed in this beautiful rental during February 2015. We could not have asked for a more perfect spot. The rental is just steps away from the beach and has a wonderful view of the beautiful sunsets. Siesta Key Village is an easy walk away and has great restaurants and shops. We are hoping to go back as soon as we can!
Price per night from
$805
Grand accomdation on USA #1 Beach - Siesta Key Fl
Siesta Key apartment
2 bedrooms / 2 bathrooms / sleeps 5
Price per night from
$126
“Majestic Views” Our family loved our visit to Anna Maria. The house is gorgeous and spacious. My kids enjoyed the pool and eating outside. We hope to return in the near future.
Responds fast! avg. 3 hours 52 minutes
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$805
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$326
Responds fast! avg. 1 hour 35 minutes
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$206
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$328
Luxurious 2 BR Condo - Short Walk to Siesta Beach, #1 in The USA
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.
Price per night from
$149
Anna Maria Island, 2 Bed, 2 Bath Condo in quiet setting near to Beaches
Holmes Beach condo
2 bedrooms / 2 bathrooms / sleeps 4
“Great Value Stay in Paradise aMI!” This is a lovely spacious condo, nicely furnished, with decent wifi, aircon and all mod cons. The condos in the Sandy Point complex all share a pool and we found this to be very clean, nicely warm and never too crowded. Although it's on the quieter side of the island we liked the location - it's a five minute walk from Publix, even less to the free Island Trolley Bus, and less than 10 minutes to the beach for those amazing sunsets :-) The equipment cupboard allowing us to borrow beach chairs, swimming noodles, buckets and spades etc was much appreciated. Having looked around at other rentals we found this condo to be very keenly priced. Andrew and Jo were very pleasant and easy to deal with and we will definitely stay again some day.
Price per night from
$134
“Time in Paradise” We recently had the luck to spend two months in paradise. This condo was comfortably appointed, well stock to meet all our needs, and most importantly in the perfect location. The beach was a short walk to the left and stores and restaurants were just a short walk to the right. We had a great time and enjoyed everything Sarasota, Siesta Key, and this Sandy Toes Condo had to offer. Thanks Mark!
Price per night from
$273