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Search Guest Houses in Lakewood Ranch

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The Cottages at Siesta Key
2.5 star property
9.4 out of 10, Exceptional, (229)
"Was an absolutely incredible stay. We had the best time and ended up being the only guests staying in the whole complex. Everything was clean, convenient, and close to the things we needed. The property managers were friendly, helpful, and super responsive. Stay here for a relaxing stay close to the beach. "
The Cottages at Siesta Key
Close to Siesta Key beach with a hot tub and a large garden
10.0 out of 10, Exceptional, (81)
"Beautiful amazing "
The price is HK$1,005
HK$2,118 total
includes taxes & fees
24 Sept - 25 Sept
Close to Siesta Key beach with a hot tub and a large garden
Quick and Easy Walk Downtown - Tons of Amenities
9.8 out of 10, Exceptional, (91)
"My husband and I enjoyed the cozy cottage house for 6 nights; it had the perfect amount of space for the two of us and was well stocked. The location is near many restaurants and downtown Sarasota -- many within walking distance. Stephanie, the owner, was quick communicating and very gracious (always asked if we needed anything more) - thank you! We used the beach bag, cooler, beach towels, beach chairs & umbrella that were available in the house (great since we traveled from out of the...
The price is HK$810
HK$1,414 total
includes taxes & fees
29 Sept - 30 Sept
Quick and Easy Walk Downtown - Tons of Amenities
Amazing Location West of the Trail
9.8 out of 10, Exceptional, (17)
"We had a fabulous day at Steven’s property. The photographs really don’t do the property justice. Everything was immaculately clean and the property had everything we needed for a stay near the beach. The property is in a very safe area with lots of amenities in close proximity. Steven was super helpful when my account with Vrbo wasn’t working and incredibly patient. Looking forward to visiting sunny Sarasota soon :) "
Amazing Location West of the Trail
SeaBreeze Place/new Luxury Spacious Guest House-2mins walk to Palma Sola Bay
10.0 out of 10, Exceptional, (7)
"This property was exactly as described. Everything needed to enjoy some time at the beach. Easy drive to the beach and very quiet neighborhood added to the relaxation. A slight issue with the lock box upon entering, but a quick response from the owner was appreciated."
SeaBreeze Place/new Luxury Spacious Guest House-2mins walk to Palma Sola Bay
All-New, First Floor, Huge Pool, 70" TV, Tiki Bar!
9.0 out of 10, Wonderful, (16)
"Like access to the restaurant and pool. Been 2 years in a row. Very clean, and staff was great! Both years parade people took over the pool. Unfortunately, rules were not followed in the pool area. "
The price is HK$771
HK$1,455 total
includes taxes & fees
24 Sept - 25 Sept
All-New, First Floor, Huge Pool, 70" TV, Tiki Bar!
All-New, Bunk Bed, Huge Pool, 70" TV, Tiki Bar & Grill!
9.2 out of 10, Wonderful, (14)
"This room was comfortable for myself and my two children 9 and 7. The beds were comfortable and new. The sheets didn’t stay on the mattresses very well though. The dresser and nightstand had more than adequate storage space for clothes for a week. Mugs, cups and silverware were available and a large refrigerator. The location was easy to access beaches and stores nearby. The tiki bar is delicious and we tried several food items and they were great. The service was fairly slow whether it was busy...
The price is HK$771
HK$1,550 total
includes taxes & fees
13 Oct - 14 Oct
All-New, Bunk Bed, Huge Pool, 70" TV, Tiki Bar & Grill!
Siesta key Guest House 5 star on the water Private
9.0 out of 10, Wonderful, (17)
"Pictures were a little misleading but over all a nice place to just get away. Very clean. Just needs a little TLC outside. Would not recommend for children."
The price is HK$779
HK$2,306 total
includes taxes & fees
24 Sept - 25 Sept
Siesta key Guest House 5 star on the water Private
All-New, Private, 70" TV, Heated Pool, Tiki Bar & Grill
7.4 out of 10, Good, (3)
"The property is within Ramada hotel and it is pretty run down. It was on the second floor no view. We had to keep curtains closed all day for privacy. "
The price is HK$771
HK$1,455 total
includes taxes & fees
24 Sept - 25 Sept
All-New, Private, 70" TV, Heated Pool, Tiki Bar & Grill
All-New, Ground-Floor, Huge Pool, Tiki Bar & Grill
7.6 out of 10, Good, (5)
"Property was fine. There were hangers but no rod to hang them on. Also, no real place to hang wet towels. The shower doors do not really keep the water from leaking out and soaking the floor around the toilet. Other than these couple small things, the room was good. WiFi was pretty bad but not anything the owners can do about that."
The price is HK$771
HK$1,455 total
includes taxes & fees
24 Sept - 25 Sept
All-New, Ground-Floor, Huge Pool, Tiki Bar & Grill
Lido Beach Walk! One block to beach! See discounts for remaining days in 2024!
10.0 out of 10, Exceptional, (101)
"We stayed 2 weeks at this cute guest house. Super short walk to the beach. Lots of beach items to borrow: chairs, umbrella, floats… House was bright and clean. We felt super comfortable there like we were home. We’d definitely stay here again if we’re back in the area!"
Lido Beach Walk! One block to beach! See discounts for remaining days in 2024!
Bayfront Beauty
2.5 star property
4.0 out of 10, (2)
"This was a basement room with an add-on kitchen. Nothing like pictured. Not very clean. Not really any waterfront view or access. Your grandma might like it. "
Bayfront Beauty
Heated Pool, King Bed, Bunk Bed, Huge TV, Marina, Tiki Bar & Grill
7.4 out of 10, Good, (3)
"Great little stay. Kids loved the pool and the food at the restaurant."
The price is HK$771
HK$1,550 total
includes taxes & fees
5 Oct - 6 Oct
Heated Pool, King Bed, Bunk Bed, Huge TV, Marina, Tiki Bar & Grill
Private guesthouse near the beach
9.6 out of 10, Exceptional, (17)
"Great stay, thank you for accommodating us."
Private guesthouse near the beach
Adorable 1920s Cottage in a Tropical Wooded Setting!
10.0 out of 10, Exceptional, (48)
"The 1920's Cottage was absolutely a wonderful stay with beautiful gardens and wildlife and very tranquil and very accessible to other places. We enjoyed Lido beach north and Sarasota downtown and took a drive within an hour to Saint Petersburg a very trendy and beautiful city. Our host Nigel was very kind and accommodating."
Adorable 1920s Cottage in a Tropical Wooded Setting!
high ceiling condo near palma sola bay, Anna Maria and IMG
9.6 out of 10, Exceptional, (23)
"This is an incredibly, beautifully decorated one bedroom above-garage dwelling. It is immaculately clean, impeccably decorated and surprisingly close to all the joys that Anna Maria Island holds. We already want to go back! The spiral staircase is a challenge to navigate with luggage, but not insurmountable at all! 10 out of 10 for this location!!!!"
The price is HK$623
HK$1,281 total
includes taxes & fees
1 Oct - 2 Oct
high ceiling condo near palma sola bay, Anna Maria and IMG
Magical Guesthouse 1 mi from SRQ airport
10.0 out of 10, Exceptional, (3)
"This house was absolutely charming! I caught myself In complete awe of every detail - from the fun decor, to the thoughtful inclusion of all kitchen supplies to make a full meal, to the soft shower towels and the incredibly comfortable bed, bedding and pillows! Fantastic stay."
The price is HK$974
HK$1,901 total
includes taxes & fees
26 Sept - 27 Sept
Magical Guesthouse 1 mi from SRQ airport
Lido Beach Vacation on Corner Beach and St. Armand Circle C
9.2 out of 10, Wonderful, (95)
"I stayed for a month and am so glad I chose this spot. It’s perfect because it’s one block to the sand and about a block to St Armand’s circle. You’re right in the center of paradise and parking is extremely easy and comvenient. Before I booked, I was worried about staying here because the interior decor wasn’t my style at all, but I just made a trip to Target when I arrived. I covered the sofa, bought a cute lamp, got some new kitchen chairs, bedding, towels, shower curtain, a nice big rug and...
Lido Beach Vacation on Corner Beach and St. Armand Circle C
Private guest apartment near Siesta Key beach.
Private guest apartment near Siesta Key beach.
Lido Beach Corner of Beach and St. Armand Circle B
9.4 out of 10, Exceptional, (84)
"Location, location, location!!!! Walk to anything and everything. Venue needs a little TLC.would book again."
Lido Beach Corner of Beach and St. Armand Circle B
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Other property types in Lakewood Ranch

Tropical Beach Resorts
3.5 star property
9.4 out of 10, Exceptional, (4532)
"Amazing experience staff, is and was super friendly and attentive. Housekeepers very thorough and respectful. "
The price is HK$1,000
HK$1,306 total
includes taxes & fees
24 Sept - 25 Sept
Tropical Beach Resorts
Luxury home with Pool, Putting Green, Beach Bikes!
9.6 out of 10, Exceptional, (28)
"Absolutely stunning house! Decor is beautiful, beds are comfortable, porch is amazing, location is great and pool/spa is perfect!! Best house we have ever stayed in! Would recommend to all my family and friends. "
Luxury home with Pool, Putting Green, Beach Bikes!
The Residences at Siesta Key Beach by Hyatt Vacation Club
3.5 star property
9.6 out of 10, Exceptional, (203)
"One of my favorite places "
The price is HK$2,914
HK$3,688 total
includes taxes & fees
7 Oct - 8 Oct
The Residences at Siesta Key Beach by Hyatt Vacation Club
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.