Lido Key Vacation Rentals

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Vacation Rentals in Lido Key

Beach
Vacation delight! Cozy condo just steps from the beach and St. Armands circle.
10.0 out of 10, Exceptional, (113)
"We loved our stay in Lido Beach! Sue made everything super easy for us!"
Vacation delight! Cozy condo just steps from the beach and St. Armands circle.
Exterior
Kon Tiki Inn
2.0 star property
10.0 out of 10, Exceptional, (108)
"Amazing pool, like a dream."
The price is CA $180
CA $204 total
includes taxes & fees
Jun 2 - Jun 3
Kon Tiki Inn
Beach
IMG MEMORIAL DAY & SUMMER DISCOUNTS! AMI White Sand Beaches/Pickle Ball/GOLF/FUN
10.0 out of 10, Exceptional, (6)
"The house is absolutely beautiful. 4 bedrooms, 3 bathrooms (2 ensuite), well stocked , very nice lanai, big backyard, gas grill, the owner came right away when there was a small issue - she is Very nice. I would highly recommend this house to anyone who wants a beautiful place to stay. Looking forward to staying there again."
The price is CA $190
CA $839 total
includes taxes & fees
May 18 - May 19
IMG MEMORIAL DAY & SUMMER DISCOUNTS! AMI White Sand Beaches/Pickle Ball/GOLF/FUN
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Exterior
The Beautiful House 6/4.5 w/detached residence, Pets+ SUN & FUN, CLOSE TO BEACH
10.0 out of 10, Exceptional, (92)
"We really enjoyed the spacious home for our group of 10. The detached apartment was perfect for someone that wanted more space to themselves. The pool was warm and swim jet was fun for the kids. Wish that we had known that it would take an hour to get to Anna Maria Island in heavy traffic (our trip was during Spring Break), but only about 15 minutes when we left early in the morning."
The Beautiful House 6/4.5 w/detached residence, Pets+ SUN & FUN, CLOSE TO BEACH
View from property
The Pink House Unit B: A Cozy Retreat Steps from the Beach
9.8 out of 10, Exceptional, (65)
"The Pink House Unit B was one of the best units I have stayed using VRBO for years now. The pictures do it perfect justice. It’s a nice quaint space with a 1 min walk to beach. The unit is literally across the street from the beach which was quiet, not crowded at all. The only tiny drawback was the bathroom. The shower and toilet do need updates but don’t let that detour you one bit. Great place and location! I would rent again for sure!!!"
The Pink House Unit B: A Cozy Retreat Steps from the Beach
Sun loungers, beach towels
Bright & airy heated pool house. Sleeps 12 & 8 minutes from Anna Maria beaches!
9.8 out of 10, Exceptional, (6)
"Great location, close to stores, restaurants and Beaches. . Spacious clean house in a nice neighborhood. The kids loved the pool and the ping pong table. Would definitely book again!!"
Bright & airy heated pool house. Sleeps 12 & 8 minutes from Anna Maria beaches!
On the beach, sun loungers, beach towels
Completely remodeled beach front condo with full ocean views, steps to the water
9.8 out of 10, Exceptional, (190)
"This is a lovely modern condo with excellent furnishings. This was an effortless vacation."
The price is CA $409
CA $687 total
includes taxes & fees
May 15 - May 16
Completely remodeled beach front condo with full ocean views, steps to the water
A heated pool
Perfectly Located Home with Pool and Spa
9.6 out of 10, Exceptional, (20)
"The house is great, with the ease of having a pool and the beach being only 2 blocks away. This was our first time visiting Anna Maria. We have been finding other options the last couple years since we used to go to Captiva and that was destroyed in the hurricane almost 2 years ago. The island is pretty small but has different sections to explore. We enjoyed Coquina beach for a coupem hours one day, the restaurants were good very vactiony normal island grub type places. We did enjoy a great meal...
Perfectly Located Home with Pool and Spa
Sports facility
The Residences at Siesta Key Beach by Hyatt Vacation Club
3.5 star property
9.6 out of 10, Exceptional, (159)
"Wonderful"
The price is CA $664
CA $805 total
includes taxes & fees
Jun 3 - Jun 4
The Residences at Siesta Key Beach by Hyatt Vacation Club
Exterior
Beachfront Paradise w/ Totally PRIVATE BEACH ON THE WATERFRONT , Bring your dog
9.6 out of 10, Exceptional, (157)
"The location and views were incredible! It was so great being right on the beach and it was easy to walk everywhere. Unfortunately the house is a little tired, the refrigerator should be replaced as the door doesn’t close well, the shower head in the primary bathroom should be replaced and the pillows/mattresses need updating. Again, the location and views are stunning and we had the best time playing on the beach and in the water all day, but for the expensive cost per night, we were...
The price is CA $478
CA $1,122 total
includes taxes & fees
Jun 12 - Jun 13
Beachfront Paradise w/ Totally PRIVATE BEACH ON THE WATERFRONT , Bring your dog
Property amenity
Tropical Beach Resorts
3.5 star property
9.4 out of 10, Exceptional, (4342)
"It was amazing the private beach access and the tucked away feeling after a day of exploring was nice. Really nice staff and accommodating. Would definitely return. "
The price is CA $169
CA $222 total
includes taxes & fees
May 23 - May 24
Tropical Beach Resorts
On the beach, white sand, beach towels
Anna Maria Beach Resort
3.5 star property
9.4 out of 10, Exceptional, (153)
"Beautiful and peaceful setting"
The price is CA $786
CA $986 total
includes taxes & fees
May 20 - May 21
Anna Maria Beach Resort
Sun loungers, beach towels
Anna Maria Sunsets - studio
9.4 out of 10, Exceptional, (184)
"Nice room, a little small but adequate, although an outside area for sitting (private) would have been nice. Excellent location across a busy street from a beautiful beach with a shady gazebo to sit in and next to a jet ski rental! Anna Maria Free Shuttle takes you up and down the island and runs every 20 minutes, with a stop very close by. Walking distance to the "Bridge Street" shopping and dining block!"
The price is CA $205
CA $387 total
includes taxes & fees
Jun 7 - Jun 8
Anna Maria Sunsets - studio
Outdoor pool, a heated pool
Waterfront Unit, Heated Pool, 70" TV, Tiki Bar & Grill, On The Marina!
9.4 out of 10, Exceptional, (37)
"Nice time"
The price is CA $122
CA $239 total
includes taxes & fees
May 19 - May 20
Waterfront Unit, Heated Pool, 70" TV, Tiki Bar & Grill, On The Marina!
Private beach nearby, sun loungers, beach towels
Tradewinds Beach Resort
2.5 star property
9.2 out of 10, Wonderful, (352)
"Only good things to say about the Tradewinds. We have stayed at the Tortuga twice and loved it. Tradewinds was equally as awesome. Loved the pool location, communication was great by staff. "
The price is CA $355
CA $559 total
includes taxes & fees
May 30 - May 31
Tradewinds Beach Resort
Beach nearby, white sand, sun loungers, beach umbrellas
Siesta Palms By the Beach
3.5 star property
9.2 out of 10, Wonderful, (93)
"Loved the beach feel. "
Siesta Palms By the Beach
Florida Family Single | Private kitchen
Captiva Beach Resort
2.0 star property
9.0 out of 10, Wonderful, (1035)
"Everyone in the office is great and helpful right down to the cleaning staff! Especially Jen in the office. She is over the top accommodating. Wonderful customer service!! Couldn’t be happier here at our stay! The beach access is just a short walk with beautiful powdery sands and clear blue waters! Highly recommend!"
The price is CA $225
CA $301 total
includes taxes & fees
May 21 - May 22
Captiva Beach Resort
Aerial view
The Ringling Beach House
3.5 star property
9.0 out of 10, Wonderful, (240)
"Fantastic stay, such a great location, across from the beach access and a short walk to restaurants. Well stocked, cute and clean. Would definitely stay again! "
The price is CA $343
CA $697 total
includes taxes & fees
May 16 - May 17
The Ringling Beach House
Garden
Pelican Post at Anna Maria Island Inn
3.0 star property
9.0 out of 10, Wonderful, (184)
"Very nice rooms. Lots of space. Newly renovated. Walking distance to everything and great pool. "
The price is CA $474
CA $595 total
includes taxes & fees
May 16 - May 17
Pelican Post at Anna Maria Island Inn
Outdoor pool, pool umbrellas, sun loungers
Queen's Gate Resort
2.5 star property
9.0 out of 10, Wonderful, (373)
"We really enjoyed our stay at the Queen's Gate Resort. Our room was very clean and comfortable (AC worked fine). Slept well on the bed. It was so nice to be able to walk a few minutes and be on the beach. Would definitely stay here again! "
Queen's Gate Resort
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See all available properties in Lido Key
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.

Other types of properties in Lido Key you may be interested in

Lobby sitting area
Kompose Boutique Hotel
3.0 star property
9.0 out of 10, Wonderful, (3389)
"Nice modern hotel, great breakfast. Shower has open glass window so there’s no privacy. "
The price is CA $102
CA $134 total
includes taxes & fees
May 20 - May 21
Kompose Boutique Hotel
2 outdoor pools, sun loungers
Lido Beach Resort
4.0 star property
8.6 out of 10, Excellent, (1001)
"Stayed in a recently renovated section of the hotel & there could have been more attention to overall cleaning of bathrooms & better upkeep overall. Lovely access to the beach so we likely return for the beach access alone. "
The price is CA $381
CA $493 total
includes taxes & fees
May 22 - May 23
Lido Beach Resort
Outdoor pool, sun loungers
Hyatt Regency Sarasota
4.0 star property
8.2 out of 10, Very good, (1001)
"So beautiful and peaceful staff was very friendly."
The price is CA $185
CA $255 total
includes taxes & fees
May 27 - May 28
Hyatt Regency Sarasota
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.

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Lido Key. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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