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Check prices for these dates

Next weekend
11 Rab. II - 13 Rab. II
In two weeks
18 Rab. II - 20 Rab. II
In one month
2 Jum. I - 4 Jum. I
In two months
30 Jum. I - 1 Jum. II

Compare 495 Cottages in Oldsmar with updated reviews, rates, and availability.

Private family waterfront beach cottage. Best location step out to bay and gulf
On the beach

Private family waterfront beach cottage. Best location step out to bay and gulf

9.0 out of 10, Wonderful, (84)
"This charming vintage cottage was just right for our family oof 4. Though it was just a one-night stay, the house was comfortable, welcoming, and full of the charm and character of days gone by.The location was fantastic—just steps from the beach and close to several great restaurants. It offered a quiet, peaceful spot to rest and reflect.A true little gem that gave our family exactly what we needed. Would absolutely stay again."
Private family waterfront beach cottage. Best location step out to bay and gulf
30 Second walk to the Beach. Newly Renovated-No Hurricane Damage. Free parking.
Outdoor dining

30 Second walk to the Beach. Newly Renovated-No Hurricane Damage. Free parking.

9.8 out of 10, Exceptional, (174)
"This property is just steps to the beach and conveniently located. Comfortable for the 2 of us. We would love to come back."
The price is SAR 409
SAR 905 total
includes taxes & fees
15 Apr - 16 Apr
30 Second walk to the Beach. Newly Renovated-No Hurricane Damage. Free parking.
Cozy Cottage - Close to Everything, Nature Lovers Dream!
Fridge, microwave, oven, stovetop

Cozy Cottage - Close to Everything, Nature Lovers Dream!

10.0 out of 10, Exceptional, (50)
"This property was a quiet peaceful place. The two horses Mango and Bumble Bee were SUPER FRIENDLY and love the attention. Dave and Lindsey were amazing host. Communication, and hospitality was 10/10. Overall great stay 5/5."
The price is SAR 597
SAR 1,424 total
includes taxes & fees
6 Apr - 7 Apr
Cozy Cottage - Close to Everything, Nature Lovers Dream!
Cute and Cozy Beach Bungalow. Steps to the Beach. Free off-street Parking!
Fridge, microwave, oven, stovetop

Cute and Cozy Beach Bungalow. Steps to the Beach. Free off-street Parking!

10.0 out of 10, Exceptional, (127)
"Great stay and close to the sugar sand beach. Mary our host was great. I would recommend staying there."
Cute and Cozy Beach Bungalow. Steps to the Beach. Free off-street Parking!
White beaches, walk to restaurants and shops! Family vacation /Romantic getaway!
Beach nearby, sun loungers, beach towels

White beaches, walk to restaurants and shops! Family vacation /Romantic getaway!

9.6 out of 10, Exceptional, (102)
"The property manager was very helpful. She answered several of our questions during the process of planning our trip. She was also in touch with us personally several times during our stay to discuss certain issues. Great to work with!"
White beaches, walk to restaurants and shops! Family vacation /Romantic getaway!
Downtown Dunedin Cottage Near Beaches + Breweries
Beach

Downtown Dunedin Cottage Near Beaches + Breweries

10.0 out of 10, Exceptional, (53)
"Everything was perfect. Great little place with a good location."
Downtown Dunedin Cottage Near Beaches + Breweries
50 Steps to Beach, Family Friendly, Heated Pool
Aerial view

50 Steps to Beach, Family Friendly, Heated Pool

2.0 star property
10.0 out of 10, Exceptional, (4)
"We really like this place!Thankfully our family!"
50 Steps to Beach, Family Friendly, Heated Pool
Canary Beach Cottage - steps to the sand!
Aerial view

Canary Beach Cottage - steps to the sand!

9.8 out of 10, Exceptional, (39)
"We loved our time here! It was perfect for our family and super close to the beach. Very clean! "
Canary Beach Cottage - steps to the sand!
NEW! Indian Rocks Beach Cottage Steps from Ocean!
On the beach

NEW! Indian Rocks Beach Cottage Steps from Ocean!

9.8 out of 10, Exceptional, (51)
"We had a great time. The location is great. Literally steps from the beach. The condo was clean and has all the beach items you could need/want. My poor husband had a difficult time sleeping in the bed. Once both of us were in the bed, you would roll to the middle. I slept just fine :) "
NEW! Indian Rocks Beach Cottage Steps from Ocean!
Frenchy's Cottage 490 in Clearwater Beach
Aerial view

Frenchy's Cottage 490 in Clearwater Beach

10.0 out of 10, Exceptional, (22)
"We had a great week in Clearwater Beach. Our cottage was spacious, clean and a close walk to everything. We enjoyed having the outdoor space and used the outdoor grill. The only thing we had trouble using were the TV’s. They weren’t easy to navigate. We would, gladly, stay again"
Frenchy's Cottage 490 in Clearwater Beach
New Listing Tropical Sunset beach Cottage
Beach nearby

New Listing Tropical Sunset beach Cottage

9.6 out of 10, Exceptional, (15)
"Great location, nice little spot for a couple. And the bad The quilt on the bed was tore around the edge. You can’t use the laundry area unless you stay 8 days is what I was told. We stayed 7 days. There was enough towels and wash clothes for 4 days. "
New Listing Tropical Sunset beach Cottage
Key West Style Cottage - with pool/hot-tub
Outdoor pool

Key West Style Cottage - with pool/hot-tub

8.4 out of 10, Very Good, (12)
"Close to downtown very lovely looking location "
The price is SAR 371
SAR 806 total
includes taxes & fees
10 Apr - 11 Apr
Key West Style Cottage - with pool/hot-tub
100 Steps to the Beach, Family and Pet friendly Real Beach Cottage
Beach nearby, sun loungers, beach towels

100 Steps to the Beach, Family and Pet friendly Real Beach Cottage

9.2 out of 10, Wonderful, (51)
"Great location and perfect for walking to the beach. Nothing fancy but perfect for us. My girls loved that the cottage is pink! It was nice being able to walk to dinner and shops. We had a great time!"
The price is SAR 934
SAR 2,620 total
includes taxes & fees
7 Apr - 8 Apr
100 Steps to the Beach, Family and Pet friendly Real Beach Cottage
Your own private Beachfront Home On the Sands of the Gulf. Can't get any closer
On the beach

Your own private Beachfront Home On the Sands of the Gulf. Can't get any closer

8.0 out of 10, Very Good, (88)
"Truly right on the beach. Could not be more perfect. The house is in need of updating but clean. The driveway was a bit stressful being very narrow, almost got stuck in sand and could only back out onto busy road. The town center is so cute and very close. We will definitely stay here again."
Your own private Beachfront Home On the Sands of the Gulf. Can't get any closer
White beaches, walk to restaurants and shops! Family vacation /Romantic getaway!
Fridge, microwave, oven, stovetop

White beaches, walk to restaurants and shops! Family vacation /Romantic getaway!

9.8 out of 10, Exceptional, (134)
"Everything was good. I would rent here again. The only thing i have comment on is both bedding and all the towels were very damp/wet. We spent the first day drying everything. Not a real big issue but wasn't something i really wanted to do my firstday"
White beaches, walk to restaurants and shops! Family vacation /Romantic getaway!
Beach Lodge:2 Story Sleeps up to 12* Beach front pavilion* heated pool
Terrace/patio

Beach Lodge:2 Story Sleeps up to 12* Beach front pavilion* heated pool

9.2 out of 10, Wonderful, (22)
"Beautiful place and great location! Highly recommend staying at this rental property!"
Beach Lodge:2 Story Sleeps up to 12* Beach front pavilion* heated pool
Bright, Clean and Cozy Coastal Cottage in Ozona
Outdoor dining

Bright, Clean and Cozy Coastal Cottage in Ozona

9.6 out of 10, Exceptional, (11)
"We enjoyed our stay at Patrick's place. He is a great host and very responsive to our questions. The house is large and with a nice backyard and a well-stocked kitchen that we loved. Thank you!"
Bright, Clean and Cozy Coastal Cottage in Ozona
Tropical Coquina Cove Studio #5 Heated POOL. 5 Min Walk to Beach
A heated pool

Tropical Coquina Cove Studio #5 Heated POOL. 5 Min Walk to Beach

9.6 out of 10, Exceptional, (14)
"Great location, good amenities"
Tropical Coquina Cove Studio #5 Heated POOL. 5 Min Walk to Beach
Last Minute openings for April! Quaint bungalow just off Main Street
Exterior

Last Minute openings for April! Quaint bungalow just off Main Street

9.2 out of 10, Wonderful, (27)
"Good times in Dunedin from convenient location."
Last Minute openings for April! Quaint bungalow just off Main Street
Coral Cottage pool/gas firepit a 2 bedr 2 bath sleeps 6
Outdoor pool

Coral Cottage pool/gas firepit a 2 bedr 2 bath sleeps 6

10.0 out of 10, Exceptional, (32)
"The house was just as advertised and was a great location for all of the traveling we did during our stay. The access to highways was quite easy and the neighborhood was very quiet. The house was clean and spacious. We would definitely recommend this house."
Coral Cottage pool/gas firepit a 2 bedr 2 bath sleeps 6
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.
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Other property types in Oldsmar

Sailport Waterfront Suites
Beach nearby, beach volleyball, fishing

Sailport Waterfront Suites

3.5 star property
8.4 out of 10, Very Good, (4454)
"Great room eith bay buew couldn't be beat, beautiful sunrises, sunsets!"
The price is SAR 560
SAR 697 total
includes taxes & fees
1 May - 2 May
Sailport Waterfront Suites
Sunset Vistas Two Bedroom Beachfront Suites
2 outdoor pools, open 9:00 AM to 10:00 PM, pool umbrellas, sun loungers

Sunset Vistas Two Bedroom Beachfront Suites

3.5 star property
8.8 out of 10, Excellent, (3182)
"It is a great place some steps away the ocean. The communication is great too!. Two comfortable rooms and two bathrooms. There is a full equipped kitchen and a partial view of the sea. There is a restaurant in the hotel that serves good sandwiches! It has a pool for adults and another for kids. My family and I loved it. "
The price is SAR 818
SAR 1,018 total
includes taxes & fees
1 May - 2 May
Sunset Vistas Two Bedroom Beachfront Suites
Chase Suite Hotel Rocky Point Tampa
Front of property

Chase Suite Hotel Rocky Point Tampa

3.0 star property
7.6 out of 10, Good, (4902)
"The employees were top-notch! Drivers Raymond and Jose were wonderful and so helpful. Myrta, at the clubhouse desk was super sweet! Thanks for a great stay!!"
The price is SAR 664
SAR 747 total
includes taxes & fees
13 Apr - 14 Apr
Chase Suite Hotel Rocky Point Tampa
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.

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