Condo
10.0(71 Reviews)
2 Bedrooms
6 Guests
Hot Tub
Parking
Pool
Ocean View
US $213/Night
7 Nights - US $1,493
Trailer Estates Holiday Rentals
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Compare Villas, Resorts, & Rentals in Trailer Estates
10.0
House
10.0(9 Reviews)
3 Bedrooms
6 Guests
Oceanfront
Breakfast- Parking
- Pool
US $421/Night
7 Nights - US $2,946
Cottage
10.0(2 Reviews)
1 Bedroom
- Parking
Kitchen
Air Conditioner
Internet
US $405/Night
7 Nights - US $2,837
Condo
10.0(63 Reviews)
2 Bedrooms
5 Guests
- Oceanfront
- Hot Tub
- Parking
- Pool
US $214/Night
7 Nights - US $1,499
House
10.0(4 Reviews)
4 Bedrooms
10 Guests
- Oceanfront
- Breakfast
- Parking
- Pool
US $455/Night
7 Nights - US $3,185
US $192/Night
7 Nights - US $1,345
Condo
10.0(45 Reviews)
2 Bedrooms
4 Guests
- Oceanfront
- Hot Tub
- Parking
- Pool
US $187/Night
7 Nights - US $1,307
Condo
10.0(27 Reviews)
2 Bedrooms
6 Guests
- Oceanfront
- Hot Tub
- Parking
- Pool
US $241/Night
7 Nights - US $1,685
Apartment
10.0(16 Reviews)
2 Bedrooms
4 Guests
- Oceanfront
- Hot Tub
- Parking
- Pool
US $210/Night
7 Nights - US $1,467
Luxury Holiday Rentals in Trailer Estates
Over 684+ Luxury Holiday Rentals in or Near Trailer Estates
House
10.0(4 Reviews)
8 Bedrooms
27 Guests
Private Pool- Oceanfront
- Hot Tub
- Parking
US $1,889/Night
7 Nights - US $13,221
House
9.6(28 Reviews)
5 Bedrooms
13 Guests
- Private Pool
- Parking
- Pool
Spa
US $1,361/Night
7 Nights - US $9,528
House
6 Bedrooms
16 Guests
- Private Pool
- Oceanfront
- Parking
- Pool
US $1,175/Night
7 Nights - US $8,222
House
5 Bedrooms
16 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
US $1,025/Night
7 Nights - US $7,177
House
10.0(8 Reviews)
3 Bedrooms
9 Guests
- Private Pool
- Oceanfront
- Hot Tub
- Parking
US $968/Night
7 Nights - US $6,774
House
9.4(6 Reviews)
4 Bedrooms
20 Guests
- Private Pool
- Parking
- Pool
- Ocean View
US $863/Night
7 Nights - US $6,042
House
10.0(1 Review)
4 Bedrooms
13 Guests
- Private Pool
- Oceanfront
- Hot Tub
- Pool
US $844/Night
7 Nights - US $5,905
House
5 Bedrooms
19 Guests
- Parking
- Pool
Balcony/Terrace- Kitchen
US $782/Night
7 Nights - US $5,473
House
1 Bedroom
10 Guests
- Private Pool
Private Beach- Oceanfront
- Hot Tub
US $778/Night
7 Nights - US $5,446
Top-Rated Holiday Rentals with a Pool in Trailer Estates
Over 455+ The Best Private Villas and Holiday Rentals in Trailer Estates with a Pool
House
10.0(49 Reviews)
3 Bedrooms
8 Guests
- Private Pool
- Parking
- Pool
- Ocean View
US $425/Night
7 Nights - US $2,975
House
10.0(35 Reviews)
5 Bedrooms
14 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
US $563/Night
7 Nights - US $3,942
House
10.0(27 Reviews)
4 Bedrooms
11 Guests
- Private Pool
- Parking
- Pool
- Ocean View
US $474/Night
7 Nights - US $3,316
House
10.0(23 Reviews)
4 Bedrooms
10 Guests
- Private Pool
- Oceanfront
- Hot Tub
- Parking
US $501/Night
7 Nights - US $3,508
House
10.0(22 Reviews)
4 Bedrooms
14 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
US $726/Night
7 Nights - US $5,082
House
10.0(20 Reviews)
4 Bedrooms
12 Guests
- Private Pool
- Oceanfront
- Parking
- Pool
US $648/Night
7 Nights - US $4,537
Apartment
10.0(19 Reviews)
2 Bedrooms
4 Guests
- Hot Tub
- Parking
- Pool
- Ocean View
US $247/Night
7 Nights - US $1,729
Condo
10.0(15 Reviews)
2 Bedrooms
6 Guests
- Hot Tub
- Parking
- Pool
- Ocean View
US $167/Night
7 Nights - US $1,171
Condo
10.0(11 Reviews)
2 Bedrooms
4 Guests
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
US $194/Night
7 Nights - US $1,360
Pet-Friendly Holiday Rentals in Trailer Estates
Over 149+ Pet-Friendly Holiday Rentals in or Near Trailer Estates
House
10.0(2 Reviews)
2 Bedrooms
6 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
US $152/Night
7 Nights - US $1,062
US $357/Night
7 Nights - US $2,502
House
9.0(12 Reviews)
1 Bedroom
2 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $157/Night
7 Nights - US $1,097
Condo
10.0(1 Review)
2 Bedrooms
6 Guests
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
US $359/Night
7 Nights - US $2,513
House
9.8(12 Reviews)
4 Bedrooms
16 Guests
- Private Pool
- Parking
- Pool
- Balcony/Terrace
US $550/Night
7 Nights - US $3,850
Condo
10.0(1 Review)
2 Bedrooms
4 Guests
- Pool
- Kitchen
- Air Conditioner
- Internet
US $187/Night
7 Nights - US $1,309
House
9.6(70 Reviews)
2 Bedrooms
5 Guests
- Private Pool
- Oceanfront
- Parking
- Pool
US $263/Night
7 Nights - US $1,840
House
9.0(14 Reviews)
1 Bedroom
2 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $165/Night
7 Nights - US $1,152
Condo
9.0(2 Reviews)
2 Bedrooms
4 Guests
- Air Conditioner
- Internet
Pet Friendly
Laundry
US $312/Night
7 Nights - US $2,184
Large Holiday Rentals and Private Villas in Trailer Estates
Over 94+ Large Holiday Rentals and Private Villas in or Near Trailer Estates
Boat Rental
2 Bedrooms
12 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $636/Night
7 Nights - US $4,452
House
9.5(2 Reviews)
3 Bedrooms
12 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
US $408/Night
7 Nights - US $2,859
House
4 Bedrooms
16 Guests
- Breakfast
- Parking
- Kitchen
- Air Conditioner
US $583/Night
7 Nights - US $4,084
House
10.0(20 Reviews)
4 Bedrooms
16 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $641/Night
7 Nights - US $4,489
US $244/Night
7 Nights - US $1,708
House
10.0(10 Reviews)
4 Bedrooms
12 Guests
- Private Pool
- Parking
- Pool
- Ocean View
US $445/Night
7 Nights - US $3,114
House
10.0(9 Reviews)
4 Bedrooms
15 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
US $582/Night
7 Nights - US $4,071
House
10.0(3 Reviews)
3 Bedrooms
10 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
US $647/Night
7 Nights - US $4,527
House
10.0(3 Reviews)
3 Bedrooms
12 Guests
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $397/Night
7 Nights - US $2,778
Wheelchair Accessible Holiday Homes in Trailer Estates
Over 36+ Wheelchair Accessible Holiday Homes in or Near Trailer Estates
Condo
10.0(1 Review)
2 Bedrooms
4 Guests
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $222/Night
7 Nights - US $1,557
Apartment
10.0(2 Reviews)
2 Bedrooms
6 Guests
- Oceanfront
- Hot Tub
- Parking
- Pool
US $130/Night
7 Nights - US $910
Hotel
8.8(787 Reviews)
- Breakfast
- Parking
- Kitchen
- Internet
US $146/Night
7 Nights - US $1,022
Condo
9.6(10 Reviews)
2 Bedrooms
4 Guests
- Parking
- Pool
- Spa
- Ocean View
US $77/Night
7 Nights - US $540
Hotel
9.0(114 Reviews)
- Oceanfront
- Breakfast
- Parking
- Pool
US $309/Night
7 Nights - US $2,163
Condo
9.4(3 Reviews)
2 Bedrooms
4 Guests
- Hot Tub
- Parking
- Pool
- Ocean View
US $64/Night
7 Nights - US $447
US $583/Night
7 Nights - US $4,080
Condo
2 Bedrooms
4 Guests
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $111/Night
7 Nights - US $778
Condo
2 Bedrooms
3 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
US $103/Night
7 Nights - US $720
Trailer Estates Private Villas and Holiday Homes Under $200
Over 269+ Trailer Estates Private Villas and Holiday Homes Under $200
Condo
10.0(11 Reviews)
2 Bedrooms
4 Guests
- Hot Tub
- Parking
- Pool
- Ocean View
US $190/Night
7 Nights - US $1,329
Apartment
10.0(3 Reviews)
1 Bedroom
2 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
US $171/Night
7 Nights - US $1,196
House
10.0(2 Reviews)
2 Bedrooms
4 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
US $143/Night
7 Nights - US $1,004
House
10.0(2 Reviews)
1 Bedroom
4 Guests
- Parking
- Air Conditioner
- Internet
Sports/Activities
US $199/Night
7 Nights - US $1,391
Condo
9.8(156 Reviews)
2 Bedrooms
4 Guests
- Oceanfront
- Hot Tub
- Parking
- Pool
US $192/Night
7 Nights - US $1,343
Condo
9.8(66 Reviews)
2 Bedrooms
6 Guests
- Hot Tub
- Parking
- Pool
- Ocean View
US $188/Night
7 Nights - US $1,314
Condo
9.8(53 Reviews)
2 Bedrooms
4 Guests
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
US $197/Night
7 Nights - US $1,382
Apartment
9.8(20 Reviews)
1 Bedroom
2 Guests
- Parking
- Ocean View
- Balcony/Terrace
View
US $110/Night
7 Nights - US $771
Apartment
9.8(17 Reviews)
2 Bedrooms
4 Guests
- Hot Tub
- Parking
- Pool
- Ocean View
US $199/Night
7 Nights - US $1,393
Instantly Bookable Holiday Homes in Trailer Estates
Over 410+ Instantly Bookable Holiday Homes in or Near Trailer Estates
Condo
10.0(6 Reviews)
2 Bedrooms
5 Guests
- Hot Tub
- Parking
- Pool
- Ocean View
US $293/Night
7 Nights - US $2,051
Apartment
9.0(26 Reviews)
2 Bedrooms
6 Guests
- Hot Tub
- Parking
- Pool
- Ocean View
US $298/Night
7 Nights - US $2,086
Apartment
10.0(4 Reviews)
2 Bedrooms
4 Guests
- Hot Tub
- Parking
- Pool
- Ocean View
US $235/Night
7 Nights - US $1,643
Condo
10.0(3 Reviews)
2 Bedrooms
6 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
US $276/Night
7 Nights - US $1,934
Apartment
10.0(3 Reviews)
2 Bedrooms
4 Guests
- Oceanfront
- Hot Tub
- Parking
- Pool
US $215/Night
7 Nights - US $1,503
Apartment
10.0(2 Reviews)
2 Bedrooms
4 Guests
- Oceanfront
- Hot Tub
- Parking
- Pool
US $214/Night
7 Nights - US $1,497
Apartment
10.0(1 Review)
2 Bedrooms
5 Guests
- Air Conditioner
- Internet
Child Friendly- Laundry
US $326/Night
7 Nights - US $2,284
Condo
10.0(1 Review)
2 Bedrooms
5 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
US $300/Night
7 Nights - US $2,103
Condo
10.0(1 Review)
2 Bedrooms
6 Guests
- Hot Tub
- Parking
- Pool
- Kitchen
US $239/Night
7 Nights - US $1,670
Book a Last Minute Place to Stay in Trailer Estates
About Casai's Private Villas and Holiday Rentals in Trailer Estates
Discover more than 693 vacation rentals available in Trailer Estates. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Trailer Estates.
Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Trailer Estates, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Trailer Estates. On average, places to stay near Trailer Estates offer 1013.93 ft², with nightly prices averaging US $285.
With Casai, finding and comparing holiday rentals in Trailer Estates is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.
There are 693 Trailer Estates, FL Holiday Rentals
- Prices for a holiday home in Trailer Estates start at US $60
- Top rated vacation home in Trailer Estates is BRIGHT, BEAUTIFULLY UPGRADED FIRST FLOOR END-UNIT AT SHOREWALK
- Most popular short term in Trailer Estates is Extended Stay America Premier Suites - Bradenton
- Cheapest place to stay in Trailer Estates is Super 8 by Wyndham Bradenton Sarasota Area
- Most expensive holiday rental in Trailer Estates is New! Lux Estate, Pool, Hot Tub, Sauna, Cold Plunge
Recently Booked Holiday Rentals in Trailer Estates
- BRIGHT, BEAUTIFULLY UPGRADED FIRST FLOOR END-UNIT AT SHOREWALK
- Paradise Heated Pool Home Near IMG and Siesta Key Beach
- Lanai & Pond at Tranquil Bradenton Retreat!
- Top floor corner unit 2 bedroom Condo in Shorewalk Anna Marie Island 15 min
- Across from IMG Academy - Private Pool & Game Room - Sleeps 10
Frequently Asked Questions About Trailer Estates?
What are the top holiday rentals in Trailer Estates?
With numerous options available in Trailer Estates, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Trailer Estates:
- BRIGHT, BEAUTIFULLY UPGRADED FIRST FLOOR END-UNIT AT SHOREWALK
- Top floor corner unit 2 bedroom Condo in Shorewalk Anna Marie Island 15 min
- Paradise at Shorewalk
- Private Pool Home Hideaway in Palm Aire. Close to all Sarasota has to offer.
- 🌴Palms Heaven Villa 2BR/2BA/2 Pools & Heated Hot Tubs Near IMG/Beaches
- Next to IMG Golf! Heated Pool, Spa, Game Room!
- HEATED Pool, Game Room, Bunk Beds, Close to Beaches & All the Fun!
- Five Beach Retreat Pickleball Pools Best Value @ Shorewalk Resort near AMI & IMG
- Pool Oasis Near IMG & AMI | Hot Tub Sleeps 10
- Luxury 4 BR/3BA Waterview Home w/Pool + Spa with work space
How many holiday rentals have private pools in Trailer Estates?
Discover a selection of holiday rentals with private pools near Trailer Estates with Casai. Experience the epitome of luxury and relaxation in our top-rated villas and holiday homes, where you can enjoy exclusive access to refreshing swimming pools.
Which holiday homes in Trailer Estates are best for families?
If you're searching for a family-friendly holiday home in Trailer Estates, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Trailer Estates:
How many Casai.com holiday rentals are available in Trailer Estates?
As of 2026, Casai boasts over 693 properties listed in the Trailer Estates area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Trailer Estates.
