US $558
/Night
7 Nights - $3,905
Discover the Best Resort Vacations
Explore the top resorts, from luxury beachfront escapes to family-friendly all-inclusive resorts and relaxing spa retreats. Whether you’re planning a weekend getaway or an extended vacation, the Truman Annex offers world-class resort destinations for every travel style, season, and budget.
Find Your Perfect Stay in
LOCATION
SELECT DATES
NUMBER OF GUESTS
Guests
2
Hotel
8.3
(
120 Reviews
)
785.76 ft²
-
EV Charge Station -
Parking -
View -
Air Conditioner
US $323
/Night
7 Nights - $2,263
US $422
/Night
7 Nights - $2,952
Villa
10.0
(
34 Reviews
)
4 Bedrooms
3 Bathrooms
8 Guests
2508 ft²
-
Parking
-
Pool -
Ocean View -
Balcony/Terrace
US $1,012
/Night
7 Nights - $7,082
House
2 Bedrooms
3 Bathrooms
6 Guests
1216.32 ft²
-
Parking
-
Pool
-
Spa -
View
US $676
/Night
7 Nights - $4,732
Villa
2 Bedrooms
2 Bathrooms
6 Guests
-
Hot Tub -
Air Conditioner
-
Internet -
Laundry
US $583
/Night
7 Nights - $4,079
Villa
2 Bedrooms
2 Bathrooms
6 Guests
-
Hot Tub
-
Pool
-
Balcony/Terrace
-
Kitchen
US $561
/Night
7 Nights - $3,930
Condo
10.0
(
194 Reviews
)
2 Bedrooms
1 Bathroom
5 Guests
700 ft²
-
Parking
-
Pool
-
Ocean View
-
Balcony/Terrace
US $376
/Night
7 Nights - $2,634
Apartment
10.0
(
1 Review
)
2 Bedrooms
2 Bathrooms
5 Guests
678.13 ft²
-
Parking
-
Pool
-
View
-
Air Conditioner
US $460
/Night
7 Nights - $3,220
House
10.0
(
5 Reviews
)
1 Bedroom
1 Bathroom
-
Child Friendly
US $421
/Night
7 Nights - $2,947
House
10.0
(
193 Reviews
)
2 Bedrooms
2 Bathrooms
4 Guests
1080 ft²
-
Parking
-
Pool
-
Ocean View
-
Balcony/Terrace
US $779
/Night
7 Nights - $5,455
Condo
9.8
(
103 Reviews
)
2 Bedrooms
2 Bathrooms
4 Guests
700 ft²
-
Parking
-
Pool
-
Ocean View
-
Balcony/Terrace
US $374
/Night
7 Nights - $2,618
Condo
9.0
(
51 Reviews
)
2 Bedrooms
1 Bathroom
4 Guests
680 ft²
-
Parking
-
Pool
-
Ocean View
-
Balcony/Terrace
US $206
/Night
7 Nights - $1,444
House
10.0
(
83 Reviews
)
5 Bedrooms
6 Bathrooms
8 Guests
3920 ft²
-
Private Pool -
Parking
-
Pool
-
Ocean View
US $1,138
/Night
7 Nights - $7,968
Condo
10.0
(
63 Reviews
)
2 Bedrooms
1 Bathroom
4 Guests
680 ft²
-
Parking
-
Pool
-
Ocean View
-
Balcony/Terrace
US $298
/Night
7 Nights - $2,087
Condo
10.0
(
194 Reviews
)
2 Bedrooms
1 Bathroom
5 Guests
700 ft²
-
Parking
-
Pool
-
Ocean View
-
Balcony/Terrace
US $376
/Night
7 Nights - $2,634
Apartment
10.0
(
1 Review
)
2 Bedrooms
2 Bathrooms
5 Guests
678.13 ft²
-
Parking
-
Pool
-
View
-
Air Conditioner
US $460
/Night
7 Nights - $3,220
House
10.0
(
5 Reviews
)
1 Bedroom
1 Bathroom
-
Child Friendly
US $421
/Night
7 Nights - $2,947
House
10.0
(
193 Reviews
)
2 Bedrooms
2 Bathrooms
4 Guests
1080 ft²
-
Parking
-
Pool
-
Ocean View
-
Balcony/Terrace
US $779
/Night
7 Nights - $5,455
Condo
9.8
(
103 Reviews
)
2 Bedrooms
2 Bathrooms
4 Guests
700 ft²
-
Parking
-
Pool
-
Ocean View
-
Balcony/Terrace
US $374
/Night
7 Nights - $2,618
Condo
9.0
(
51 Reviews
)
2 Bedrooms
1 Bathroom
4 Guests
680 ft²
-
Parking
-
Pool
-
Ocean View
-
Balcony/Terrace
US $206
/Night
7 Nights - $1,444
House
10.0
(
83 Reviews
)
5 Bedrooms
6 Bathrooms
8 Guests
3920 ft²
-
Private Pool
-
Parking
-
Pool
-
Ocean View
US $1,138
/Night
7 Nights - $7,968
Condo
10.0
(
63 Reviews
)
2 Bedrooms
1 Bathroom
4 Guests
680 ft²
-
Parking
-
Pool
-
Ocean View
-
Balcony/Terrace
US $298
/Night
7 Nights - $2,087
Cottage
10.0
(
209 Reviews
)
3 Bedrooms
2 Bathrooms
6 Guests
1200 ft²
-
Oceanfront -
Parking
-
Pool
-
Ocean View
US $229
/Night
7 Nights - $1,602
Cottage
1 Bedroom
1 Bathroom
-
Pool
-
Kitchen
-
Air Conditioner
-
Internet
US $487
/Night
7 Nights - $3,409
Cottage
10.0
(
172 Reviews
)
2 Bedrooms
1 Bathroom
3 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $555
/Night
7 Nights - $3,887
Cottage
9.8
(
44 Reviews
)
2 Bedrooms
2 Bathrooms
6 Guests
1200 ft²
-
Hot Tub
-
Parking
-
Pool
-
Ocean View
US $506
/Night
7 Nights - $3,539
Cottage
3 Bedrooms
2 Bathrooms
6 Guests
1250 ft²
-
Oceanfront
-
Parking
-
Pool
-
Ocean View
US $315
/Night
7 Nights - $2,205
Cottage
9.8
(
14 Reviews
)
2 Bedrooms
1 Bathroom
5 Guests
-
Air Conditioner
-
Internet
-
Child Friendly
-
Laundry
US $498
/Night
7 Nights - $3,483
Resort
10.0
(
2 Reviews
)
-
Child Friendly
-
Laundry
-
Security/Safety
US $379
/Night
7 Nights - $2,650
Resort
10.0
(
1 Review
)
-
Hot Tub
-
Parking
-
Pool
-
Balcony/Terrace
US $1,741
/Night
7 Nights - $12,186
Resort
8.0
(
1 Review
)
-
Hot Tub
-
Breakfast -
Parking
-
Pool
US $877
/Night
7 Nights - $6,137
US $1,952
/Night
7 Nights - $13,662
New
Resort
-
Hot Tub
-
Parking
-
Pool
-
Spa
US $1,209
/Night
7 Nights - $8,463
Resort
-
Hot Tub
-
Parking
-
Pool
-
Balcony/Terrace
US $1,013
/Night
7 Nights - $7,094
US $981
/Night
7 Nights - $6,869
Resort
-
Hot Tub
-
Parking
-
Pool
-
Balcony/Terrace
US $905
/Night
7 Nights - $6,332
Condo
10.0
(
194 Reviews
)
2 Bedrooms
1 Bathroom
5 Guests
700 ft²
-
Parking
-
Pool
-
Ocean View
-
Balcony/Terrace
US $376
/Night
7 Nights - $2,634
Apartment
10.0
(
1 Review
)
2 Bedrooms
2 Bathrooms
5 Guests
678.13 ft²
-
Parking
-
Pool
-
View
-
Air Conditioner
US $460
/Night
7 Nights - $3,220
House
10.0
(
5 Reviews
)
1 Bedroom
1 Bathroom
-
Child Friendly
US $421
/Night
7 Nights - $2,947
House
10.0
(
193 Reviews
)
2 Bedrooms
2 Bathrooms
4 Guests
1080 ft²
-
Parking
-
Pool
-
Ocean View
-
Balcony/Terrace
US $779
/Night
7 Nights - $5,455
Condo
9.8
(
103 Reviews
)
2 Bedrooms
2 Bathrooms
4 Guests
700 ft²
-
Parking
-
Pool
-
Ocean View
-
Balcony/Terrace
US $374
/Night
7 Nights - $2,618
Condo
9.0
(
51 Reviews
)
2 Bedrooms
1 Bathroom
4 Guests
680 ft²
-
Parking
-
Pool
-
Ocean View
-
Balcony/Terrace
US $206
/Night
7 Nights - $1,444
House
10.0
(
83 Reviews
)
5 Bedrooms
6 Bathrooms
8 Guests
3920 ft²
-
Private Pool
-
Parking
-
Pool
-
Ocean View
US $1,138
/Night
7 Nights - $7,968
Condo
10.0
(
63 Reviews
)
2 Bedrooms
1 Bathroom
4 Guests
680 ft²
-
Parking
-
Pool
-
Ocean View
-
Balcony/Terrace
US $298
/Night
7 Nights - $2,087
Find the Perfect Resort Vacation in the Truman Annex
What makes our resorts stand out?
Verified Properties
Every vacation home shown on Resort Vacation comes from trusted travel sources and verified hosts, so you can browse with confidence.
Value You Can Trust
Compare a range of properties and find fair, transparent pricing—no hidden fees.
Endless Variety
From oceanfront condos and coastal cottages to luxury villas and family homes, there's a rental to fit every traveler and budget.
Popular Resort Destinations in the Truman Annex
What are the Top Resort Locations Across the Truman Annex?
Discover resorts in the most sought-after travel destinations nationwide:
How to Reserve Your Resorts Vacation Accommodation?
Booking Made Simple
Resorts Vacations connects travelers with verified resort stays from trusted partners across the Truman Annex. Once you find the perfect resort, you’ll be seamlessly guided to our partner’s secure booking platform to complete your reservation with confidence.
SEARCH PROPERTIES
Use filters for location, amenities, and budget.
VIEW DETAILS
Check photos, reviews, and features for your top picks.
BOOK SECURELY
Confirm your stay safely through our trusted travel partners.
Common Resort Vacation Amenities in the Truman Annex
What Amenities Can You Expect When Booking with Resorts Vacations?
Resorts Vacations offers carefully selected resort stays across the Truman Annex, designed for comfort, convenience, and memorable experiences.
Indoor Amenities
Spacious guest rooms and suites
Spacious living areas with streaming TVs
Complimentary Wi-Fi
Air conditioning and heating
In-unit washer and dryer
Plush bedding and comfortable furniture
Outdoor Amenities
Balconies or patios with coastal views
Private or shared pools
BBQ grills and outdoor dining areas
On-site parking
Easy access to beaches and attractions
More Places to Stay with Resorts Vacations
Looking for the perfect resort vacation in the Truman Annex? Discover a curated collection of resort stays offering comfort, convenience, and unforgettable experiences in top destinations nationwide. Whether you’re searching for a beachfront resort, a family-friendly escape, or a luxury retreat, Resorts Vacations makes it easy to explore and compare verified resort options for your next getaway.
Resort
10.0
(
2 Reviews
)
-
Child Friendly
-
Laundry
-
Security/Safety
US $379
/Night
7 Nights - $2,650
Resort
10.0
(
1 Review
)
-
Hot Tub
-
Parking
-
Pool
-
Balcony/Terrace
US $1,741
/Night
7 Nights - $12,186
Resort
8.0
(
1 Review
)
-
Hot Tub
-
Breakfast
-
Parking
-
Pool
US $877
/Night
7 Nights - $6,137
US $1,952
/Night
7 Nights - $13,662
New
Resort
-
Hot Tub
-
Parking
-
Pool
-
Spa
US $1,209
/Night
7 Nights - $8,463
Resort
-
Hot Tub
-
Parking
-
Pool
-
Balcony/Terrace
US $1,013
/Night
7 Nights - $7,094
US $981
/Night
7 Nights - $6,869
Resort
-
Hot Tub
-
Parking
-
Pool
-
Balcony/Terrace
US $905
/Night
7 Nights - $6,332
Resort
10.0
(
1 Review
)
-
Hot Tub
-
Parking
-
Pool
-
Ocean View
US $204
/Night
7 Nights - $1,428
Resort
5.0
(
1 Review
)
-
Pool
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $700
/Night
7 Nights - $4,900
Resort
5.0
(
1 Review
)
-
Pool
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $550
/Night
7 Nights - $3,850
Resort
3.5
(
2 Reviews
)
-
Pool
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $792
/Night
7 Nights - $5,544
Resorts Vacations FAQs
What are the top vacation rentals in Truman Annex?
There are a lot of options in Truman Annex. If you plan on staying in the Truman Annex area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Truman Annex:
- Hyatt Vacation Club in Key West- Studio
- Sunset Harbor Resort & Spa, Hot Tub, Pool
- Hyatt Sunset Harbour Resort-Prime location on Key West!
- 2BDR Sunset Harbor Resort Key West Florida
- Heart of Historic Old Town Key West. Sunset Harbor Resort + Amenities
- Two-bedroom townhouse overlooking the harbor. ONLY AVAILABLE Nov. 8 - Nov 15
- Sunset Harbor Resort & Spa, In Town, Marina, Hot Tub.
- Sunset Harbor Resort, Marina, In Town, Hot Tub, Pool, Balcony
- 1 Bedroom, Hyatt Club Sunset Harbor, Full Kitchen, Acces to Resort , Amenities
- NEAR DUVAL ST! Sunset Harbor Oasis + Amenities, 2-Bedroom Suite
How many vacation rentals have private pools in Truman Annex?
There are 35 vacation rentals with private pools near Truman Annex. Top-rated homes that have access to a swimming pool include:
Which vacation homes in Truman Annex are best for families?
If you are looking for a family-friendly vacation home in Truman Annex, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Truman Annex:
How many vacation rentals are available in Truman Annex?
Currently, the total number of properties listed in 2026 is over 53 in the Truman Annex area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Truman Annex.
More Resorts Vacations to Explore
Resort
10.0
(
2 Reviews
)
-
Child Friendly
-
Laundry
-
Security/Safety
US $379
/Night
7 Nights - $2,650
Resort
8.0
(
1 Review
)
-
Hot Tub
-
Breakfast
-
Parking
-
Pool
US $877
/Night
7 Nights - $6,137
Resort
-
Hot Tub
-
Parking
-
Pool
-
Balcony/Terrace
US $905
/Night
7 Nights - $6,332
US $981
/Night
7 Nights - $6,869
Resort
-
Hot Tub
-
Parking
-
Pool
-
Balcony/Terrace
US $1,013
/Night
7 Nights - $7,094
New
Resort
-
Hot Tub
-
Parking
-
Pool
-
Spa
US $1,209
/Night
7 Nights - $8,463
Resort
10.0
(
1 Review
)
-
Hot Tub
-
Parking
-
Pool
-
Balcony/Terrace
US $1,741
/Night
7 Nights - $12,186
US $1,952
/Night
7 Nights - $13,662
Resort
10.0
(
1 Review
)
-
Hot Tub
-
Parking
-
Pool
-
Ocean View
US $204
/Night
7 Nights - $1,428
Resort
-
Hot Tub
-
Parking
-
Pool
-
Spa
US $332
/Night
7 Nights - $2,324
Resort
-
Hot Tub
-
Parking
-
Pool
-
Spa
US $360
/Night
7 Nights - $2,520
Resort
-
Pool
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $374
/Night
7 Nights - $2,615
