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Check prices for these dates

Next weekend
May 9 - May 11
In two weeks
May 16 - May 18
In one month
May 30 - Jun 1
In two months
Jun 27 - Jun 29

Compare 165 Condo Rentals in Fleming Island with updated reviews, rates, and availability.

Relaxing & charming home
Fridge, microwave, oven, stovetop

Relaxing & charming home

9.4 out of 10, Exceptional, (39)
"Our stay was great."
The price is $286
includes taxes & fees
$255 per night
May 3 - May 4
Relaxing & charming home
Amazing New MAYO King Suite
Pool

Amazing New MAYO King Suite

9.6 out of 10, Exceptional, (5)
"very nice area and complex ."
The price is $262
includes taxes & fees
$233 per night
May 1 - May 2
Amazing New MAYO King Suite
Lovely & spacious Florida getaway
Smart TV, fireplace

Lovely & spacious Florida getaway

7.8 out of 10, Good, (6)
The price is $286
includes taxes & fees
$255 per night
May 3 - May 4
Lovely & spacious Florida getaway
Mi CASA es su CASA
Outdoor pool, a heated pool

Mi CASA es su CASA

10.0 out of 10, Exceptional, (77)
"Check-in was easy and the property was very clean. We would stay again. "
The price is $214
includes taxes & fees
$194 per night
May 4 - May 5
Mi CASA es su CASA
Relaxing Oasis Studio w Resort Pool/Hottub on Golf Course
Exterior

Relaxing Oasis Studio w Resort Pool/Hottub on Golf Course

9.0 out of 10, Wonderful, (21)
"Golf course community with multiple condos. Lovely surroundings, close shopping and restaurants, just the right distance from interstate "
Relaxing Oasis Studio w Resort Pool/Hottub on Golf Course
Cheery Condo w/ Community Pool & Waterslide!
Outdoor dining

Cheery Condo w/ Community Pool & Waterslide!

9.6 out of 10, Exceptional, (30)
"We very much enjoyed our stay and would go back if we needed to!! The condo was very pretty, spacious and clean! "
Cheery Condo w/ Community Pool & Waterslide!
Beautiful 1 bedroom condo in World Golf Village King and Bear St. Augustine
A heated pool

Beautiful 1 bedroom condo in World Golf Village King and Bear St. Augustine

9.6 out of 10, Exceptional, (26)
"It was a nice stay "
The price is $298
includes taxes & fees
$270 per night
May 1 - May 2
Beautiful 1 bedroom condo in World Golf Village King and Bear St. Augustine
5 STAR Upscale King Suite 1 Min to Mayo Clinic!
Fridge, microwave, oven, stovetop

5 STAR Upscale King Suite 1 Min to Mayo Clinic!

9.0 out of 10, Wonderful, (9)
"Great property, clean, spacious, and great ammenities. Would stay again."
5 STAR Upscale King Suite 1 Min to Mayo Clinic!
The Peaceful Green - A Relaxing St. Augustine Getaway
Lobby

The Peaceful Green - A Relaxing St. Augustine Getaway

9.0 out of 10, Wonderful, (6)
"Very clean, safe and grocery shop nearby. Nice morning walk garden ! Stayed 6 nights. Dish wash sponge and one extra toilet paper roll would have made the stay perfect. it was very pleasant and helpful host. Thanks! "
The Peaceful Green - A Relaxing St. Augustine Getaway
Large 2 bedroom apartment in World Golf Village King and Bear St Augustine
Outdoor pool, a heated pool

Large 2 bedroom apartment in World Golf Village King and Bear St Augustine

9.2 out of 10, Wonderful, (20)
"Condo unit is clean and comfortable and well supplied with all necessities that were needed for my stay. Area has easily reached restaurants and a large grocery store. Would definitely stay here again. "
Large 2 bedroom apartment in World Golf Village King and Bear St Augustine
Golf, Pool & Leisure at Golfer's Retreat
Fridge, microwave, oven, stovetop

Golf, Pool & Leisure at Golfer's Retreat

2.0 star property
10.0 out of 10, Exceptional, (3)
"great property"
The price is $457
includes taxes & fees
$411 per night
May 1 - May 2
Golf, Pool & Leisure at Golfer's Retreat
Golfers Getaway Pool, Jacuzzi & Spa in WGV
Pool

Golfers Getaway Pool, Jacuzzi & Spa in WGV

9.4 out of 10, Exceptional, (3)
"The property was very clean. The pool was beautiful, and the pool furniture was very comfortable. Our room was a 2-bedroom suite. The kitchen had all the essentials you would need, including coffee, clean dishes, and cups. The only complaint is that repairs were being done in the unit above ours, and it was very noisy in the mornings. Also, the beds were not as comfortable as I had hoped. I would definitely stay here again with family and/or friends. "
The price is $348
includes taxes & fees
$315 per night
May 13 - May 14
Golfers Getaway Pool, Jacuzzi & Spa in WGV
Pool-hot tub-Lagoon View from balcony 4307S
Beach

Pool-hot tub-Lagoon View from balcony 4307S

10.0 out of 10, Exceptional, (2)
"Total experience exceeded expectations in every way."
Pool-hot tub-Lagoon View from balcony 4307S
Grande Villas at World Golf VillageĀ® - Augustine - 2 Bedroom Suite Sleeps 8
A heated pool

Grande Villas at World Golf VillageĀ® - Augustine - 2 Bedroom Suite Sleeps 8

8.8 out of 10, Excellent, (5)
"Great location and amenities"
Grande Villas at World Golf VillageĀ® - Augustine - 2 Bedroom Suite Sleeps 8
Grande Villas at World Golf VillageĀ® - St. Augustine - 1 Bedroom
A heated pool

Grande Villas at World Golf VillageĀ® - St. Augustine - 1 Bedroom

6.0 out of 10, (2)
"The problem with this is that Expedia reservation triggered Vrbo text message about the property and check-in. I later got email (day before arrival) from a totally different company that manages the property. The message arrived 3pm and asked that i CALL a phone number between 10 am and 3:30pm that day. I panicked trying to reach them for 2 days, only to get a call back on my last flight to JAX. I arrived at 11pm and had the gate code, but the clubhouse was locked and dark. Good thing i...
Grande Villas at World Golf VillageĀ® - St. Augustine - 1 Bedroom
Luxury Studio Condo Laterra World Golf Village/King and Bear St Augustine
Pool

Luxury Studio Condo Laterra World Golf Village/King and Bear St Augustine

9.2 out of 10, Wonderful, (54)
"Location is very goodā€¦unit is in an older project but has very nice amenities including tv, fridge with ice maker, microwave and coffee maker. Very clean with linens, iron and ironing board and blow dryer. Perfect for our stay (close to the wedding venue) and half the price of a comparable motel room."
Luxury Studio Condo Laterra World Golf Village/King and Bear St Augustine
Cozy1 bedroom condo with addtl sofa bed. 5 minutes away from EVERYTHING you need
Private kitchen

Cozy1 bedroom condo with addtl sofa bed. 5 minutes away from EVERYTHING you need

2.0 out of 10, (1)
"This was not a true listing. It put my husband and I in a terrible position. VRBO made us find our own arrangements the day that we arrived in the city. We were there for six nights and weā€™re out of pocket all six nights. VRBO did nothing to help us Tonya Nelson at Event One Pageants is a scammer. Do not do anything with her."
Cozy1 bedroom condo with addtl sofa bed. 5 minutes away from EVERYTHING you need
RESORT LIVING: Golf, Beaches and St Augustine
Point of interest

RESORT LIVING: Golf, Beaches and St Augustine

10.0 out of 10, Exceptional, (61)
"Fantastic hosts and great property! Would definitely recommend."
RESORT LIVING: Golf, Beaches and St Augustine
Cozy Riverfront Condo with great space and spectacular views in Jacksonville, FL
Miscellaneous

Cozy Riverfront Condo with great space and spectacular views in Jacksonville, FL

2.0 star property
10.0 out of 10, Exceptional, (4)
"Came here for a short getaway to see a football game and it was perfect for the couple days there "
Cozy Riverfront Condo with great space and spectacular views in Jacksonville, FL
The Sleepy Manatee
Property grounds

The Sleepy Manatee

9.8 out of 10, Exceptional, (8)
"Perfect getaway for my now fiancƩ for the two of us. Nice quiet place on the river with screened in patio to sit and relax . We went into historic downtown full of people ( which was beautiful with lights for Christmas ) but was nice to retreat to the river. The unit has everything you need to feel at home . We really enjoyed the long weekend here and will come back for future trips to Saint Augustine. "
The Sleepy Manatee
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 Fleming Island

New Floating Luxury: Unique Houseboat Retreat
Interior

New Floating Luxury: Unique Houseboat Retreat

9.4 out of 10, Exceptional, (15)
"Tony & I and CoCo Chanel enjoyed looking out over the lake.....and the birds! Location was nice and easy to get to Great restaurants and shops and stores. Went to St. Augustine and enjoyed all day there! Went to Jacksonville Beach and had lunch! Nice realxing Christmas celebration for just the three of us! I want to go back in the Summer and rent a jet ski!"
New Floating Luxury: Unique Houseboat Retreat
Grande Villas at World Golf Village
Outdoor pool

Grande Villas at World Golf Village

3.5 star property
8.6 out of 10, Excellent, (273)
"Room and service waa great. Would benefit from having a pool bar and restaurant on property."
Grande Villas at World Golf Village
Kasa Southside Jacksonville
Beach

Kasa Southside Jacksonville

3.5 star property
9.2 out of 10, Wonderful, (24)
"Nice place to stay "
Kasa Southside Jacksonville
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.

Frequently asked questions

Why book your condo in Fleming Island with Expedia?
Booking a condo in Fleming Island is as easy as deciding on your travel dates and choosing an option suited to your needs. On the search for something upscale or budget friendly, or a property that also comes with a pool and free WiFi? Use Expediaā€™s search filters to narrow your results even further and find the perfect fit.
How can I find cheap condos in Fleming Island?
Expedia can help you look for cheap condos in Fleming Island. To discover a terrific stay in a couple of quick clicks, use the filter tool to refine your search results by star rating, budget and amenities.