
Vacation rentals near Tolomato River
We found 4,370 vacation rentals — enter your dates for availability
Choose the perfect vacation home that's close to Tolomato River. Vacation homes offer the best amenities for you and your friends, family, or even pets, like WiFi and a washer and dryer. At the end of the day, you'll be sure to find a rental for everyone's needs, including accessible or non-smoking choices.
Vacation rentals with weekly discounts - Tolomato River
Showing deals for:Nov 14 - Nov 21
Image gallery for Waterfront home with dock, heated pool, & spectacular views- walk/bike downtown!

1010 out of 10 rating
Exceptional
(103 reviews)
Waterfront home with dock, heated pool, & spectacular views- walk/bike downtown!
St. Augustine, FL
10% off
Price is CA $1,177
CA $1,177
CA $10,386 total
CA $10,386 total
includes taxes & fees
Image gallery for Sea Turtle- Heated Pool & King Beds Near: Amphitheatre, Historic Downtown, Beach

9.89.8 out of 10 rating
Exceptional
(66 reviews)
Sea Turtle- Heated Pool & King Beds Near: Amphitheatre, Historic Downtown, Beach
St. Augustine, FL
19% off
Price is CA $405
CA $405
CA $4,127 total
CA $4,127 total
includes taxes & fees
Image gallery for Sawgrass Country Club - 26 Tifton Way - Stunning Golf Course Views!

9.69.6 out of 10 rating
Exceptional
(10 reviews)
Sawgrass Country Club - 26 Tifton Way - Stunning Golf Course Views!
Ponte Vedra Beach, FL
10% off
Price is CA $229
CA $229
CA $2,348 total
CA $2,348 total
includes taxes & fees
Image gallery for Beach Paradise. Heated Private Pool and Spa. Close to the Beach!

1010 out of 10 rating
Exceptional
(25 reviews)
Beach Paradise. Heated Private Pool and Spa. Close to the Beach!
St. Augustine, FL
10% off
Price is CA $449
CA $449
CA $4,222 total
CA $4,222 total
includes taxes & fees
Image gallery for Tropical Winds - Heated Pool & Firepit! Walk to the Beach!

1010 out of 10 rating
Exceptional
(61 reviews)
Tropical Winds - Heated Pool & Firepit! Walk to the Beach!
St. Augustine, FL
19% off
Price is CA $442
CA $442
CA $4,391 total
CA $4,391 total
includes taxes & fees
Image gallery for < 5 Mi to Beaches & PGA: Ponte Vedra Beach Cabin

1010 out of 10 rating
Exceptional
(5 reviews)
< 5 Mi to Beaches & PGA: Ponte Vedra Beach Cabin
Ponte Vedra Beach, FL
10% off
Price is CA $294
CA $294
CA $3,096 total
CA $3,096 total
includes taxes & fees
Image gallery for Blue Dolphin- Beautiful Home, Heated Private Pool, Close to Beach & Intracoastal

9.69.6 out of 10 rating
Exceptional
(168 reviews)
Blue Dolphin- Beautiful Home, Heated Private Pool, Close to Beach & Intracoastal
St. Augustine, FL
19% off
Price is CA $476
CA $476
CA $4,759 total
CA $4,759 total
includes taxes & fees
Image gallery for Beach Front,Heated Pool,Spa, Beach Views, Umbrella+Lounger for beach, Balconies

9.89.8 out of 10 rating
Exceptional
(159 reviews)
Beach Front,Heated Pool,Spa, Beach Views, Umbrella+Lounger for beach, Balconies
St. Augustine, FL
10% off
Price is CA $1,434
CA $1,434
CA $12,520 total
CA $12,520 total
includes taxes & fees
Image gallery for Tidal Paradise - Heated Pool & Firepit! Walk to the Beach!

1010 out of 10 rating
Exceptional
(51 reviews)
Tidal Paradise - Heated Pool & Firepit! Walk to the Beach!
St. Augustine, FL
19% off
Price is CA $442
CA $442
CA $4,391 total
CA $4,391 total
includes taxes & fees
Image gallery for Light and Airy Luxury Condo just Steps from Private Beach Access

1010 out of 10 rating
Exceptional
(13 reviews)
Light and Airy Luxury Condo just Steps from Private Beach Access
Ponte Vedra Beach, FL
10% off
Price is CA $256
CA $256
CA $2,374 total
CA $2,374 total
includes taxes & fees
Image gallery for Island Breeze- Close to Beach w/ Screened Lanai/Pool

1010 out of 10 rating
Exceptional
(34 reviews)
Island Breeze- Close to Beach w/ Screened Lanai/Pool
St. Augustine, FL
10% off
Price is CA $255
CA $255
CA $2,454 total
CA $2,454 total
includes taxes & fees
Image gallery for Bikini Bottom - King Beds and So Close to the Beach! Pet Friendly!

1010 out of 10 rating
Exceptional
(48 reviews)
Bikini Bottom - King Beds and So Close to the Beach! Pet Friendly!
St. Augustine, FL
19% off
Price is CA $294
CA $294
CA $2,888 total
CA $2,888 total
includes taxes & fees
Image gallery for Island Retreat - Backyard Oasis w/Pool/NEW Hot Tub/Tiki Bar

1010 out of 10 rating
Exceptional
(20 reviews)
Island Retreat - Backyard Oasis w/Pool/NEW Hot Tub/Tiki Bar
St. Augustine, FL
10% off
Price is CA $392
CA $392
CA $3,652 total
CA $3,652 total
includes taxes & fees
Image gallery for Paradise Oasis 3-bedroom house with Salt Water Pool in Ponte Vedra, Florida

1010 out of 10 rating
Exceptional
(6 reviews)
Paradise Oasis 3-bedroom house with Salt Water Pool in Ponte Vedra, Florida
Ponte Vedra Beach, FL
9% off
Price is CA $574
CA $574
CA $5,285 total
CA $5,285 total
includes taxes & fees
Image gallery for NEW LISTING!Stunning Sea Place Renovated -Oceanview 1st floor 2bd/bath

1010 out of 10 rating
Exceptional
(33 reviews)
NEW LISTING!Stunning Sea Place Renovated -Oceanview 1st floor 2bd/bath
St. Augustine, FL
7% off
Price is CA $224
CA $224
CA $2,160 total
CA $2,160 total
includes taxes & fees
Image gallery for Charming 3-bdr house with WiFi in St. Augustine, close to vilano beach and shops

1010 out of 10 rating
Exceptional
(18 reviews)
Charming 3-bdr house with WiFi in St. Augustine, close to vilano beach and shops
St. Augustine, FL
5% off
Price is CA $231
CA $231
CA $2,210 total
CA $2,210 total
includes taxes & fees
Image gallery for Newly Remodeled Beach Home close to shops, restaurants, boating, fishing & golf!

1010 out of 10 rating
Exceptional
(29 reviews)
Newly Remodeled Beach Home close to shops, restaurants, boating, fishing & golf!
Ponte Vedra Beach, FL
5% off
Price is CA $1,213
CA $1,213
CA $10,920 total
CA $10,920 total
includes taxes & fees
Image gallery for New Lighthouse - Spacious Home Near the Beach with Pool & Heated Spa! King Beds!

9.89.8 out of 10 rating
Exceptional
(83 reviews)
New Lighthouse - Spacious Home Near the Beach with Pool & Heated Spa! King Beds!
St. Augustine, FL
19% off
Price is CA $585
CA $585
CA $5,731 total
CA $5,731 total
includes taxes & fees
Image gallery for Intracoastal Waterfront with pool + dock. 10 minutes to downtown St. Augustine.

1010 out of 10 rating
Exceptional
(13 reviews)
Intracoastal Waterfront with pool + dock. 10 minutes to downtown St. Augustine.
St. Augustine, FL
5% off
Price is CA $981
CA $981
CA $8,708 total
CA $8,708 total
includes taxes & fees
Image gallery for Cozy, comfy, quiet entire home in St. Augustine Close to beaches and downtown

1010 out of 10 rating
Exceptional
(7 reviews)
Cozy, comfy, quiet entire home in St. Augustine Close to beaches and downtown
St. Augustine, FL
10% off
Price is CA $180
CA $180
CA $1,631 total
CA $1,631 total
includes taxes & fees
Image gallery for Lighthouse - Heated Pool & Firepit! Near: Amphitheatre, Historic Downtown, Beach

9.49.4 out of 10 rating
Exceptional
(151 reviews)
Lighthouse - Heated Pool & Firepit! Near: Amphitheatre, Historic Downtown, Beach
St. Augustine, FL
19% off
Price is CA $451
CA $451
CA $4,465 total
CA $4,465 total
includes taxes & fees
Image gallery for Rising Sun - Vacation Bliss! Ocean Front, Large Decks, and Private Beach Access!

9.89.8 out of 10 rating
Exceptional
(45 reviews)
Rising Sun - Vacation Bliss! Ocean Front, Large Decks, and Private Beach Access!
St. Augustine, FL
19% off
Price is CA $828
CA $828
CA $7,503 total
CA $7,503 total
includes taxes & fees
Image gallery for Sail Away - Relaxing, Pet Friendly Beach Retreat with Heated Pool!

9.89.8 out of 10 rating
Exceptional
(53 reviews)
Sail Away - Relaxing, Pet Friendly Beach Retreat with Heated Pool!
St. Augustine, FL
19% off
Price is CA $442
CA $442
CA $4,425 total
CA $4,425 total
includes taxes & fees
Image gallery for LunaSea Beach House - Family friendly, steps to beach, private pool & hot tub

1010 out of 10 rating
Exceptional
(119 reviews)
LunaSea Beach House - Family friendly, steps to beach, private pool & hot tub
St. Augustine, FL
19% off
Price is CA $300
CA $300
CA $2,785 total
CA $2,785 total
includes taxes & fees
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Find the best place to stay - Tolomato River
Luxury Waterfront Vacation Rental - Pool, Hot Tub, Pier...
Sleeps 6 · 3 bedrooms · 3 bathrooms
1010 out of 10
Exceptionalexceptional
22 reviews(22 reviews)
Luxury Retreat w/ Pool - Walk to St. Aug Beach
Sleeps 12 · 4 bedrooms · 2 bathrooms
8.08.0 out of 10
Very goodvery good
1 review(1 review)
AquaTerra: Heated Pool + Beachside + Game Room
Sleeps 16 · 5 bedrooms · 3+ bathrooms
9.49.4 out of 10
Exceptionalexceptional
26 reviews(26 reviews)
Sea Place by VTrips
Sleeps 9 · 3 bedrooms
9.69.6 out of 10
Exceptionalexceptional
5 reviews(5 reviews)
Waterfront Home w/Heated Pool, Rooftop Deck, Large Primary Suite, Great Location
Sleeps 6 · 3 bedrooms · 2+ bathrooms
1010 out of 10
Exceptionalexceptional
59 reviews(59 reviews)
Top rated rentals - Tolomato River
Fantastic stay
1010 out of 10
Exceptionalexceptional
425 reviews(425 reviews)
Beautiful place to stay-Trish and Scott couldn’t have been any nicer.
Highly recommend a stay here!
Jason W.
Stayed Oct 2024
A beautiful home with wonderful hosts!
1010 out of 10
Exceptionalexceptional
13 reviews(13 reviews)
A group of friends and I spent almost 2 weeks in this beautiful home in May 2024. We had an unexpected problem with our original rental and were so thankful that these hosts were able to accommodate our large group on very short notice. The hosts were incredibly responsive and helpful and went above and beyond to make our vacation as good as it could be!
The house was very spacious and comfortable. There was a large common area where we all could gather and lots of private space for alone time. The kitchen was chef’s quality and well stocked.
The beds were very comfortable and we all went home well rested. There was also a great laundry room which had everything we needed.
The outdoor space was beautiful, with a great saltwater pool and a screened eating area. The house is situated on a beautiful river with lots of boating activity to keep us entertained. All of the conveniences are located close by and downtown St. Augustine is approximately 10 minutes away.
We are so thankful to Melissa and Jason for everything they did to make us feel so welcome. I highly recommend this property.
Terri M.
Stayed May 2024
Great value beach getaway
1010 out of 10
Exceptionalexceptional
158 reviews(158 reviews)
We really liked the location of the place. It was just a few minute walk to a stunning beach that we walked and swam in every morning. The apartment was spacious, with 3 tv’s 1 in the living room and 1 in each bedroom. The host was very responsive. We would go stay another time for sure.
Kier-Anna N.
Stayed Apr 2024
St Augustine in March for our 11 person group
1010 out of 10
Exceptionalexceptional
103 reviews(103 reviews)
Loved our 10 day stay. The property absorbed our 9 adult and 2 child/infant group easily. The kitchen is big enough for multiple people cooking and we all sat around the table to eat. The bedrooms are spacious and the sitting areas are perfect for hanging out. The outdoor space is very nice with a pool to cool off in, a fire area for evening wind downs and space for putting and cornhole competitions.
We walked to downtown St Augustine a few times (lots of places to eat, shop, listen to live music), the Alligator Farm, miniature golf, and the Lighthouse - the bikes can be a good option for all these too (might want to bring a lock if you want to use them for excursions). More serious shopping, a number of beaches and an array of golf courses are available as well but we used our vehicles for those.
The host was great with communications for all instructions and answering questions.
Andy W.
Stayed Mar 2024
- Peace of mindOur Book with Confidence guarantee gives you 24/7 support
- More quality timeFrom booking to staying, the whole process is simple and enjoyable
- All the privacy of homeEnjoy full kitchens, laundry, pools, yards and more
- More for lessMore space, more privacy, more amenities — more value