
Holiday rentals near Tails and Scales Charters
We found 4,998 holiday rentals — enter your dates for availability
Take a look at holiday rentals near Tails and Scales Charters that can be your home away from home. Whether you're going on holiday with family or friends, holiday homes have the amenities that you need and want for your stay, including Wi-Fi and parking. You'll be able to choose a property to rent that has what everyone needs, including options that are accessible or non-smoking.
Holiday rentals with weekly discounts - Tails and Scales Charters
Showing deals for:14 Nov - 21 Nov
Image gallery for Heated pool, freshly renovated vacation getaway home

9.69.6 out of 10 rating
Exceptional
(36 reviews)
Heated pool, freshly renovated vacation getaway home
North Port, FL
11% off
Price is £955
£955
£136 per night
includes taxes & fees
Image gallery for Island Beach Barn - charming vacation house with bay/dock and beach access

1010 out of 10 rating
Exceptional
(42 reviews)
Island Beach Barn - charming vacation house with bay/dock and beach access
Placida, FL
7% off
Price is £1,963
£1,963
£280 per night
includes taxes & fees
Image gallery for Top Rated Villa For Rent! Short Walk To Beach. Swimming Pool. Family-Friendly

1010 out of 10 rating
Exceptional
(142 reviews)
Top Rated Villa For Rent! Short Walk To Beach. Swimming Pool. Family-Friendly
Englewood, FL
5% off
Price is £2,004
£2,004
£286 per night
includes taxes & fees
Image gallery for Play and have Fun at Gecko House on Manasota Key

1010 out of 10 rating
Exceptional
(11 reviews)
Play and have Fun at Gecko House on Manasota Key
Englewood, FL
7% off
Price is £4,576
£4,576
£654 per night
includes taxes & fees
Image gallery for Tranquil Beach Cottage with Private Heated Pool on Secluded Palm Island

9.89.8 out of 10 rating
Exceptional
(72 reviews)
Tranquil Beach Cottage with Private Heated Pool on Secluded Palm Island
Placida, FL
15% off
Price is £2,537
£2,537
£362 per night
includes taxes & fees
Image gallery for Fully renovated Luxury House pool! HUGE 5 BD 5 BA 9 bed! Sleeps 16! 2 golf carts

9.09.0 out of 10 rating
Wonderful
(18 reviews)
Fully renovated Luxury House pool! HUGE 5 BD 5 BA 9 bed! Sleeps 16! 2 golf carts
Captiva, FL
7% off
Price is £5,167
£5,167
£738 per night
includes taxes & fees
Image gallery for SANTA CLARA! Coastal, modern 3BR ESCAPE, harbor view, boat slip, CLUB access

1010 out of 10 rating
Exceptional
(6 reviews)
SANTA CLARA! Coastal, modern 3BR ESCAPE, harbor view, boat slip, CLUB access
Captiva, FL
7% off
Price is £3,767
£3,767
£538 per night
includes taxes & fees
Image gallery for "Pelican Nest"Private Beach & Bay access & Pool 4bedroom 3bath

1010 out of 10 rating
Exceptional
(15 reviews)
"Pelican Nest"Private Beach & Bay access & Pool 4bedroom 3bath
Englewood, FL
7% off
Price is £4,903
£4,903
£700 per night
includes taxes & fees
Image gallery for Luxury Retreats at Boca Grande - Grande Canal

9.89.8 out of 10 rating
Exceptional
(19 reviews)
Luxury Retreats at Boca Grande - Grande Canal
Boca Grande, FL
8% off
Price is £6,088
£6,088
£870 per night
includes taxes & fees
Image gallery for Fully renovated, steps to beach. 2BR/1BA.Dogs welcome! Perfect ratings.

1010 out of 10 rating
Exceptional
(23 reviews)
Fully renovated, steps to beach. 2BR/1BA.Dogs welcome! Perfect ratings.
Englewood, FL
11% off
Price is £2,377
£2,377
£340 per night
includes taxes & fees
Image gallery for The Blue Marlin - Beachfront Oasis with Private Beachside Pool & Boat Dock

1010 out of 10 rating
Exceptional
(84 reviews)
The Blue Marlin - Beachfront Oasis with Private Beachside Pool & Boat Dock
Captiva, FL
8% off
Price is £6,890
£6,890
£984 per night
includes taxes & fees
Image gallery for Tiki Life ! Relax and Enjoy w/m discount! Close to beaches without the costs!!

1010 out of 10 rating
Exceptional
(43 reviews)
Tiki Life ! Relax and Enjoy w/m discount! Close to beaches without the costs!!
Englewood, FL
13% off
Price is £662
£662
£95 per night
includes taxes & fees
Image gallery for Historic MamaDear House, Boca Grande Island w/private pool, 5min stroll to beach

1010 out of 10 rating
Exceptional
(25 reviews)
Historic MamaDear House, Boca Grande Island w/private pool, 5min stroll to beach
Boca Grande, FL
8% off
Price is £8,792
£8,792
£1,256 per night
includes taxes & fees
Image gallery for Relax in Paradise: 2-Bedroom Island Retreat with private Pool & Golf Cart!

1010 out of 10 rating
Exceptional
(16 reviews)
Relax in Paradise: 2-Bedroom Island Retreat with private Pool & Golf Cart!
Captiva, FL
11% off
Price is £2,638
£2,638
£377 per night
includes taxes & fees
Image gallery for “Salt of the Sea” - Beachfront and Pet Friendly!

9.29.2 out of 10 rating
Wonderful
(10 reviews)
“Salt of the Sea” - Beachfront and Pet Friendly!
Placida, FL
6% off
Price is £2,526
£2,526
£361 per night
includes taxes & fees
Image gallery for Getaway Home with Hot Tub and Close to the Beach!

1010 out of 10 rating
Exceptional
(22 reviews)
Getaway Home with Hot Tub and Close to the Beach!
Rotonda West, FL
8% off
Price is £2,008
£2,008
£287 per night
includes taxes & fees
Image gallery for Luxurious Private Villa, Large Heated pool, 1 mile to beach, 3 King Beds, Wi-fi

9.69.6 out of 10 rating
Exceptional
(105 reviews)
Luxurious Private Villa, Large Heated pool, 1 mile to beach, 3 King Beds, Wi-fi
Englewood, FL
6% off
Price is £1,791
£1,791
£256 per night
includes taxes & fees
Image gallery for NEW LISTING! OCEAN PARADISE: BEACHFRONT, SLEEPS 12, 2 CARTS, POOL, GAMES, & FUN

9.09.0 out of 10 rating
Wonderful
(9 reviews)
NEW LISTING! OCEAN PARADISE: BEACHFRONT, SLEEPS 12, 2 CARTS, POOL, GAMES, & FUN
Captiva, FL
7% off
Price is £5,920
£5,920
£846 per night
includes taxes & fees
Image gallery for Your Dream Getaways Villa.

9.49.4 out of 10 rating
Exceptional
(20 reviews)
Your Dream Getaways Villa.
Rotonda West, FL
6% off
Price is £822
£822
£117 per night
includes taxes & fees
Image gallery for Upscale Beachfront Retreat on LGI: STUNNING Gulf Views + Pool + Ferry Access!

1010 out of 10 rating
Exceptional
(20 reviews)
Upscale Beachfront Retreat on LGI: STUNNING Gulf Views + Pool + Ferry Access!
Placida, FL
7% off
Price is £2,266
£2,266
£324 per night
includes taxes & fees
Image gallery for Island Getaway, Gulf Front, Hammocks, Kayaks, 3/2, sleeps 6,thousands ft of deck

9.49.4 out of 10 rating
Exceptional
(23 reviews)
Island Getaway, Gulf Front, Hammocks, Kayaks, 3/2, sleeps 6,thousands ft of deck
Placida, FL
7% off
Price is £3,904
£3,904
£558 per night
includes taxes & fees
Image gallery for Beautiful Gulf Access home Amazing pool sunsets

9.69.6 out of 10 rating
Exceptional
(31 reviews)
Beautiful Gulf Access home Amazing pool sunsets
Punta Gorda, FL
6% off
Price is £2,933
£2,933
£419 per night
includes taxes & fees
Image gallery for Beach house a few steps from the beach!

9.49.4 out of 10 rating
Exceptional
(27 reviews)
Beach house a few steps from the beach!
Captiva, FL
7% off
Price is £4,224
£4,224
£603 per night
includes taxes & fees
Image gallery for Oasis on Nightingale: Screened Pool & Near Beach

1010 out of 10 rating
Exceptional
(5 reviews)
Oasis on Nightingale: Screened Pool & Near Beach
Venice, FL
7% off
Price is £1,633
£1,633
£233 per night
includes taxes & fees
Find spaces that suit your style
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Condo/Apartment
Cabin
Cottage
Villa
Chalet
Find the best place to stay - Tails and Scales Charters
North Captiva Point House - Boat/Water Taxi Only **NEWLY RENOVATED **
Sleeps 6 · 2 bedrooms · 1 bathroom
9.69.6 out of 10
Exceptionalexceptional
97 reviews(97 reviews)
The Suites at Fishermen’s Village- 2 Bedroom Suites
Sleeps 4 · 2 bedrooms
9.89.8 out of 10
Exceptionalexceptional
960 reviews(960 reviews)
Pet-Friendly / Family-Friendly Waterfront Vacation Rental + Free Boat Dockage!
Sleeps 4
9.49.4 out of 10
Exceptionalexceptional
46 reviews(46 reviews)
“BEACHFRONT” LUXURY ISLAND HOME. PRIVATE SWIM SPA~DOCK FISHING~GolfCart STUNNING
Sleeps 10 · 4 bedrooms · 4 bathrooms
1010 out of 10
Exceptionalexceptional
5 reviews(5 reviews)
Little Gasparilla Island - Gulf view, golf cart, ferry, pool, boat dock, parking
Sleeps 6 · 2 bedrooms · 2 bathrooms
9.89.8 out of 10
Exceptionalexceptional
90 reviews(90 reviews)
Salty Mermaid. Beach House on Little Gasparilla Island. Come get salty!
Sleeps 6 · 3 bedrooms · 2+ bathrooms
1010 out of 10
Exceptionalexceptional
3 reviews(3 reviews)
Top rated rentals - Tails and Scales Charters
Excellent winter get away
1010 out of 10
Exceptionalexceptional
119 reviews(119 reviews)
Great stay, great location
1010 out of 10
Exceptionalexceptional
103 reviews(103 reviews)
Stunning house with wonderful pool
1010 out of 10
Exceptionalexceptional
144 reviews(144 reviews)
Florida unspoilt
1010 out of 10
Exceptionalexceptional
128 reviews(128 reviews)
- 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, pools, gardens and more
- More for lessMore space, more privacy, more amenities — more value